Andrei Cherkasov defeated Alessandro Accardo 6-7 6-1 6-4 in the Italy 1 1 qualifying round on clay. The upset overturned the form book — Alessandro Accardo came in leading the head-to-head 1–0. Andrei Cherkasov claimed a first win over Alessandro Accardo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-03-01 | Italy 1 2 | SF | clay | Alessandro Accardo | 6-3 6-4 |