Kyle Edmund defeated Daniil Medvedev 6-4 6-0 in the Madrid Masters round of 64 on clay. The upset overturned the form book — Daniil Medvedev came in ranked #8, leading the head-to-head 2–1. Kyle Edmund narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-12 | Cincinnati Masters | R64 | hard | Daniil Medvedev | 6-2 7-5 |
| 2019-08-05 | Canada Masters | R32 | hard | Daniil Medvedev | 6-3 6-0 |
| 2017-08-21 | Winston-Salem | R32 | hard | Kyle Edmund | 2-6 6-2 7-6(6) |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.