Lleyton Hewitt defeated Chris Woodruff 3-6 6-2 6-3 in the Scottsdale round of 16 on hard. The result followed the form book — Lleyton Hewitt came in leading the head-to-head 1–0, defending last year's final. Lleyton Hewitt extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Lyon | R16 | clay | Lleyton Hewitt | 6-4 6-3 |
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 (200 vs 68). ATP, WTA & Challenger.