Stefano Cobolli defeated Andrea Capodimonte 6-3 6-3 in the Italy F1 qualifying round on clay. Stefano Cobolli extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | Italy 3 2 | R16 | clay | Andrea Capodimonte | 6-0 6-0 |
| 1999-05-11 | Italy F7 | R32 | clay | Stefano Cobolli | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.