Dominic Thiem defeated Daniil Medvedev 6-2 3-6 7-6 in the St. Petersburg quarter-final on carpet. The upset overturned the form book — Daniil Medvedev came in leading the head-to-head 3–2, defending last year's round of 32. Dominic Thiem narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-10-24 | Vienna | R16 | hard | Daniil Medvedev | 6-3 6-3 |
| 2020-11-16 | Tour Finals | F | hard | Daniil Medvedev | 4-6 7-6(2) 6-4 |
| 2020-08-31 | US Open | SF | hard | Dominic Thiem | 6-2 7-6(7) 7-6(5) |
| 2019-08-05 | Canada Masters | QF | hard | Daniil Medvedev | 6-3 6-1 |
| 2019-04-22 | Barcelona | F | clay | Dominic Thiem | 6-4 6-0 |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.