Masters Series Paris (Carpet Court) |
| 10/29/2008, 18:10 | S. Bolelli - J. Blake | 1:2 (7 : 6) (3 : 6) (4 : 6) | Round 2 |
| 10/27/2008, 14:30 | S. Bolelli - J. Nieminen | 2:0 (7 : 5) (6 : 4) | Round 1 |
Davidoff Swiss Indoors Basel (Indoor Hard Court) |
| 10/24/2008, 19:00 | R. Federer - S. Bolelli | 2:0 (6 : 2) (6 : 3) | Quarter Finals |
| 10/23/2008, 14:05 | M. Granollers - S. Bolelli | 0:2 (4 : 6) (2 : 6) | Round 2 |
| 10/21/2008, 13:05 | S. Bolelli - T. Berdych | 2:0 (6 : 4) (7 : 5) | Round 1 |
Masters Series Madrid (Indoor Hard Court) |
| 10/14/2008, 15:45 | S. Bolelli - A. Murray | 0:1 (0 : 6) (1 : 2) | Round 2 |
| 10/13/2008, 12:35 | S. Bolelli - N. Almagro | 2:0 (7 : 6) (6 : 1) | Round 1 |
BA-CA Tennis Trophy Wien (Indoor Hard Court) |
| 10/07/2008, 15:55 | S. Bolelli - F. Gonzalez | 1:2 (6 : 4) (6 : 7) (2 : 6) | Round 1 |
Tokyo Outdoor (Hard Court) |
| 10/01/2008, 05:00 | T. Suzuki - S. Bolelli | 2:1 (7 : 6) (4 : 6) (7 : 6) | Round 2 |
Thailand Open Bangkok (Indoor Hard Court) |
| 09/25/2008, 15:30 | T. Berdych - S. Bolelli | 2:0 (7 : 5) (6 : 1) | Round 2 |
| 09/24/2008, 09:05 | T. Bellucci - S. Bolelli | 0:2 (3 : 6) (3 : 6) | Round 2 |
US Open Men (Hard Court) |
| 08/25/2008, 19:20 | S. Wawrinka - S. Bolelli | 3:0 (7 : 6) (6 : 3) (6 : 3) | Round 1 |
Pilot Pen Tennis (Hard Court) |
| 08/19/2008, 18:45 | F. Fognini - S. Bolelli | 2:1 (6 : 2) (5 : 7) (6 : 4) | Round 2 |
Olympics Men (Clay Court) |
| 08/11/2008, 04:30 | S. Bolelli - V. Hanescu | 1:2 (5 : 7) (6 : 3) (4 : 6) | Round 1 |
Masters Series Cincinnati (Hard Court) |
| 07/30/2008, 19:55 | S. Bolelli - N. Djokovic | 0:2 (6 : 7) (6 : 7) | Round 2 |
| 07/29/2008, 21:20 | K. Anderson - S. Bolelli | 0:2 (3 : 6) (6 : 7) | Round 2 |
Masters Rogers Cup (Hard Court) |
| 07/21/2008, 17:05 | S. Bolelli - S. Wawrinka | 0:2 (4 : 6) (6 : 7) | Round 1 |
Mercedes Cup Stuttgart (Clay Court) |
| 07/10/2008, 14:45 | J. Del Potro - S. Bolelli | 2:1 (6 : 3) (3 : 6) (6 : 3) | Round 2 |
| 07/09/2008, 14:00 | M. Zverev - S. Bolelli | 1:2 (7 : 6) (4 : 6) (2 : 6) | Round 2 |
Wimbledon Men (Grass Court) |
| 06/27/2008, 15:30 | L. Hewitt - S. Bolelli | 3:0 (6 : 1) (6 : 3) (7 : 6) | Round 3 |
| 06/25/2008, 15:50 | S. Bolelli - F. Gonzalez | 3:1 (7 : 6) (7 : 6) (3 : 6) (7 : 6) | Round 2 |
| 06/23/2008, 15:30 | A. Bogdanovic - S. Bolelli | 1:3 (6 : 7) (6 : 4) (3 : 6) (6 : 7) | Round 1 |
Nottingham ATP (Grass Court) |
| 06/16/2008, 13:05 | S. Bolelli - J. Benneteau | 0:2 (1 : 6) (4 : 6) | Round 1 |
London Queens Club (Grass Court) |
| 06/11/2008, 13:35 | R. Gasquet - S. Bolelli | 2:0 (6 : 3) (6 : 3) | Round 2 |
| 06/10/2008, 13:35 | F. Dancevic - S. Bolelli | 0:1 (2 : 2) | Round 1 |
French Open Men (Clay Court) |
| 05/30/2008, 14:10 | S. Bolelli - M. Llodra | 0:3 (6 : 7) (4 : 6) (6 : 7) | Round 2 |
| 05/28/2008, 16:20 | S. Bolelli - J. Del Potro | 3:1 (3 : 6) (7 : 6) (7 : 5) (6 : 2) | Round 2 |
| 05/26/2008, 11:05 | M. Baghdatis - S. Bolelli | 0:3 (2 : 6) (4 : 6) (2 : 6) | Round 1 |
WTC - Blue Group (Clay Court) |
| 05/23/2008, 13:05 | F. Lopez - S. Bolelli | 0:2 (4 : 6) (3 : 6) | Round 0 |
| 05/21/2008, 13:05 | N. Kiefer - S. Bolelli | 0:2 (6 : 7) (6 : 7) | Round 0 |
| 05/18/2008, 15:15 | I. Andreev - S. Bolelli | 2:1 (6 : 3) (6 : 7) (6 : 3) | Round 0 |
Masters Series Hamburg (Clay Court) |
| 05/14/2008, 11:05 | J. Monaco - S. Bolelli | 2:0 (6 : 2) (6 : 1) | Round 2 |
| 05/12/2008, 12:20 | S. Bolelli - M. Granollers | 2:0 (7 : 5) (6 : 2) | Round 1 |
Masters Series Rome (Clay Court) |
| 05/08/2008, 18:00 | A. Roddick - S. Bolelli | 2:0 (7 : 6) (6 : 3) | Round 3 |
| 05/07/2008, 16:30 | S. Bolelli - G. Simon | 2:0 (6 : 4) (6 : 4) | Round 2 |
| 05/06/2008, 20:35 | S. Bolelli - O. Patience | 2:0 (6 : 0) (6 : 3) | Round 2 |
BMW Open Munich (Clay Court) |
| 05/04/2008, 15:10 | S. Bolelli - F. Gonzalez | 1:2 (6 : 7) (7 : 6) (3 : 6) | Final |
| 05/03/2008, 15:20 | P. Mathieu - S. Bolelli | 1:2 (6 : 7) (6 : 4) (6 : 7) | Final |
| 05/02/2008, 15:25 | H. Lee - S. Bolelli | 0:2 (4 : 6) (6 : 7) | Semi Finals |
| 04/30/2008, 16:30 | S. Bolelli - A. Seppi | 2:0 (6 : 4) (7 : 5) | Round 2 |
| 04/28/2008, 15:25 | M. Gicquel - S. Bolelli | 0:2 (4 : 6) (2 : 6) | Round 1 |
Masters Series Monte Carlo (Clay Court) |
| 04/23/2008, 10:05 | S. Bolelli - N. Davydenko | 0:2 (2 : 6) (6 : 7) | Round 2 |
| 04/22/2008, 10:05 | J. Chela - S. Bolelli | 0:2 (2 : 6) (2 : 6) | Round 1 |
Open de Tenis Comunidad Valenciana (Clay Court) |
| 04/15/2008, 15:20 | S. Bolelli - P. Starace | 0:2 (3 : 6) (1 : 6) | Round 1 |
Masters Series Nasdaq-100 Open Miami (Hard Court) |
| 03/31/2008, 17:05 | N. Davydenko - S. Bolelli | 2:1 (6 : 7) (7 : 5) (6 : 1) | Round 3 |
| 03/29/2008, 15:05 | S. Bolelli - P. Kohlschreiber | 2:0 (6 : 4) (6 : 3) | Round 2 |
| 03/27/2008, 20:00 | S. Giraldo - S. Bolelli | 0:2 (3 : 6) (5 : 7) | Round 1 |
Masters Series Indian Wells (Hard Court) |
| 03/14/2008, 22:30 | S. Bolelli - J. Isner | 1:2 (3 : 6) (7 : 6) (6 : 7) | Round 1 |
Zagreb Indoor (Carpet Court) |
| 02/29/2008, 16:50 | S. Bolelli - S. Stakhovsky | 0:2 (4 : 6) (4 : 6) | Semi Finals |
| 02/28/2008, 21:20 | S. Bolelli - O. Rochus | 2:0 (7 : 6) (6 : 4) | Quarter Finals |
| 02/27/2008, 20:20 | M. Cilic - S. Bolelli | 0:2 (4 : 6) (3 : 6) | Round 2 |
| 02/25/2008, 11:35 | R. Schuettler - S. Bolelli | 0:2 (3 : 6) (2 : 6) | Round 1 |
ABN AMRO World Tennis Tournament (Indoor Hard Court) |
| 02/19/2008, 14:50 | S. Bolelli - D. Ferrer | 0:2 (4 : 6) (5 : 7) | Round 1 |
Open 13 Marseille (Indoor Hard Court) |
| 02/13/2008, 14:50 | S. Bolelli - R. Gasquet | 0:2 (3 : 6) (3 : 6) | Round 2 |
Australian Open Men (Hard Court) |
| 01/17/2008, 04:50 | N. Djokovic - S. Bolelli | 3:0 (6 : 1) (6 : 2) (6 : 2) | Round 2 |
| 01/15/2008, 01:05 | R. Ram - S. Bolelli | 2:3 (6 : 7) (6 : 3) (4 : 6) (6 : 2) (3 : 6) | Round 1 |
Adelaide (Hard Court) |
| 01/01/2008, 11:42 | F. Dancevic - S. Bolelli | 2:0 (6 : 2) (7 : 6) | Round 1 |