Roger Federer defeated Tim Henman 6-3 6-3 in the Tokyo final on hard. Roger Federer extended the head-to-head to 7–6.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-28 | US Open | R64 | hard | Roger Federer | 6-3 6-4 7-5 |
| 2006-06-26 | Wimbledon | R64 | grass | Roger Federer | 6-4 6-0 6-2 |
| 2005-03-21 | Miami Masters | QF | hard | Roger Federer | 6-4 6-2 |
| 2004-08-30 | US Open | SF | hard | Roger Federer | 6-3 6-4 6-4 |
| 2004-03-08 | Indian Wells Masters | F | hard | Roger Federer | 6-3 6-3 |
| 2004-02-16 | Rotterdam | QF | hard | Tim Henman | 6-3 7-6(9) |
| 2003-10-27 | Paris Masters | QF | hard | Tim Henman | 7-6(5) 6-1 |
| 2002-03-18 | Miami Masters | R16 | hard | Roger Federer | 6-2 RET |
| 2001-10-22 | Basel | F | hard | Tim Henman | 6-3 6-4 6-2 |
| 2001-06-25 | Wimbledon | QF | grass | Tim Henman | 7-5 7-6(6) 2-6 7-6(6) |
| 2000-10-09 | Vienna | SF | hard | Tim Henman | 2-6 7-6(4) 6-3 |
| 1999-10-04 | Basel | QF | hard | Tim Henman | 6-3 7-5 |
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 66). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About