| 1995-12-05 | Grand Slam Cup | Carpet | R16 | 1 | Pete Sampras (1) | 35 | Patrick McEnroe | 6-1 7-6 | H2H | 3 | 69 | 10 | 1 | 59.6% | 89.3% | 63.2% | 1/1 |
| 1995-12-01 | Davis Cup WG F: RUS vs USA | Clay | RR | 1 | Pete Sampras | 90 | Andrei Chesnokov | 3-6 6-4 6-3 6-7(5) 6-4 | H2H | 5 | - | - | - | - | - | - | - |
| 1995-12-01 | Davis Cup WG F: RUS vs USA | Clay | RR | 1 | Pete Sampras | 6 | Yevgeny Kafelnikov | 6-2 6-4 7-6(4) | H2H | 5 | - | - | - | - | - | - | - |
| 1995-11-14 | ATP World Tour Championships | Carpet | SF | 4 | Michael Chang | 1 | Pete Sampras | 6-4 6-4 | H2H | 3 | 77 | 7 | 1 | 54.1% | 84.8% | 53.6% | 1/1 |
| 1995-11-14 | ATP World Tour Championships | Carpet | RR | 1 | Pete Sampras | 6 | Yevgeny Kafelnikov | 6-3 6-3 | H2H | 3 | 66 | 18 | 2 | 57.6% | 86.8% | 46.4% | 6/6 |
| 1995-11-14 | ATP World Tour Championships | Carpet | RR | 9 | Wayne Ferreira | 1 | Pete Sampras | 7-6(1) 4-6 6-3 | H2H | 3 | 108 | 18 | 0 | 51.5% | 82.0% | 63.8% | 2/3 |
| 1995-11-14 | ATP World Tour Championships | Carpet | RR | 1 | Pete Sampras | 5 | Boris Becker | 6-2 7-6(3) | H2H | 3 | 81 | 12 | 1 | 55.2% | 84.4% | 69.2% | 0/0 |
| 1995-10-30 | Paris Masters | Carpet | QF | 2 | Pete Sampras (1) | 52 | Jakob Hlasek | 6-2 6-3 | H2H | 3 | 74 | 15 | 2 | 54.2% | 82.1% | 48.5% | 7/7 |
| 1995-10-30 | Paris Masters | Carpet | R16 | 2 | Pete Sampras (1) | 20 | Jan Siemerink (16) | 6-3 6-4 | H2H | 3 | 63 | 9 | 0 | 52.9% | 92.6% | 70.8% | 0/0 |
| 1995-10-30 | Paris Masters | Carpet | R32 | 2 | Pete Sampras (1) | 16 | Arnaud Boetsch | 6-3 6-4 | H2H | 3 | 77 | 9 | 5 | 56.4% | 93.5% | 50.0% | 0/0 |