Christopher Kas defeated Massimo Dellacqua 6-4 7-6 in the Italy F1 round of 32 on clay. The upset overturned the form book — Massimo Dellacqua came in leading the head-to-head 1–0. Christopher Kas claimed a first win over Massimo Dellacqua in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-25 | Italy F12 | R32 | hard | Massimo Dellacqua | 1-6 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.