Name: Simone Bolelli
Country: Italy
Birthdate: 08.10.85, 38 years
Height: 182 cm
Weight: 79 kg
Profi since: 2003
Right-handed
ATP ranking: 884
TOP ranking's position: 36 (23.02.09, 1611 points)
Points: 16
Prize money: 6286338 $
Matches total: 892
Win: 523
%: 58.63 %
Country: Italy
Birthdate: 08.10.85, 38 years
Height: 182 cm
Weight: 79 kg
Profi since: 2003
Right-handed
ATP ranking: 884
TOP ranking's position: 36 (23.02.09, 1611 points)
Points: 16
Prize money: 6286338 $
Matches total: 892
Win: 523
%: 58.63 %
| year | summary | Hard | Clay | I. hard | Carpet | Grass | Acrylic |
| 2019 | 13/10 | 3/2 | 7/4 | 3/3 | 0/0 | 0/1 | 0/0 |
| 2018 | 32/22 | 1/1 | 24/13 | 3/4 | 1/1 | 3/3 | 0/0 |
| 2017 | 28/17 | 3/2 | 14/9 | 6/4 | 1/1 | 4/1 | 0/0 |
| 2016 | 2/8 | 1/5 | 1/2 | 0/1 | 0/0 | 0/0 | 0/0 |
| 2015 | 36/28 | 15/11 | 11/8 | 5/6 | 0/0 | 5/3 | 0/0 |
| 2014 | 48/21 | 6/5 | 26/8 | 12/6 | 0/0 | 4/2 | 0/0 |
| 2013 | 7/8 | 4/3 | 3/4 | 0/0 | 0/0 | 0/1 | 0/0 |
| 2012 | 47/27 | 9/3 | 27/15 | 4/6 | 2/1 | 5/2 | 0/0 |
| 2011 | 32/30 | 3/8 | 18/13 | 6/5 | 0/1 | 5/3 | 0/0 |
| 2010 | 45/32 | 0/4 | 39/18 | 2/8 | 4/2 | 0/0 | 0/0 |
| 2009 | 20/28 | 8/9 | 8/9 | 3/8 | 0/0 | 1/2 | 0/0 |
| 2008 | 38/34 | 4/11 | 15/8 | 13/11 | 3/1 | 3/3 | 0/0 |
| 2007 | 41/28 | 10/10 | 16/9 | 9/5 | 5/3 | 1/1 | 0/0 |
| 2006 | 48/31 | 9/8 | 26/12 | 3/4 | 7/5 | 3/2 | 0/0 |
| 2005 | 30/18 | 2/2 | 24/11 | 0/0 | 3/4 | 0/0 | 1/1 |
| 2004 | 53/25 | 0/2 | 34/14 | 5/3 | 14/6 | 0/0 | 0/0 |
| 2003 | 2/2 | 0/0 | 2/2 | 0/0 | 0/0 | 0/0 | 0/0 |
| 2002 | 1/0 | 0/0 | 0/0 | 0/0 | 1/0 | 0/0 | 0/0 |
| TOTAL | 523/369 | 78/86 | 295/159 | 74/74 | 41/25 | 34/24 | 1/1 |
| perc. % | 58.63 % | 47.56 % | 64.98 % | 50 % | 62.12 % | 58.62 % | 50 % |
Simone Bolelli / scheduled / last
| no matches found |
Simone Bolelli form / surface: Clay
Simone Bolelli / surface: Clay
| 28.05.19 | 1st round | Lucas Pouille | Simone Bolelli | 6-3, 6-4, 7-5 |  | match details |  Paris | Clay |
| 24.05.19 | qual. | Simone Bolelli | Go Soeda | 6-1, 7-65 |  | match details | ||
| 22.05.19 | q 2 | Simone Bolelli | Dominik Koepfer | 6-1, 3-6, 6-3 | | match details | ||
| 20.05.19 | q 1 | Simone Bolelli | Kamil Majchrzak | 7-5, 7-65 | | match details | ||
| 28.04.19 | qual. | Alexei Popyrin | Simone Bolelli | 2-6, 6-3, 6-4 | | match details |  Estoril | Clay |
| 27.04.19 | q 1 | Simone Bolelli | Egor Gerasimov | 6-2, 7-60 | | match details | ||
| 05.04.19 | 1/4 | Rudolf Molleker | Simone Bolelli | 6-3, 3-6, 6-3 | | match details | Sophia Antipolis | Clay |
| 04.04.19 | 3rd round | Simone Bolelli | Lorenzo Sonego | 7-68, 7-63 | | match details | ||
| 02.04.19 | 2nd round | Simone Bolelli | Peter Heller | 6-2, 7-5 | | match details | ||
| 28.03.19 | 3rd round | Thiago Moura Monteiro | Simone Bolelli | 6-4, 7-64 | | match details |  Marbella Challenger | Clay |
| 27.03.19 | 2nd round | Simone Bolelli | Calvin Hemery | 7-62, 6-2 | | match details | ||
| 20.09.18 | 2nd round | Jelle Sels | Simone Bolelli | 7-62, 6-3 | | match details |  Sibiu Challenger | Clay |
| 18.09.18 | 1st round | Simone Bolelli | Jeremy Jahn | 6-4, 6-4 | | match details | ||
| 12.09.18 | 2nd round | Rogerio Dutra Da Silva | Simone Bolelli | 6-2, 6-4 | | match details |  Szczecin Challenger | Clay |
| 10.09.18 | 1st round | Simone Bolelli | Kenny de Schepper | 7-5, 4-6, 6-2 | | match details | ||
| 06.08.18 | 1st round | Sebastian Ofner | Simone Bolelli | 6-3, 6-4 | | match details |  Pullach Challenger | Clay |
| 25.07.18 | 1st round | Edoardo Eremin | Simone Bolelli | 6-1, 3-6, 6-2 | | match details |  Padova Challenger | Clay |
| 20.07.18 | 1/4 | Henri Laaksonen | Simone Bolelli | 3-6, 6-2, 6-4 | | match details |  Bastad | Clay |
| 18.07.18 | 2nd round | Simone Bolelli | Diego Sebastian Schwartzman | 7-68, 6-3 | | match details | ||
| 17.07.18 | 1st round | Simone Bolelli | Roberto Carballes Baena | 4-6, 6-3, 6-4 | | match details | ||
| 16.07.18 | qual. | Simone Bolelli | Viktor Galovic | 6-4, 6-2 | | match details | ||
| 15.07.18 | q 1 | Simone Bolelli | Pedro Martinez Portero | 6-2, 6-3 | | match details | ||
| 29.05.18 | 1st round | Rafael Nadal | Simone Bolelli | 6-4, 6-3, 7-69 | | match details | Paris | Clay |
| 25.05.18 | qual. | Santiago Giraldo | Simone Bolelli | 6-0, 6-2 | | match details | ||
| 24.05.18 | q 2 | Simone Bolelli | Yasutaka Uchiyama | 7-64, 6-3 | | match details | ||
| 22.05.18 | q 1 | Simone Bolelli | Tommy Robredo | 6-4, 6-4 | | match details | ||
| 10.05.18 | 1/4 | Laslo Djere | Simone Bolelli | Simone Bolelli - walk over | | match details | Rome Challenger | Clay |
| 09.05.18 | 1st round | Simone Bolelli | Marco Trungelliti | 6-2, 7-61 | | match details | ||
| 09.05.18 | 2nd round | Simone Bolelli | Mohamed Safwat | 6-1, 6-4 | | match details | ||
| 04.05.18 | 1/4 | Frances Tiafoe | Simone Bolelli | 7-5, 6-2 | | match details | Estoril | Clay |
| 02.05.18 | 2nd round | Simone Bolelli | Federico Delbonis | 3-6, 7-5, 6-2 | | match details | ||
| 01.05.18 | 1st round | Simone Bolelli | Joao Domingues | 6-3, 6-2 | | match details | ||
| 30.04.18 | qual. | Simone Bolelli | Jaume Antoni Munar Clar | 6-1, 6-4 | | match details | ||
| 29.04.18 | q 1 | Simone Bolelli | Felix Auger Aliassime | 6-4, 6-1 | | match details | ||
| 15.04.18 | fin | Marco Trungelliti | Simone Bolelli | 2-6, 7-64, 6-4 | | match details | Barletta Challenger | Clay |
| 14.04.18 | 1/2 | Simone Bolelli | Gian Marco Moroni | 6-4, 6-2 | | match details | ||
| 13.04.18 | 1/4 | Simone Bolelli | Viktor Galovic | 6-2, 1-0, Viktor Galovic - retired | | match details | ||
| 12.04.18 | 2nd round | Simone Bolelli | Lorenzo Sonego | 7-5, 6-3 | | match details | ||
| 11.04.18 | 1st round | Simone Bolelli | Oscar Otte | 6-71, 6-4, 6-1 | | match details | ||
| 29.03.18 | 1/4 | Guido Andreozzi | Simone Bolelli | 3-6, 6-0, 6-3 | | match details | Marbella Challenger | Clay |
| 28.03.18 | 2nd round | Simone Bolelli | Jozef Kovalik | 2-6, 6-4, 6-4 | | match details | ||
| 27.03.18 | 1st round | Simone Bolelli | Andrej Martin | 1-6, 6-0, 6-1 | | match details | ||
| 06.03.18 | 1st round | Marco Cecchinato | Simone Bolelli | 6-3, 7-5 | | match details |  Santiago Challenger | Clay |
| 03.03.18 | fin | Guido Andreozzi | Simone Bolelli | 3-6, 6-4, 6-3 | | match details |  Punta Del | Clay |
| 02.03.18 | 1/2 | Simone Bolelli | Alessandro Giannessi | 6-2, 7-5 | | match details | ||
| 01.03.18 | 1/4 | Simone Bolelli | Federico Gaio | 6-3, 6-3 | | match details | ||
| 28.02.18 | 2nd round | Simone Bolelli | Gian Marco Moroni | 6-0, 6-4 | | match details | ||
| 27.02.18 | 1st round | Simone Bolelli | Santiago Maresca | 6-2, 6-1 | | match details | ||
| 21.07.17 | 1/4 | Ruben Bemelmans | Simone Bolelli | 6-2, 6-4 | | match details |  Scheveningen Challenger | Clay |
| 19.07.17 | 2nd round | Simone Bolelli | Sergiy Stakhovsky | 6-4, 3-6, 6-3 | | match details | ||
| 17.07.17 | 1st round | Simone Bolelli | Michiel De Krom | 6-0, 6-3 | | match details | ||
| 22.06.17 | 2nd round | Facundo Bagnis | Simone Bolelli | 6-3, 2-6, 6-2 | | match details | Todi Challenger | Clay |
| 20.06.17 | 1st round | Simone Bolelli | Carlos Taberner | 7-65, 6-2 | | match details | ||
| 14.06.17 | 2nd round | Tennys Sandgren | Simone Bolelli | 3-6, 6-4, 6-4 | | match details | Caltanissetta Challenger | Clay |
| 13.06.17 | 1st round | Simone Bolelli | Joao Pedro Sorgi | 7-5, 6-2 | | match details | ||
| 31.05.17 | 2nd round | Dominic Thiem | Simone Bolelli | 7-5, 6-1, 6-3 | | match details | Paris | Clay |
| 29.05.17 | 1st round | Simone Bolelli | Nicolas Mahut | 6-4, 6-2, 6-2 | | match details | ||
| 25.05.17 | qual. | Simone Bolelli | Marco Cecchinato | 6-4, 6-4 | | match details | ||
| 24.05.17 | q 2 | Simone Bolelli | Maximilian Marterer | 6-3, 1-6, 6-4 | | match details | ||
| 22.05.17 | q 1 | Simone Bolelli | Cristian Garin | 7-64, 4-6, 7-66 | | match details | ||
| 05.05.17 | 1/4 | Attila Balazs | Simone Bolelli | 6-74, 6-3, 6-4 | | match details |  Ostrava Challenger | Clay |
| 03.05.17 | 2nd round | Simone Bolelli | Sebastian Ofner | 7-5, 6-1 | | match details | ||
| 01.05.17 | 1st round | Simone Bolelli | Constant Lestienne | 6-3, 4-6, 5-0, Constant Lestienne - retired | | match details | ||
| 25.04.17 | 1st round | Matteo Donati | Simone Bolelli | 4-6, 7-611, 7-5 | | match details | Francavilla Challenger | Clay |
| 16.04.17 | qual. | Renzo Olivo | Simone Bolelli | 6-4, 6-75, 6-2 | | match details |  Monte-Carlo | Clay |
| 15.04.17 | q 1 | Simone Bolelli | Mikhail Kukushkin | 6-3, 6-2 | | match details | ||
| 10.03.17 | 1/2 | Rogerio Dutra Da Silva | Simone Bolelli | 6-4, 6-2 | | match details | Santiago Challenger | Clay |
| 09.03.17 | 1/4 | Simone Bolelli | Taro Daniel | 6-4, 6-4 | | match details | ||
| 08.03.17 | 2nd round | Simone Bolelli | Leonardo Mayer | 7-65, 4-6, 6-3 | | match details | ||
| 07.03.17 | 1st round | Simone Bolelli | Alessandro Giannessi | 6-4, 3-2, Alessandro Giannessi - retired | | match details | ||
| 11.02.17 | q 1 | Dusan Lajovic | Simone Bolelli | 6-1, 6-4 | | match details |  Buenos Aires | Clay |
| 23.05.16 | 1st round | Kei Nishikori | Simone Bolelli | 6-1, 7-5, 6-3 | | match details | Paris | Clay |
| 06.04.16 | 2nd round | Borna Coric | Simone Bolelli | Simone Bolelli - walk over | | match details |  Marrakech | Clay |
| 05.04.16 | 1st round | Simone Bolelli | Taro Daniel | 7-5, 6-4 | | match details | ||
| 14.08.15 | 1/4 | Axel Michon | Simone Bolelli | 6-2, 4-6, 7-64 | | match details | Prague Challenger | Clay |
| 13.08.15 | 2nd round | Simone Bolelli | Roberto Carballes Baena | 6-3, 7-61 | | match details | ||
| 11.08.15 | 1st round | Simone Bolelli | Adrian Sikora | 6-0, 6-2 | | match details | ||
| 31.07.15 | 1/4 | Andreas Seppi | Simone Bolelli | Simone Bolelli - walk over | | match details | Hamburg | Clay |
| 30.07.15 | 2nd round | Simone Bolelli | Jaume Antoni Munar Clar | 6-1, 6-75, 6-4 | | match details | ||
| 28.07.15 | 1st round | Simone Bolelli | Lukas Rosol | 7-63, 7-66 | | match details | ||
| 30.05.15 | 3rd round | David Ferrer | Simone Bolelli | 6-3, 1-6, 5-7, 6-0, 6-1 | | match details | Paris | Clay |
| 28.05.15 | 2nd round | Simone Bolelli | Viktor Troicki | 6-2, 6-4, 6-3 | | match details | ||
| 25.05.15 | 1st round | Simone Bolelli | Steve Darcis | 6-3, 6-4, 6-3 | | match details | ||
| 11.05.15 | 1st round | Dominic Thiem | Simone Bolelli | 7-64, 7-65 | | match details | Rome | Clay |
| 07.05.15 | 3rd round | Rafael Nadal | Simone Bolelli | 6-2, 6-2 | | match details | Madrid | Clay |
| 06.05.15 | 2nd round | Simone Bolelli | Luca Vanni | 4-6, 6-3, 6-2 | | match details | ||
| 03.05.15 | 1st round | Simone Bolelli | Kevin Anderson | 6-4, 6-3 | | match details | ||
| 29.04.15 | 2nd round | David Goffin | Simone Bolelli | 7-65, 6-74, 6-1 | | match details | Munich | Clay |
| 28.04.15 | 1st round | Simone Bolelli | Dustin Brown | 6-1, 7-62 | | match details | ||
| 24.04.15 | 1/4 | Gael Monfils | Simone Bolelli | 6-3, 7-64 | | match details | Bucharest | Clay |
| 23.04.15 | 2nd round | Simone Bolelli | Andreas Haider-Maurer | 6-4, 6-4 | | match details | ||
| 21.04.15 | 1st round | Simone Bolelli | Andrey Golubev | 7-63, 6-4 | | match details | ||
| 12.04.15 | 1st round | Victor Estrella | Simone Bolelli | 6-4, 7-65 | | match details | Monte-Carlo | Clay |
| 22.11.14 | 1/2 | Diego Sebastian Schwartzman | Simone Bolelli | 7-5, 6-4 | | match details |  Sao Paulo | Clay |
| 21.11.14 | Victor Estrella | Simone Bolelli | 6-4, 6-2 | | match details | |||
| 20.11.14 | Simone Bolelli | Maximo Gonzalez | 6-4, 5-7, 7-63 | | match details | |||
| 19.11.14 | Simone Bolelli | Andreas Haider-Maurer | 6-4, 6-4 | | match details | |||
| 08.08.14 | 1/4 | Alessandro Giannessi | Simone Bolelli | 4-6, 6-4, 6-3 | | match details |  San Marino | Clay |
| 07.08.14 | 2nd round | Simone Bolelli | Jesse Huta Galung | 6-4, 6-4 | | match details | ||
| 05.08.14 | 1st round | Simone Bolelli | Nikoloz Basilashvili | 7-5, 7-66 | | match details | ||
| 27.07.14 | fin | Simone Bolelli | Michael Berrer | 6-4, 7-62 | | match details | Oberstaufen Challenger | Clay |
| 26.07.14 | 1/2 | Simone Bolelli | Andreas Beck | 7-5, 1-6, 6-3 | | match details | ||
| 25.07.14 | 1/4 | Simone Bolelli | Jan Hajek | 6-3, 6-2 | | match details | ||
| 24.07.14 | 2nd round | Simone Bolelli | Rui Machado | 7-5, 6-3 | | match details | ||
| 23.07.14 | 1st round | Simone Bolelli | Antonio Veic | 6-1, 6-2 | | match details | ||
| 08.07.14 | 1st round | Hans Podlipnik-Castillo | Simone Bolelli | Simone Bolelli - walk over | | match details | San Benedetto | Clay |
| 29.05.14 | 2nd round | David Ferrer | Simone Bolelli | 6-2, 6-3, 6-2 | | match details | Paris | Clay |
| 27.05.14 | 1st round | Simone Bolelli | Andrea Arnaboldi | 6-4, 6-4, 6-2 | | match details | ||
| 23.05.14 | qual. | Simone Bolelli | Samuel Groth | 6-4, 6-2 | | match details | ||
| 22.05.14 | q 2 | Simone Bolelli | Peter Gojowczyk | 6-4, 4-1, Peter Gojowczyk - retired | | match details | ||
| 20.05.14 | q 1 | Simone Bolelli | Alex Jr. Bogomolov | 6-76, 6-3, 3-0, Alex Jr. Bogomolov - retired | | match details | ||
| 13.05.14 | 2nd round | Milos Raonic | Simone Bolelli | 6-3, 7-65 | | match details | Rome | Clay |
| 12.05.14 | 1st round | Simone Bolelli | Stefano Travaglia | 3-6, 7-5, 7-65 | | match details | ||
| 04.05.14 | fin | Simone Bolelli | Julian Reister | 6-4, 6-2 | | match details |  Tunis Challenger | Clay |
| 04.05.14 | 1/2 | Simone Bolelli | Mate Delic | 6-4, 6-4 | | match details | ||
| 02.05.14 | 1/4 | Simone Bolelli | Andrea Arnaboldi | 6-0, 6-3 | | match details | ||
| 01.05.14 | 2nd round | Simone Bolelli | Thomas Fabbiano | 6-3, 6-4 | | match details | ||
| 30.04.14 | 1st round | Simone Bolelli | Kenny de Schepper | 4-6, 6-2, 6-4 | | match details | ||
| 27.04.14 | fin | Simone Bolelli | Mate Delic | 6-2, 6-2 | | match details | Vercelli Challenger | Clay |
| 26.04.14 | 1/2 | Simone Bolelli | Andrea Arnaboldi | 7-63, 4-6, 6-4 | | match details | ||
| 25.04.14 | 1/4 | Simone Bolelli | Kyle Edmund | 7-63, 6-73, 6-0 | | match details | ||
| 24.04.14 | 2nd round | Simone Bolelli | Pablo Cuevas | 6-72, 6-4, 7-69 | | match details | ||
| 22.04.14 | 1st round | Simone Bolelli | Benjamin Balleret | 6-4, 6-3 | | match details | ||
| 14.04.14 | 1st round | Philipp Kohlschreiber | Simone Bolelli | 6-3, 6-4 | | match details | Monte-Carlo | Clay |
| 11.04.14 | 1/4 | Aljaz Bedene | Simone Bolelli | 7-63, 6-2 | | match details |  Mersin Challenger | Clay |
| 10.04.14 | 2nd round | Simone Bolelli | Adrian Ungur | 1-6, 6-3, 6-4 | | match details | ||
| 09.04.14 | 1st round | Simone Bolelli | Jaroslav Pospisil | 7-5, 7-61 | | match details | ||
| 28.05.13 | 1st round | Yen-Hsun Lu | Simone Bolelli | 6-4, 6-4, 2-1, Simone Bolelli - retired | | match details | Paris | Clay |
| 26.02.13 | 1st round | Horacio Zeballos | Simone Bolelli | 7-5, 6-1 | | match details |  Acapulco | Clay |
| 19.02.13 | 1st round | Leonardo Mayer | Simone Bolelli | 5-7, 6-2, 6-3 | | match details | Buenos Aires | Clay |
| 16.02.13 | 1/2 | David Nalbandian | Simone Bolelli | 6-3, 7-5 | | match details | Sao Paulo | Clay |
| 15.02.13 | 1/4 | Simone Bolelli | Albert Montanes | 6-4, 6-4 | | match details | ||
| 14.02.13 | 2nd round | Simone Bolelli | Juan Monaco | 7-5, 6-2 | | match details | ||
| 11.02.13 | 1st round | Simone Bolelli | Tommy Robredo | 6-2, 6-4 | | match details | ||
| 16.09.12 | Simone Bolelli | Cristian Garin | 6-4, 6-3 | | match details | Davis Cup | Clay | |
| 08.09.12 | 1/2 | Tommy Robredo | Simone Bolelli | 7-5, 6-2 | | match details | Genova Challenger | Clay |
| 07.09.12 | 1/4 | Simone Bolelli | Thomas Fabbiano | 7-5, 6-4 | | match details | ||
| 06.09.12 | 2nd round | Simone Bolelli | Pavol Cervenak | 7-61, 6-1 | | match details | ||
| 04.09.12 | 1st round | Simone Bolelli | Stephane Robert | 7-63, 3-6, 7-5 | | match details | ||
| 17.08.12 | 1/4 | Paolo Lorenzi | Simone Bolelli | 7-5, 1-0, Simone Bolelli - retired | | match details | Cordenons Challenger | Clay |
| 15.08.12 | 2nd round | Simone Bolelli | Gianluca Naso | 7-5, 2-6, 6-3 | | match details | ||
| 14.08.12 | 1st round | Simone Bolelli | Thomas Schoorel | 7-5, 6-1 | | match details | ||
| 12.08.12 | fin | Martin Klizan | Simone Bolelli | 6-3, 6-1 | | match details | San Marino | Clay |
| 11.08.12 | 1/2 | Simone Bolelli | Albert Montanes | 6-75, 6-4, 7-5 | | match details | ||
| 10.08.12 | 1/4 | Simone Bolelli | Blaz Kavcic | 6-1, 7-65 | | match details | ||
| 09.08.12 | 2nd round | Simone Bolelli | Nicolas Massu | 6-0, 6-2 | | match details | ||
| 07.08.12 | 1st round | Simone Bolelli | Matwe Middelkoop | 6-3, 6-2 | | match details | ||
| 26.07.12 | 1/4 | Martin Klizan | Simone Bolelli | 1-6, 7-5, 6-1 | | match details |  Kitzbuhel | Clay |
| 25.07.12 | 2nd round | Simone Bolelli | Florian Mayer | 6-2, 7-64 | | match details | ||
| 24.07.12 | 1st round | Simone Bolelli | Horacio Zeballos | 7-5, 7-5 | | match details | ||
| 11.07.12 | 2nd round | David Ferrer | Simone Bolelli | 6-4, 6-3 | | match details | Bastad | Clay |
| 09.07.12 | 1st round | Simone Bolelli | Paul Capdeville | 7-65, 7-63 | | match details | ||
| 06.07.12 | 1/2 | Thomaz Bellucci | Simone Bolelli | 6-2, 6-1 | | match details | Braunschweig Challenger | Clay |
| 05.07.12 | 1/4 | Simone Bolelli | Roberto Bautista Agut | 6-3, 6-2 | | match details | ||
| 04.07.12 | 2nd round | Simone Bolelli | Jurgen Zopp | 6-4, 6-2 | | match details | ||
| 03.07.12 | 1st round | Simone Bolelli | Evgeny Donskoy | 7-61, 4-0, Evgeny Donskoy - retired | | match details | ||
| 06.06.12 | 2nd round | Dusan Lojda | Simone Bolelli | 6-2, 6-4 | | match details | Furth Challenger | Clay |
| 05.06.12 | 1st round | Simone Bolelli | Florent Serra | 6-2, 6-2 | | match details | ||
| 29.05.12 | 1st round | Rafael Nadal | Simone Bolelli | 6-2, 6-2, 6-1 | | match details | Paris | Clay |
| 12.05.12 | q 1 | Sam Querrey | Simone Bolelli | 6-3, 6-4 | | match details | Rome | Clay |
| 11.05.12 | 1/2 | Gilles Muller | Simone Bolelli | 6-3, 5-7, 7-61 | | match details | Rome Challenger | Clay |
| 10.05.12 | 1/4 | Simone Bolelli | Simon Greul | 6-3, 6-1 | | match details | ||
| 09.05.12 | 2nd round | Simone Bolelli | James Duckworth | 6-4, 6-75, 6-3 | | match details | ||
| 08.05.12 | 1st round | Simone Bolelli | Ricardas Berankis | 6-2, 6-2 | | match details | ||
| 30.04.12 | 1st round | Robin Haase | Simone Bolelli | 6-3, 6-2 | | match details | Estoril | Clay |
| 24.04.12 | 1st round | Riccardo Bellotti | Simone Bolelli | 6-3, 3-1, Simone Bolelli - retired | | match details | Napoli Challenger | Clay |
| 17.04.12 | 1st round | Marin Cilic | Simone Bolelli | 6-3, 6-4 | | match details | Monte-Carlo | Clay |
| 15.04.12 | qual. | Simone Bolelli | Edouard Roger-Vasselin | 6-74, 6-2, 7-5 | | match details | ||
| 15.04.12 | q 1 | Simone Bolelli | Sergei Bubka | 6-2, 6-4 | | match details | ||
| 03.04.12 | 1st round | Aljaz Bedene | Simone Bolelli | 6-3, 7-65 | | match details | Barletta Challenger | Clay |
| 06.03.12 | 1st round | Eduardo Schwank | Simone Bolelli | 6-4, 6-0 | | match details | Santiago Challenger | Clay |
| 04.03.12 | fin | Simone Bolelli | Blaz Kavcic | 6-3, 6-4 | | match details | Florianopolis Challenger | Clay |
| 03.03.12 | 1/2 | Simone Bolelli | Diego Junqueira | 6-3, 7-5 | | match details | ||
| 02.03.12 | 1/4 | Simone Bolelli | Rogerio Dutra Da Silva | 7-61, 6-2 | | match details | ||
| 01.03.12 | 2nd round | Simone Bolelli | Fabiano De Paula | 6-3, 7-5 | | match details | ||
| 27.02.12 | 1st round | Simone Bolelli | Tiago Lopes (BRA) | 6-3, 6-1 | | match details | ||
| 25.08.11 | 2nd round | Boris Pashanski | Simone Bolelli | 6-4, 1-6, 7-64 | | match details | Manerbio Challenger | Clay |
| 23.08.11 | 1st round | Simone Bolelli | Jan Hajek | 6-3, 6-3 | | match details | ||
| 19.08.11 | 1/4 | Daniel Munoz-De La Nava | Simone Bolelli | 7-68, 6-3 | | match details | Cordenons Challenger | Clay |
| 17.08.11 | 2nd round | Simone Bolelli | Simon Greul | 6-4, 6-3 | | match details | ||
| 15.08.11 | 1st round | Simone Bolelli | Adrian Ungur | 6-76, 6-3, 6-4 | | match details | ||
| 09.08.11 | 1st round | Benoit Paire | Simone Bolelli | 6-75, 7-5, 6-2 | | match details | San Marino | Clay |
| 24.07.11 | q 2 | Dino Marcan | Simone Bolelli | 4-6, 6-3, 7-61 | | match details |  Umag | Clay |
| 23.07.11 | q 1 | Simone Bolelli | Agustin Gonzalez-Martin | 6-1, 6-2 | | match details | ||
| 19.07.11 | 1st round | Juan Monaco | Simone Bolelli | 6-3, 7-5 | | match details | Hamburg | Clay |
| 17.07.11 | qual. | Simone Bolelli | Leonardo Tavares | 6-1, 5-7, 7-5 | | match details | ||
| 16.07.11 | q 1 | Simone Bolelli | Tobias Hinzmann | 6-0, 6-3 | | match details | ||
| 13.07.11 | 2nd round | Florent Serra | Simone Bolelli | 6-3, 6-4 | | match details | Sopot Challenger | Clay |
| 12.07.11 | 1st round | Simone Bolelli | Maciej Smola | 6-1, 6-1 | | match details | ||
| 10.07.11 | Simone Bolelli | Grega Zemlja | 7-5, 6-3 | | match details | Davis Cup | Clay | |
| 26.05.11 | 2nd round | Andy Murray | Simone Bolelli | 7-63, 6-4, 7-5 | | match details | Paris | Clay |
| 23.05.11 | 1st round | Simone Bolelli | Frank Dancevic | 6-1, 6-3, 6-75, 6-2 | | match details | ||
| 20.05.11 | qual. | Antonio Veic | Simone Bolelli | 6-1, 3-6, 7-5 | | match details | ||
| 19.05.11 | q 2 | Simone Bolelli | Evgeny Donskoy | 6-3, 7-5 | | match details | ||
| 17.05.11 | q 1 | Simone Bolelli | Simone Vagnozzi | 1-6, 6-3, 6-1 | | match details | ||
| 10.05.11 | 1st round | Nicolas Almagro | Simone Bolelli | 6-0, 7-5 | | match details | Rome | Clay |
| 07.05.11 | fin | Simone Bolelli | Eduardo Schwank | 2-6, 6-1, 6-3 | | match details | Rome Challenger | Clay |
| 06.05.11 | 1/2 | Simone Bolelli | Simone Vagnozzi | 6-2, 7-63 | | match details | ||
| 05.05.11 | 1/4 | Simone Bolelli | Martin Fischer | 6-4, 6-2 | | match details | ||
| 04.05.11 | 2nd round | Simone Bolelli | Paolo Lorenzi | 6-4, 6-4 | | match details | ||
| 03.05.11 | 1st round | Simone Bolelli | Julian Reister | 7-65, 6-4 | | match details | ||
| 26.04.11 | 1st round | Marin Cilic | Simone Bolelli | 7-5, 7-64 | | match details | Munich | Clay |
| 17.04.11 | qual. | Flavio Cipolla | Simone Bolelli | 0-6, 6-3, 6-2 | | match details | Barcelona | Clay |
| 16.04.11 | q 1 | Simone Bolelli | Ivan Navarro | 6-1, 6-3 | | match details | ||
| 10.04.11 | qual. | Vincent Millot | Simone Bolelli | 6-2, 6-1 | | match details | Monte-Carlo | Clay |
| 09.04.11 | q 1 | Simone Bolelli | Mikhail Kukushkin | 6-3, 6-3 | | match details | ||
| 05.04.11 | 1st round | Frederico Gil | Simone Bolelli | 6-3, 6-1 | | match details | Casablanca | Clay |
| 05.10.10 | 1st round | Augustin Gensse | Simone Bolelli | 7-66, 6-0 | | match details | Palermo Challenger | Clay |
| 01.10.10 | 1/4 | Fabio Fognini | Simone Bolelli | 6-1, 6-3 | | match details | Napoli Challenger | Clay |
| 29.09.10 | 2nd round | Simone Bolelli | Simone Vagnozzi | 6-4, 7-62 | | match details | ||
| 27.09.10 | 1st round | Simone Bolelli | Adrian Ungur | 6-3, 2-1, Adrian Ungur - retired | | match details | ||
| 11.09.10 | 1/2 | Potito Starace | Simone Bolelli | 6-4, 6-4 | | match details | Genova Challenger | Clay |
| 10.09.10 | 1/4 | Simone Bolelli | Andrey Kumantsov | 7-5, 6-1 | | match details | ||
| 09.09.10 | 2nd round | Simone Bolelli | Patricio Heras | 6-2, 7-5 | | match details | ||
| 08.09.10 | 1st round | Simone Bolelli | Denis Gremelmayr | 7-64, 7-63 | | match details | ||
| 04.08.10 | 2nd round | Jorge Aguilar | Simone Bolelli | 4-6, 6-3, 6-4 | | match details | San Marino | Clay |
| 03.08.10 | 1st round | Simone Bolelli | Dusan Lojda | 7-5, 3-6, 7-65 | | match details | ||
| 28.07.10 | 2nd round | Juan Ignacio Chela | Simone Bolelli | 7-65, 6-74, 6-1 | | match details | Umag | Clay |
| 27.07.10 | 1st round | Simone Bolelli | Antonio Veic | 7-63, 6-3 | | match details | ||
| 26.07.10 | qual. | Simone Bolelli | Janez Semrajc | 6-4, 5-7, 7-64 | | match details | ||
| 25.07.10 | q 2 | Simone Bolelli | Nicolas Renavand | 6-4, 6-4 | | match details | ||
| 24.07.10 | q 1 | Simone Bolelli | Max Raditschnigg | 6-3, 7-5 | | match details | ||
| 21.07.10 | 2nd round | Thomaz Bellucci | Simone Bolelli | 6-1, 3-6, 6-3 | | match details | Hamburg | Clay |
| 19.07.10 | 1st round | Simone Bolelli | Simon Greul | 7-64, 7-64 | | match details | ||
| 18.07.10 | qual. | Simone Bolelli | Victor Crivoi | 4-6, 6-4, 6-2 | | match details | ||
| 17.07.10 | q 1 | Simone Bolelli | Marius Zay | 6-2, 6-4 | | match details | ||
| 11.07.10 | q 2 | Bastian Knittel | Simone Bolelli | 6-75, 7-61, 6-4 | | match details | Stuttgart | Clay |
| 10.07.10 | q 1 | Simone Bolelli | Ivo Klec | 7-61, 6-4 | | match details | ||
| 04.07.10 | fin | Simone Bolelli | Potito Starace | 7-67, 6-2 | | match details | Turin Challenger | Clay |
| 03.07.10 | 1/2 | Simone Bolelli | Daniel Gimeno-Traver | 5-7, 7-5, 6-3 | | match details | ||
| 02.07.10 | 1/4 | Simone Bolelli | Alessio di Mauro | 6-3, 0-6, 6-3 | | match details | ||
| 01.07.10 | 2nd round | Simone Bolelli | Andreas Seppi | 4-6, 7-64, 4-1, Andreas Seppi - retired | | match details | ||
| 30.06.10 | 1st round | Simone Bolelli | Thomas Fabbiano | 6-4, 6-4 | | match details | ||
| 23.06.10 | 1st round | Carlos Berlocq | Simone Bolelli | 6-2, 6-1 | | match details | Reggio Emilia | Clay |
| 04.06.10 | 1/4 | Filippo Volandri | Simone Bolelli | 6-1, 7-65 | | match details | Rome Challenger | Clay |
| 03.06.10 | 1st round | Simone Bolelli | Karim Maamoun | 6-4, 6-1 | | match details | ||
| 03.06.10 | 2nd round | Simone Bolelli | Martin Alund | 7-64, 6-4 | | match details | ||
| 24.05.10 | 1st round | Pablo Andujar | Simone Bolelli | 7-62, 6-4, 6-2 | | match details | Paris | Clay |
| 21.05.10 | qual. | Simone Bolelli | Marsel Ilhan | 5-7, 7-5, 6-3 | | match details | ||
| 19.05.10 | q 2 | Simone Bolelli | Jan Minar | Jan Minar - walk over | | match details | ||
| 18.05.10 | q 1 | Simone Bolelli | Marinko Matosevic | 6-4, 6-2 | | match details | ||
| 16.05.10 | fin | Bjorn Phau | Simone Bolelli | 6-4, 6-2 | | match details | Biella Challenger | Clay |
| 15.05.10 | 1/4 | Simone Bolelli | Paolo Lorenzi | 6-2, 2-6, 6-3 | | match details | ||
| 15.05.10 | 1/2 | Simone Bolelli | Teimuraz Gabashvili | 7-62, 6-4 | | match details | ||
| 13.05.10 | 2nd round | Simone Bolelli | Julian Reister | 7-5, 4-6, 7-65 | | match details | ||
| 11.05.10 | 1st round | Simone Bolelli | Sergio Gutierrez-Ferrol | 6-4, 7-65 | | match details | ||
| 28.04.10 | 2nd round | Fernando Verdasco | Simone Bolelli | 7-611, 6-3 | | match details | Rome | Clay |
| 27.04.10 | 1st round | Simone Bolelli | Simon Greul | 6-4, 6-1 | | match details | ||
| 22.04.10 | 3rd round | David Ferrer | Simone Bolelli | 6-0, 3-0, Simone Bolelli - retired | | match details | Barcelona | Clay |
| 21.04.10 | 2nd round | Simone Bolelli | Alberto Martin | 7-62, 7-61 | | match details | ||
| 20.04.10 | 1st round | Simone Bolelli | Tommy Robredo | 6-77, 6-4, 3-1, Tommy Robredo - retired | | match details | ||
| 18.04.10 | qual. | Simone Bolelli | Mikhail Kukushkin | 6-3, 3-6, 7-5 | | match details | ||
| 17.04.10 | q 1 | Simone Bolelli | Jorge Aguilar | 4-6, 7-65, 6-4 | | match details | ||
| 11.04.10 | 1st round | Igor Andreev | Simone Bolelli | 6-3, 6-4 | | match details | Monte-Carlo | Clay |
| 01.04.10 | 2nd round | Adrian Garcia | Simone Bolelli | 6-4, 6-4 | | match details | Napoli Challenger | Clay |
| 30.03.10 | 1st round | Simone Bolelli | Mikhail Kukushkin | 6-4, 6-2 | | match details | ||
| 27.03.10 | 1/2 | Pere Riba | Simone Bolelli | 6-3, 0-6, 6-2 | | match details | Barletta Challenger | Clay |
| 26.03.10 | 1/4 | Simone Bolelli | Blaz Kavcic | 7-5, 7-5 | | match details | ||
| 25.03.10 | 2nd round | Simone Bolelli | Matteo Trevisan | 3-6, 6-0, 7-5 | | match details | ||
| 24.03.10 | 1st round | Simone Bolelli | Grega Zemlja | 6-4, 7-62 | | match details | ||
| 17.03.10 | 2nd round | Laurent Recouderc | Simone Bolelli | 6-3, 6-2 | | match details | Marrakech Challenger | Clay |
| 15.03.10 | 1st round | Simone Bolelli | Malek Jaziri | 6-4, 6-2 | | match details | ||
| 10.03.10 | 1st round | Adrian Menendez-Maceiras | Simone Bolelli | 6-4, 6-3 | | match details | Rabat Challenger | Clay |
| 07.03.10 | Simone Bolelli | Uladzimir Ignatik | 6-3, 6-3 | | match details | Davis Cup | Clay | |
| 22.09.09 | 1st round | Nicolas Almagro | Simone Bolelli | 6-4, 6-3 | | match details | Bucharest | Clay |
| 18.09.09 | Roger Federer | Simone Bolelli | 6-3, 6-4, 6-1 | | match details | Davis Cup | Clay | |
| 31.07.09 | 1/4 | Nikolay Davydenko | Simone Bolelli | 7-610, 6-1 | | match details | Umag | Clay |
| 30.07.09 | 2nd round | Simone Bolelli | Fabio Fognini | 6-3, 6-4 | | match details | ||
| 28.07.09 | 1st round | Simone Bolelli | Ruben Ramirez-Hidalgo | 7-67, 3-6, 6-0 | | match details | ||
| 28.05.09 | 2nd round | Jeremy Chardy | Simone Bolelli | 6-2, 6-3, 4-6, 4-6, 6-1 | | match details | Paris | Clay |
| 25.05.09 | 1st round | Simone Bolelli | Tomas Berdych | 6-4, 6-4, 5-7, 4-6, 6-3 | | match details | ||
| 19.05.09 | Maximo Gonzalez | Simone Bolelli | 6-3, 5-7, 6-4 | | match details | Dusseldorf | Clay | |
| 17.05.09 | Simone Bolelli | Stanislav Vovk | 7-61, 6-2 | | match details | |||
| 12.05.09 | 2nd round | Andy Murray | Simone Bolelli | 7-69, 6-4 | | match details | Madrid | Clay |
| 11.05.09 | 1st round | Simone Bolelli | Juan Ignacio Chela | 7-5, 7-63 | | match details | ||
| 07.05.09 | 2nd round | Potito Starace | Simone Bolelli | 6-4, 7-65 | | match details | Munich | Clay |
| 05.05.09 | 1st round | Simone Bolelli | Stephane Bohli | 3-6, 6-2, 6-3 | | match details | ||
| 28.04.09 | 1st round | Philipp Kohlschreiber | Simone Bolelli | 4-6, 6-1, 6-0 | | match details | Rome | Clay |
| 17.04.09 | 3rd round | Ivan Ljubicic | Simone Bolelli | 7-5, 7-62 | | match details | Monte-Carlo | Clay |
| 15.04.09 | 2nd round | Simone Bolelli | Janko Tipsarevic | 7-5, 6-3 | | match details | ||
| 12.04.09 | 1st round | Simone Bolelli | Robin Soderling | 6-4, 1-6, 6-3 | | match details | ||
| 10.07.08 | 2nd round | Juan Martin Del Potro | Simone Bolelli | 6-3, 3-6, 6-3 | | match details | Stuttgart | Clay |
| 09.07.08 | 1st round | Simone Bolelli | Mischa Zverev | 6-76, 6-4, 6-2 | | match details | ||
| 30.05.08 | 3rd round | Michael Llodra | Simone Bolelli | 7-62, 6-4, 7-65 | | match details | Paris | Clay |
| 28.05.08 | 2nd round | Simone Bolelli | Juan Martin Del Potro | 3-6, 7-60, 7-5, 6-2 | | match details | ||
| 26.05.08 | 1st round | Simone Bolelli | Marcos Baghdatis | 6-2, 6-4, 6-2 | | match details | ||
| 23.05.08 | Simone Bolelli | Feliciano Lopez | 6-4, 6-3 | | match details | Dusseldorf | Clay | |
| 21.05.08 | Simone Bolelli | Nicolas Kiefer | 7-64, 7-60 | | match details | |||
| 18.05.08 | Igor Andreev | Simone Bolelli | 6-3, 6-72, 6-3 | | match details | |||
| 14.05.08 | 2nd round | Juan Monaco | Simone Bolelli | 6-2, 6-1 | | match details | Hamburg | Clay |
| 12.05.08 | 1st round | Simone Bolelli | Marcel Granollers | 7-5, 6-2 | | match details | ||
| 08.05.08 | 3rd round | Andy Roddick | Simone Bolelli | 7-65, 6-3 | | match details | Rome | Clay |
| 07.05.08 | 2nd round | Simone Bolelli | Gilles Simon | 6-4, 6-4 | | match details | ||
| 06.05.08 | 1st round | Simone Bolelli | Olivier Patience | 6-0, 6-3 | | match details | ||
| 04.05.08 | fin | Fernando Gonzalez | Simone Bolelli | 7-64, 6-74, 6-3 | | match details | Munich | Clay |
| 03.05.08 | 1/2 | Simone Bolelli | Paul-Henri Mathieu | 7-61, 4-6, 7-64 | | match details | ||
| 02.05.08 | 1/4 | Simone Bolelli | Hyung-Taik Lee | 6-4, 7-63 | | match details | ||
| 30.04.08 | 2nd round | Simone Bolelli | Andreas Seppi | 6-4, 7-5 | | match details | ||
| 28.04.08 | 1st round | Simone Bolelli | Marc Gicquel | 6-4, 6-2 | | match details | ||
| 23.04.08 | 2nd round | Nikolay Davydenko | Simone Bolelli | 6-2, 7-65 | | match details | Monte-Carlo | Clay |
| 22.04.08 | 1st round | Simone Bolelli | Juan Ignacio Chela | 6-2, 6-2 | | match details | ||
| 20.04.08 | qual. | Simone Bolelli | Laurent Recouderc | 6-3, 6-2 | | match details | ||
| 19.04.08 | q 1 | Simone Bolelli | Yuriy Schukin | 6-2, 3-6, 6-1 | | match details | ||
| 15.04.08 | 1st round | Potito Starace | Simone Bolelli | 6-3, 6-1 | | match details | Valencia | Clay |
| 20.09.07 | 2nd round | Ivo Minar | Simone Bolelli | 7-63, 7-5 | | match details | Szczecin | Clay |
| 18.09.07 | 1st round | Simone Bolelli | Marcin Gawron | 6-0, 2-1, Marcin Gawron - retired | | match details | ||
| 13.09.07 | 2nd round | Yuriy Schukin | Simone Bolelli | 6-4, 6-3 | | match details | Bucharest | Clay |
| 11.09.07 | 1st round | Simone Bolelli | Nicolas Almagro | 4-6, 5-1, Nicolas Almagro - retired | | match details | ||
| 06.09.07 | 2nd round | Andrea Arnaboldi | Simone Bolelli | 6-4, 3-6, 6-3 | | match details | Genova | Clay |
| 05.09.07 | 1st round | Simone Bolelli | Tobias Kamke | 6-3, 6-2 | | match details | ||
| 10.07.07 | 1st round | Robin Soderling | Simone Bolelli | 6-3, 6-3 | | match details | Bastad | Clay |
| 30.05.07 | 2nd round | Guillermo Canas | Simone Bolelli | 6-4, 6-3, 6-3 | | match details | Paris | Clay |
| 29.05.07 | 1st round | Simone Bolelli | Martin Verkerk | 6-1, 6-4, 6-4 | | match details | ||
| 14.05.07 | 1st round | Florent Serra | Simone Bolelli | 6-73, 6-2, 6-2 | | match details | Hamburg | Clay |
| 13.05.07 | qual. | Simone Bolelli | Sebastien Grosjean | 7-67, 2-6, 7-64 | | match details | ||
| 12.05.07 | q 1 | Simone Bolelli | Tobias Kamke | 6-3, 7-5 | | match details | ||
| 08.05.07 | 1st round | Nicolas Massu | Simone Bolelli | 6-3, 7-65 | | match details | Rome | Clay |
| 06.05.07 | fin | Simone Bolelli | Andrei Pavel | 4-6, 7-64, 6-2 | | match details | Tunis | Clay |
| 05.05.07 | 1/2 | Simone Bolelli | Oliver Marach | 7-65, 6-3 | | match details | ||
| 04.05.07 | 1/4 | Simone Bolelli | Pablo Andujar | 6-3, 6-2 | | match details | ||
| 02.05.07 | 2nd round | Simone Bolelli | Ivo Klec | 2-6, 6-3, 6-2 | | match details | ||
| 30.04.07 | 1st round | Simone Bolelli | Konstantinos Economidis | 6-4, 6-3 | | match details | ||
| 25.04.07 | 2nd round | Potito Starace | Simone Bolelli | 6-4, 6-3 | | match details | Barcelona | Clay |
| 24.04.07 | 1st round | Simone Bolelli | Marat Safin | 6-4, 7-65 | | match details | ||
| 14.04.07 | fin | Marin Cilic | Simone Bolelli | 4-6, 6-3, 6-4 | | match details | Casablanca | Clay |
| 13.04.07 | 1/2 | Simone Bolelli | Mounir El Aarej | 6-4, 6-74, 6-4 | | match details | ||
| 12.04.07 | 1/4 | Simone Bolelli | Konstantinos Economidis | 6-3, 6-1 | | match details | ||
| 11.04.07 | 2nd round | Simone Bolelli | Christophe Rochus | 6-3, 2-6, 6-3 | | match details | ||
| 10.04.07 | 1st round | Simone Bolelli | Mathieu Montcourt | 6-2, 2-6, 7-63 | | match details | ||
| 20.09.06 | 2nd round | Julian Reister | Simone Bolelli | 3-6, 6-1, 6-0 | | match details | Szczecin | Clay |
| 18.09.06 | 1st round | Simone Bolelli | Martin Vassallo Arguello | 6-3, 6-4 | | match details | ||
| 09.09.06 | 1/2 | Gorka Fraile | Simone Bolelli | 6-2, 6-1 | | match details | Genova | Clay |
| 08.09.06 | 1/4 | Simone Bolelli | Marco Crugnola | 6-3, 7-65 | | match details | ||
| 07.09.06 | 2nd round | Simone Bolelli | Mischa Zverev | 7-64, 6-2 | | match details | ||
| 06.09.06 | 1st round | Simone Bolelli | Marco Mirnegg | 6-4, 6-4 | | match details | ||
| 03.09.06 | fin | Simone Bolelli | Federico Luzzi | 4-6, 6-3, 6-2 | | match details | Como | Clay |
| 02.09.06 | 1/2 | Simone Bolelli | Giorgio Galimberti | 6-3, 6-4 | | match details | ||
| 01.09.06 | 1/4 | Simone Bolelli | Adrian Ungur | 6-75, 6-3, 6-4 | | match details | ||
| 30.08.06 | 1st round | Simone Bolelli | Dekel Valtzer | 6-2, 6-3 | | match details | ||
| 30.08.06 | 2nd round | Simone Bolelli | Victor Crivoi | 4-6, 6-3, 7-66 | | match details | ||
| 08.08.06 | 1st round | Jiri Vanek | Simone Bolelli | 4-6, 6-4, 6-2 | | match details | San Marino | Clay |
| 18.07.06 | 1st round | Jiri Novak | Simone Bolelli | 7-64, 6-1 | | match details | Stuttgart | Clay |
| 16.07.06 | qual. | Simone Bolelli | Gorka Fraile | 4-6, 6-3, 6-2 | | match details | ||
| 15.07.06 | q 1 | Simone Bolelli | Lars Uebel | 6-3, 6-3 | | match details | ||
| 09.07.06 | fin | Simone Bolelli | Ivo Minar | 7-5, 3-6, 7-60 | | match details | Biella | Clay |
| 08.07.06 | 1/4 | Simone Bolelli | Juan Martin Del Potro | 7-64, 6-4 | | match details | ||
| 08.07.06 | 1/2 | Simone Bolelli | Martin Vassallo Arguello | 6-2, 6-1 | | match details | ||
| 07.07.06 | 2nd round | Simone Bolelli | Agustin Calleri | 6-3, 6-4 | | match details | ||
| 04.07.06 | 1st round | Simone Bolelli | Sasa Tuksar | 6-2, 4-6, 6-3 | | match details | ||
| 30.06.06 | 1/4 | Olivier Patience | Simone Bolelli | 7-63, 6-2 | | match details | Reggio Emilia | Clay |
| 29.06.06 | 2nd round | Simone Bolelli | Giorgio Galimberti | 4-6, 6-4, 6-1 | | match details | ||
| 27.06.06 | 1st round | Simone Bolelli | Benjamin Balleret | 6-2, 2-6, 6-2 | | match details | ||
| 01.06.06 | 2nd round | Jesse Witten | Simone Bolelli | 7-61, 6-1 | | match details | Turin | Clay |
| 31.05.06 | 1st round | Simone Bolelli | Slimane Saoudi | 6-2, 6-2 | | match details | ||
| 25.05.06 | q 2 | Ivan Navarro | Simone Bolelli | 7-65, 2-6, 6-4 | | match details | Paris | Clay |
| 23.05.06 | q 1 | Simone Bolelli | Dusan Vemic | 7-65, 6-4 | | match details | ||
| 15.05.06 | 1st round | Daniel Elsner | Simone Bolelli | 4-6, 6-3, 6-3 | | match details | Zagreb | Clay |
| 09.05.06 | 1st round | Fernando Verdasco | Simone Bolelli | 6-4, 2-6, 6-1 | | match details | Rome | Clay |
| 16.04.06 | qual. | Novak Djokovic | Simone Bolelli | 6-3, 6-4 | | match details | Monte Carlo | Clay |
| 15.04.06 | q 1 | Simone Bolelli | Michael Berrer | 3-6, 6-2, 6-2 | | match details | ||
| 31.03.06 | 1/4 | Potito Starace | Simone Bolelli | 7-5, 6-4 | | match details | Napoli | Clay |
| 30.03.06 | 2nd round | Simone Bolelli | Fernando Vicente | 6-3, 4-6, 6-4 | | match details | ||
| 28.03.06 | 1st round | Simone Bolelli | Lukasz Kubot | 6-2, 6-3 | | match details | ||
| 25.03.06 | 1/2 | Stefano Galvani | Simone Bolelli | 6-3, 7-63 | | match details | Barletta | Clay |
| 24.03.06 | 2nd round | Simone Bolelli | Teimuraz Gabashvili | 6-4, 6-3 | | match details | ||
| 24.03.06 | 1/4 | Simone Bolelli | Ilija Bozoljac | 6-3, 7-5 | | match details | ||
| 23.03.06 | 1st round | Simone Bolelli | Mathieu Montcourt | 6-2, 6-2 | | match details | ||
| 14.10.05 | 2nd round | Fernando Vicente | Simone Bolelli | 6-3, 2-6, 6-1 | | match details | Barcelona | Clay |
| 12.10.05 | 1st round | Simone Bolelli | Daniel Koellerer | 7-64, 6-3 | | match details | ||
| 10.10.05 | qual. | Simone Bolelli | Stephane Robert | 6-0, 6-1 | | match details | ||
| 10.10.05 | q 1 | Simone Bolelli | Jose-Antonio Sanchez-De Luna | 7-65, 7-64 | | match details | ||
| 10.10.05 | q 2 | Simone Bolelli | Marc Fornell-Mestres | 4-6, 6-1, 6-4 | | match details | ||
| 05.10.05 | 1st round | Albert Portas | Simone Bolelli | 7-64, 6-4 | | match details | Rome | Clay |
| 09.09.05 | 2nd round | Potito Starace | Simone Bolelli | 7-64, 7-5 | | match details | Genova | Clay |
| 06.09.05 | 1st round | Simone Bolelli | Tomas Tenconi | 6-4, 7-5 | | match details | ||
| 11.08.05 | 2nd round | Carlos Berlocq | Simone Bolelli | 4-6, 6-4, 6-1 | | match details | San Marino | Clay |
| 09.08.05 | 1st round | Simone Bolelli | Albert Montanes | 6-3, 6-4 | | match details | ||
| 07.08.05 | fin | Lukas Dlouhy | Simone Bolelli | 6-4, 6-4 | | match details | Trani | Clay |
| 06.08.05 | 1/2 | Simone Bolelli | Diego Junqueira | 4-6, 6-3, 6-4 | | match details | ||
| 05.08.05 | 1/4 | Simone Bolelli | Paolo Lorenzi | 6-3, 6-4 | | match details | ||
| 03.08.05 | 2nd round | Simone Bolelli | Carlos Berlocq | 5-7, 6-3, 6-2 | | match details | ||
| 01.08.05 | 1st round | Simone Bolelli | Steven Korteling | 6-73, 6-3, 6-2 | | match details | ||
| 23.07.05 | 1/2 | Roko Karanusic | Simone Bolelli | 6-4, 6-2 | | match details |  Tampere | Clay |
| 23.07.05 | 1/4 | Simone Bolelli | Jan Minar | 6-3, 6-3 | | match details | ||
| 20.07.05 | 2nd round | Simone Bolelli | Daniel Koellerer | 6-4, 6-2 | | match details | ||
| 19.07.05 | 1st round | Simone Bolelli | Tuomas Ketola | 6-76, 7-62, 3-0, Tuomas Ketola - retired | | match details | ||
| 17.07.05 | 1/2 | Ivan Navarro | Simone Bolelli | 6-3, 6-71, 6-1 | | match details | Rimini | Clay |
| 15.07.05 | 1/4 | Simone Bolelli | Jiri Vanek | 7-5, 7-5 | | match details | ||
| 14.07.05 | 2nd round | Simone Bolelli | Francesco Aldi | 6-2, 6-1 | | match details | ||
| 13.07.05 | 1st round | Simone Bolelli | Daniel Gimeno-Traver | 6-2, 7-63 | | match details | ||
| 11.07.05 | q 1 | Simone Bolelli | Lovro Zovko | 7-5, 6-3 | | match details | ||
| 11.07.05 | q 2 | Simone Bolelli | Boris Borgula | 6-3, 6-4 | | match details | ||
| 11.07.05 | qual. | Simone Bolelli | Marc Lopez | 6-1, 7-64 | | match details | ||
| 05.07.05 | 1st round | Giorgio Galimberti | Simone Bolelli | 6-4, 7-5 | | match details | Mantova | Clay |
| 20.06.05 | 1st round | Simone Bolelli | Temur Tsvinaria | 6-0, 6-4 | | match details | Netherlands F1 | Clay |
| 20.06.05 | 2nd round | Simone Bolelli | Eric Kuijlen | 6-2, 6-2 | | match details | ||
| 20.06.05 | 1/2 | Melvyn Op Der Heijde | Simone Bolelli | 4-6, 6-3, 6-1 | | match details | ||
| 20.06.05 | 1/4 | Simone Bolelli | Stefan Wauters | 6-2, 6-1 | | match details | ||
| 13.06.05 | 2nd round | Massimo Ocera | Simone Bolelli | 6-4, 3-6, 6-2 | | match details | Italy F17 | Clay |
| 13.06.05 | 1st round | Simone Bolelli | Alex Vittur | 6-4, 3-6, 7-5 | | match details | ||
| 06.06.05 | 1st round | Simone Bolelli | Ismar Gorcic | 6-75, 6-0, 6-3 | | match details | Italy F16 | Clay |
| 06.06.05 | 2nd round | Nicolas Renavand | Simone Bolelli | 6-2, 6-4 | | match details | ||
| 09.10.04 | 1/2 | Giovanni Lapentti | Simone Bolelli | 7-63, 6-75, 6-4 | | match details |  Quito | Clay |
| 08.10.04 | 1/4 | Simone Bolelli | Cristian Villagran | 6-3, 6-2 | | match details | ||
| 06.10.04 | 2nd round | Simone Bolelli | Jhony de Leon | 7-5, 6-1 | | match details | ||
| 04.10.04 | 1st round | Simone Bolelli | Mariano Puerta | 6-4, 2-6, 7-64 | | match details | ||
| 27.09.04 | qual. | Alessio di Mauro | Simone Bolelli | 3-6, 7-611, 6-2 | | match details | Palermo | Clay |
| 26.09.04 | q 2 | Simone Bolelli | Giorgio Galimberti | 6-0, 7-66 | | match details | ||
| 25.09.04 | q 1 | Simone Bolelli | Jan Hajek | 3-0, Jan Hajek - retired | | match details | ||
| 15.09.04 | 2nd round | Michal Mertinak | Simone Bolelli | 7-5, 6-4 | | match details |  Tehran | Clay |
| 14.09.04 | 1st round | Simone Bolelli | Evgueni Smirnov | 6-1, 6-2 | | match details | ||
| 12.09.04 | fin | Victor Ionita | Simone Bolelli | 6-1, 7-63 | | match details | Brasov | Clay |
| 11.09.04 | 1/2 | Simone Bolelli | Santiago Ventura | 7-64, 6-3 | | match details | ||
| 10.09.04 | 1/4 | Simone Bolelli | Ruben Ramirez-Hidalgo | 2-6, 7-66, 6-4 | | match details | ||
| 09.09.04 | 2nd round | Simone Bolelli | Razvan Sabau | 4-6, 6-4, 7-5 | | match details | ||
| 07.09.04 | 1st round | Simone Bolelli | Florin Mergea | 5-7, 7-64, 6-2 | | match details | ||
| 30.08.04 | q 1 | Simone Bolelli | Roman Valent | 7-65, 6-2 | | match details | Freudenstadt | Clay |
| 30.08.04 | qual. | George Bastl | Simone Bolelli | 6-3, 6-3 | | match details | ||
| 30.08.04 | q 2 | Simone Bolelli | Simone Vagnozzi | 7-5, 7-5 | | match details | ||
| 23.08.04 | q 2 | Jan Masik | Simone Bolelli | 1-6, 6-2, 6-2 | | match details | Manerbio | Clay |
| 23.08.04 | q 1 | Simone Bolelli | Manuel Jorquera | 7-66, 6-1 | | match details | ||
| 13.08.04 | 1/4 | Nicolas Devilder | Simone Bolelli | 6-2, 4-6, 6-3 | | match details | Cordenons | Clay |
| 12.08.04 | 2nd round | Simone Bolelli | Tobias Summerer | 6-1, 6-4 | | match details | ||
| 10.08.04 | 1st round | Simone Bolelli | Sebastien de Chaunac | 6-0, 6-79, 6-4 | | match details | ||
| 09.08.04 | q 2 | Simone Bolelli | Stefano Tarallo | 6-3, 7-69 | | match details | ||
| 09.08.04 | qual. | Simone Bolelli | Alessandro Motti | 6-1, 6-4 | | match details | ||
| 09.08.04 | q 1 | Simone Bolelli | Kazuhito Oshima | 6-0, 6-0 | | match details | ||
| 02.08.04 | 1st round | Oliver Marach | Simone Bolelli | 6-4, 7-5 | | match details | Timisoara | Clay |
| 26.07.04 | q 1 | Simone Bolelli | Massimo Ocera | 6-0, 1-0, Massimo Ocera - retired | | match details | San Marino | Clay |
| 26.07.04 | q 2 | Hugo Armando | Simone Bolelli | 6-3, 6-3 | | match details | ||
| 05.07.04 | 1/4 | Simone Bolelli | Nahuel Fracassi | 6-0, 6-1 | | match details | Italy F15 | Clay |
| 05.07.04 | 1/2 | Simone Bolelli | Damian Patriarca | 6-3, 6-4 | | match details | ||
| 05.07.04 | 1st round | Simone Bolelli | Thomas Holzer | 6-2, 6-2 | | match details | ||
| 05.07.04 | fin | Simone Bolelli | Mattia Livraghi | 6-2, 6-3 | | match details | ||
| 05.07.04 | 2nd round | Simone Bolelli | Alvaro Loyola-Ruiz | 6-3, 6-4 | | match details | ||
| 29.06.04 | 1st round | Paolo Lorenzi | Simone Bolelli | 7-60, 7-65 | | match details | Mantova | Clay |
| 07.06.04 | 2nd round | Simone Bolelli | Lucas Engel | 6-3, 6-3 | | match details | Italy F11 | Clay |
| 07.06.04 | 1/4 | Farrukh Dustov | Simone Bolelli | 6-3, 6-75, 6-3 | | match details | ||
| 07.06.04 | 1st round | Simone Bolelli | Rodrigo Monte | 4-6, 6-4, 6-0 | | match details | ||
| 31.05.04 | 1st round | Ismar Gorcic | Simone Bolelli | 6-1, 6-4 | | match details | Italy F10 | Clay |
| 24.05.04 | 1/4 | Julio Silva | Simone Bolelli | 5-7, 6-1, 6-4 | | match details | Italy F9 | Clay |
| 24.05.04 | 1st round | Simone Bolelli | Mehdi Tahiri | 6-4, 6-1 | | match details | ||
| 24.05.04 | 2nd round | Simone Bolelli | Rafael Moreno-Negrin | 6-3, 6-2 | | match details | ||
| 17.05.04 | 2nd round | Simone Bolelli | Holger Fischer | 5-7, 6-2, 7-5 | | match details | Italy F8 | Clay |
| 17.05.04 | 1/4 | Simone Bolelli | Alessandro Motti | 6-3, 6-2 | | match details | ||
| 17.05.04 | 1/2 | Simone Bolelli | Giancarlo Petrazzuolo | 6-4, 6-3 | | match details | ||
| 17.05.04 | 1st round | Simone Bolelli | Federico Torresi | 6-3, 6-2 | | match details | ||
| 17.05.04 | fin | Simone Bolelli | Alex Vittur | 6-1, 7-64 | | match details | ||
| 03.05.04 | 1st round | Simone Bolelli | Rodrigo Ribeiro | 4-6, 6-4, 6-2 | | match details | Italy F6 | Clay |
| 03.05.04 | 2nd round | Andres Dellatorre | Simone Bolelli | 6-2, 6-1 | | match details | ||
| 01.09.03 | q 2 | Jacobo Diaz-Ruiz | Simone Bolelli | 7-5, 3-6, 6-1 | | match details | Genova | Clay |
| 01.09.03 | q 1 | Simone Bolelli | Christophe Bosio | 6-2, 6-1 | | match details | ||
| 28.08.03 | 2nd round | Galo Blanco | Simone Bolelli | 6-4, 6-4 | | match details | Brindisi | Clay |
| 25.08.03 | 1st round | Simone Bolelli | Alex Bogdanovic | 6-2, 1-0, Alex Bogdanovic - retired | | match details |