Michael Chang defeated Pete Sampras 6-2 7-6 in the Rome Masters round of 16 on clay. The upset overturned the form book — Pete Sampras came in leading the head-to-head 10–0, defending last year's round of 64. Michael Chang claimed a first win over Pete Sampras in 11 meetings, narrowing the head-to-head to 10–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-07-23 | Los Angeles | R16 | hard | Pete Sampras | 7-6 7-6 |
| 1996-08-26 | US Open | F | hard | Pete Sampras | 6-1 6-4 7-6(3) |
| 1996-04-08 | Hong Kong | F | hard | Pete Sampras | 6-4 3-6 6-4 |
| 1996-02-19 | Memphis | SF | hard | Pete Sampras | 6-3 6-2 |
| 1995-01-16 | Australian Open | SF | hard | Pete Sampras | 6-7(6) 6-3 6-4 6-4 |
| 1994-12-05 | Grand Slam Cup | QF | carpet | Pete Sampras | 6-4 6-3 |
| 1994-06-20 | Wimbledon | QF | grass | Pete Sampras | 6-4 6-1 6-3 |
| 1993-12-06 | Grand Slam Cup | QF | carpet | Pete Sampras | 7-6 6-3 |
| 1993-08-30 | US Open | QF | hard | Pete Sampras | 6-7(7) 7-6(2) 6-1 6-1 |
| 1990-12-10 | Grand Slam Cup | SF | carpet | Pete Sampras | 6-3 6-4 6-4 |
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About