Lleyton Hewitt defeated Pete Sampras 6-2 6-4 in the Indian Wells Masters semi-final on hard. Lleyton Hewitt extended the head-to-head to 5–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-08-27 | US Open | F | hard | Lleyton Hewitt | 7-6 6-1 6-1 |
| 2001-06-11 | Queen's Club | SF | grass | Lleyton Hewitt | 3-6 6-3 6-2 |
| 2000-11-27 | Masters Cup | RR | hard | Lleyton Hewitt | 7-5 6-0 |
| 2000-08-28 | US Open | SF | hard | Pete Sampras | 7-6 6-4 7-6 |
| 2000-06-12 | Queen's Club | F | grass | Lleyton Hewitt | 6-4 6-4 |
| 2000-03-20 | Miami Masters | SF | hard | Pete Sampras | 6-3 3-6 6-1 |
| 1999-06-07 | Queen's Club | SF | grass | Pete Sampras | 4-6 6-4 7-6 |
| 1998-08-17 | New Haven | R32 | hard | Pete Sampras | 6-1 7-6 |
Averages over each player's completed matches in the selected window (200 vs 40). 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