Stefano Cobolli defeated Federico Luzzi 3-6 7-6 6-3 in the Italy 6 1 round of 32 on clay. The upset overturned the form book — Federico Luzzi came in leading the head-to-head 3–0. Stefano Cobolli claimed a first win over Federico Luzzi in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-04-10 | Italy 2 3 | QF | clay | Federico Luzzi | 6-0 7-6(2) |
| 1999-08-21 | Italy 3 Masters 2 | R32 | clay | Federico Luzzi | 6-3 6-7 7-5 |
| 1999-08-21 | Italy 3 Masters 3 | SF | clay | Federico Luzzi | 6-0 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.