

Donna Vekic defeated Madison Keys 3-6 7-6 7-6 in the Toronto round of 64 on hard. The upset overturned the form book — Madison Keys came in ranked #22, leading the head-to-head 5–0. Donna Vekic claimed a first win over Madison Keys in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-03-30 | Charleston | R32 | clay | Madison Keys | 6-2 6-3 |
| 2025-04-22 | Madrid | R16 | clay | Madison Keys | 6-2 6-3 |
| 2025-03-05 | Indian Wells | R16 | hard | Madison Keys | 4-6 7-6(7) 6-3 |
| 2018-05-14 | Rome | R32 | clay | Madison Keys | 7-6(2) 7-6(0) |
| 2016-05-23 | Roland Garros | R128 | clay | Madison Keys | 6-3 6-2 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Per-surface Serve / Return Rating (0–100, percentile within the hard field, opponent-adjusted over 52 weeks). About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.