By surface
| Surface | Jannik Sinner | Denis Shapovalov |
|---|---|---|
| Hard | 2 | 1 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2026-03-04 | ATP | Indian Wells Masters | Round of 32 | Hard | Jannik Sinner | 6-3 | 6-2 | |||
| 2025-08-25 | ATP | US Open | Round of 32 | Hard | Jannik Sinner | 5-7 | 6-4 | 6-3 | 6-3 | |
| 2021-02-08 | ATP | Australian Open | Round of 128 | Hard | Denis Shapovalov | 6-3 | 3-6 | 2-6 | 6-4 | 4-6 |