Lleyton Hewitt defeated Taylor Dent 6-4 6-4 6-7 6-3 in the Wimbledon round of 16 on grass. The result followed the form book — Lleyton Hewitt came in leading the head-to-head 4–1, defending last year's quarter-final. Lleyton Hewitt extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-08-29 | US Open | R32 | hard | Lleyton Hewitt | 6-3 3-6 6-7(2) 6-2 7-5 |
| 2005-01-03 | Adelaide | QF | hard | Taylor Dent | 7-6(4) 6-3 |
| 2003-03-03 | Scottsdale | SF | hard | Lleyton Hewitt | 6-2 6-4 |
| 2001-08-13 | Indianapolis | R32 | hard | Lleyton Hewitt | 6-2 7-6(3) |
| 2001-06-25 | Wimbledon | R64 | grass | Lleyton Hewitt | 1-6 7-5 6-3 6-7(2) 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 118). ATP, WTA & Challenger.