Pete Sampras defeated Jan Siemerink 6-3 6-4 in the Queen's Club round of 16 on grass. The result followed the form book — Pete Sampras came in leading the head-to-head 1–0, defending last year's final. Pete Sampras extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-09 | Cincinnati Masters | R32 | hard | Pete Sampras | 7-6(9) 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (92 vs 30). ATP, WTA & Challenger.