S. Tsitsipas leads the all-time head-to-head 6-1 against A. De Minaur, over 7 matches.
| Date | Winner | Score | Event |
| March 21, 2026 | S. Tsitsipas | 2 - 0 | Miami · 1/32-finals · hard |
| May 14, 2024 | S. Tsitsipas | 2 - 0 | ATP Rome · 1/8-finals · clay |
| March 1, 2024 | A. De Minaur | 2 - 1 | ATP Acapulco · Quarter-finals · hard |
| Aug. 6, 2023 | S. Tsitsipas | 2 - 0 | ATP Los Cabos · Final · hard |
| April 21, 2023 | S. Tsitsipas | 0 - 2 | ATP Barcelona · Quarter-finals · clay |
| March 29, 2022 | S. Tsitsipas | 2 - 0 | Miami · 1/16-finals · hard |
| Feb. 11, 2022 | S. Tsitsipas | 2 - 0 | Rotterdam · Quarter-finals · hard |