Marc Rosset defeated Andrei Cherkasov 6-1 6-4 in the Moscow qualifying round on hard. The result followed the form book — Marc Rosset came in leading the head-to-head 4–2, defending last year's quarter-final. Marc Rosset extended the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-23 | Moscow | R32 | hard | Marc Rosset | 6-2 6-4 |
| 1997-09-08 | Tashkent | R32 | hard | Marc Rosset | 6-4 6-2 |
| 1993-09-27 | Basel | R32 | hard | Marc Rosset | 6-0 6-2 |
| 1991-11-04 | Moscow | QF | hard | Andrei Cherkasov | 4-6 6-1 7-5 |
| 1990-07-30 | Kitzbuhel | R16 | clay | Andrei Cherkasov | 6-3 6-3 |
| 1990-01-01 | Adelaide | R32 | hard | Marc Rosset | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.