Yevgeny Kafelnikov defeated Andrei Medvedev 7-6 6-1 6-0 in the US Open round of 16 on hard. The result followed the form book — Yevgeny Kafelnikov came in leading the head-to-head 4–3, defending last year's round of 16. Yevgeny Kafelnikov extended the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-07-17 | Stuttgart Outdoor | R16 | clay | Andrei Medvedev | 6-7 7-5 6-3 |
| 2000-02-21 | London | R32 | carpet | Yevgeny Kafelnikov | 6-3 6-4 |
| 1998-06-08 | Halle | R32 | grass | Yevgeny Kafelnikov | 1-6 7-5 6-1 |
| 1997-10-20 | Stuttgart Masters | R32 | carpet | Yevgeny Kafelnikov | 6-0 2-6 6-4 |
| 1997-05-05 | Hamburg Masters | SF | clay | Andrei Medvedev | 6-3 6-1 |
| 1995-04-17 | Nice | SF | clay | Yevgeny Kafelnikov | 4-6 6-4 6-3 |
| 1994-05-02 | Hamburg | F | clay | Andrei Medvedev | 6-4 6-4 3-6 6-3 |
Averages over each player's completed matches in the selected window (200 vs 101). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About