Thanasi Kokkinakis defeated Matteo Viola 6-2 6-1 in the Madrid Masters qualifying round 1 on clay. The upset overturned the form book — Matteo Viola came in leading the head-to-head 1–0, but Thanasi Kokkinakis had been the form player, winning 5 of their last 7 on clay. Thanasi Kokkinakis claimed a first win over Matteo Viola in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-10-04 | Indian Wells Masters | Q1 | hard | Matteo Viola | 6-3 3-6 7-6(9) |
Averages from each player's recent completed matches (17 vs 14). ATP, WTA & Challenger.