Stefanos Tsitsipas defeated Alex De Minaur 6-2 6-3 in the Portoroz CH round of 32 on hard. The upset overturned the form book — Alex De Minaur came in ranked #5. Stefanos Tsitsipas extended the head-to-head to 14–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-03-18 | Miami Masters | R64 | hard | Stefanos Tsitsipas | 6-3 7-6(3) |
| 2024-05-06 | Rome Masters | R16 | clay | Stefanos Tsitsipas | 6-1 6-2 |
| 2024-02-26 | Acapulco | QF | hard | Alex De Minaur | 1-6 6-3 6-3 |
| 2023-07-31 | Los Cabos | F | hard | Stefanos Tsitsipas | 6-3 6-4 |
| 2023-04-17 | Barcelona | QF | clay | Stefanos Tsitsipas | 6-4 6-2 |
| 2022-03-21 | Miami Masters | R32 | hard | Stefanos Tsitsipas | 6-4 6-3 |
| 2022-02-07 | Rotterdam | QF | hard | Stefanos Tsitsipas | 6-4 6-4 |
| 2021-10-04 | Indian Wells Masters | R16 | hard | Stefanos Tsitsipas | 6-7(3) 7-6(3) 6-2 |
| 2021-04-19 | Barcelona | R16 | clay | Stefanos Tsitsipas | 7-5 6-3 |
| 2021-02-02 | Atp Cup | RR | hard | Stefanos Tsitsipas | 6-3 7-5 |
| 2019-10-28 | Paris Masters | R16 | hard | Stefanos Tsitsipas | 6-3 6-4 |
| 2018-11-05 | NextGen Finals | F | hard | Stefanos Tsitsipas | 2-4 4-1 4-3(3) 4-3(3) |
| 2018-10-01 | Tokyo | R16 | hard | Stefanos Tsitsipas | 6-3 5-7 6-1 |
| 2017-05-01 | Istanbul | Q1 | clay | Stefanos Tsitsipas | 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 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Tsitsipas S.: 13 days rest · 1 match (14d) · De Minaur A.: 8 days rest · 4 matches (14d). Higher means fresher. About