
Stefanos Tsitsipas defeated Daniil Medvedev 7-6 6-4 in the Tour Finals round robin on hard. The upset overturned the form book — Daniil Medvedev came in ranked #8, leading the head-to-head 10–4. Stefanos Tsitsipas narrowed the head-to-head to 10–5.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-02-16 | Doha | R16 | hard | Stefanos Tsitsipas | 6-3 6-4 |
| 2024-10-02 | Shanghai Masters | R16 | hard | Daniil Medvedev | 7-6(3) 6-3 |
| 2023-10-23 | Vienna | SF | hard | Daniil Medvedev | 6-4 7-6(6) |
| 2023-05-08 | Rome Masters | SF | clay | Daniil Medvedev | 7-5 7-5 |
| 2022-11-14 | Tour Finals | RR | hard | Stefanos Tsitsipas | 6-3 6-7(11) 7-6(1) |
| 2022-08-15 | Cincinnati Masters | SF | hard | Stefanos Tsitsipas | 7-6(6) 3-6 6-3 |
| 2022-01-17 | Australian Open | SF | hard | Daniil Medvedev | 7-6(5) 4-6 6-4 6-1 |
| 2021-05-31 | Roland Garros | QF | clay | Stefanos Tsitsipas | 6-3 7-6(3) 7-5 |
| 2021-02-08 | Australian Open | SF | hard | Daniil Medvedev | 6-4 6-2 7-5 |
| 2019-10-07 | Shanghai Masters | SF | hard | Daniil Medvedev | 7-6(5) 7-5 |
| 2019-04-15 | Monte Carlo Masters | R16 | clay | Daniil Medvedev | 6-2 1-6 6-4 |
| 2018-10-22 | Basel | QF | hard | Daniil Medvedev | 6-4 3-6 6-3 |
| 2018-08-27 | US Open | R64 | hard | Daniil Medvedev | 6-4 6-3 4-6 6-3 |
| 2018-03-19 | Miami Masters | R128 | hard | Daniil Medvedev | 2-6 6-4 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 198). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Tsitsipas S.: 12 days rest · 2 matches (14d) · Medvedev D.: 10 days rest · 3 matches (14d). Higher means fresher. About