By surface
| Surface | Grigor Dimitrov | Taylor Fritz |
|---|---|---|
| Clay | 1 | 2 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2024-05-06 | ATP | Rome Masters | Round of 16 | Clay | Taylor Fritz | 2-6 | 7-611 | 1-6 | ||
| 2023-05-22 | ATP | Geneva | Semifinal | Clay | Grigor Dimitrov | 3-6 | 7-5 | 7-62 | ||
| 2019-05-06 | ATP | Madrid Masters | Round of 64 | Clay | Taylor Fritz | 6-78 | 6-74 |