Guillermo Perez Roldan defeated Andrei Cherkasov 7-5 6-4 6-3 in the Roland Garros round of 64 on clay. The upset overturned the form book — Andrei Cherkasov came in leading the head-to-head 1–0. Guillermo Perez Roldan claimed a first win over Andrei Cherkasov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1990-04-02 | Estoril | R32 | clay | Andrei Cherkasov | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.