Andrei Cherkasov defeated Steven Randjelovic 6-1 6-3 in the Denmark F1 semi-final on clay. The result followed the form book — Andrei Cherkasov came in leading the head-to-head 2–0. Andrei Cherkasov extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-01-17 | Australian Open | Q128 | hard | Andrei Cherkasov | 6-3 6-2 |
| 1999-07-26 | Kitzbuhel | R64 | clay | Andrei Cherkasov | 6-2 6-2 |