| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-06-12 | Stuttgart | R16 | grass | Tommy Haas | 2-6 7-6(8) 6-4 |
| 2014-03-06 | Indian Wells Masters | R16 | hard | Roger Federer | 6-4 6-4 |
| 2013-08-11 | Cincinnati Masters | R16 | hard | Roger Federer | 1-6 7-5 6-3 |
| 2013-06-10 | Halle | SF | grass | Roger Federer | 3-6 6-3 6-4 |
| 2012-06-11 | Halle | F | grass | Tommy Haas | 7-6(5) 6-4 |
| 2009-06-22 | Wimbledon | SF | grass | Roger Federer | 7-6(3) 7-5 6-3 |
| 2009-05-25 | Roland Garros | R16 | clay | Roger Federer | 6-7(4) 5-7 6-4 6-0 6-2 |
| 2008-03-13 | Indian Wells Masters | QF | hard | Roger Federer | W/O |
| 2007-06-25 | Wimbledon | R16 | grass | Roger Federer | W/O |
| 2007-02-26 | Dubai | SF | hard | Roger Federer | 6-4 7-5 |
| 2006-06-12 | Halle | SF | grass | Roger Federer | 6-4 6-7(4) 6-3 |
| 2006-01-16 | Australian Open | R16 | hard | Roger Federer | 6-4 6-0 3-6 4-6 6-2 |
| 2006-01-02 | Doha | SF | hard | Roger Federer | 6-3 6-3 |
| 2005-06-06 | Halle | SF | grass | Roger Federer | 6-4 7-6(9) |
| 2002-10-28 | Paris Masters | R16 | hard | Roger Federer | 6-2 7-6(2) |
| 2002-01-14 | Australian Open | R16 | hard | Tommy Haas | 7-6(3) 4-6 3-6 6-4 8-6 |
| 2000-10-23 | Basel | R32 | hard | Roger Federer | 6-3 6-3 |
| 2000-09-18 | Sydney Olympics | SF | hard | Tommy Haas | 6-3 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.