Christian Grunes defeated Andrei Cherkasov 6-1 6-4 in the Czech Rep F3 round of 16 on clay. The upset overturned the form book — Andrei Cherkasov came in leading the head-to-head 2–0. Christian Grunes claimed a first win over Andrei Cherkasov in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-03-31 | Uzbekistan F1 | R32 | hard | Andrei Cherkasov | 6-3 2-0 |
| 2002-08-05 | Latvia F1 | QF | clay | Andrei Cherkasov | 6-4 6-2 |