Roger Federer defeated Yevgeny Kafelnikov 6-2 6-7 6-3 in the Milan semi-final on carpet. The upset overturned the form book — Yevgeny Kafelnikov came in leading the head-to-head 4–1. Roger Federer narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-02-08 | Davis Cup WG R1: RUS vs SUI | RR | clay | Roger Federer | 7-6(6) 6-1 6-1 |
| 2001-02-12 | Marseille | SF | hard | Yevgeny Kafelnikov | 6-7(4) 6-4 6-4 |
| 2000-10-30 | Stuttgart Masters | R32 | carpet | Yevgeny Kafelnikov | 7-5 6-3 |
| 2000-06-26 | Wimbledon | R128 | grass | Yevgeny Kafelnikov | 7-5 7-5 7-6(6) |
| 1999-02-15 | Rotterdam | QF | hard | Yevgeny Kafelnikov | 6-1 5-7 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 (200 vs 200). ATP, WTA & Challenger.