Paris, France, 
)
4Grigor Dimitrov (Bulgaria) 1 - 1 Jannik Sinner (Italy)
| Date | Tournament | Surface | Rd | Opp. Rank |
Winner | Score |
|---|---|---|---|---|---|---|
| 26 Mar 2023 |
Miami Open Miami, Florida, USA ATP Tour Masters |
R32 | Jannik Sinner (ITA) | 3-6 4-6 | ||
| 18 Sep 2020 |
Internazionali BNL d'Italia Rome, Italy ATP Tour Masters |
R16 | Grigor Dimitrov (BUL) | 4-6 6-4 6-4 |