| Date | R | Kodus v Võõrsil | - |
|---|---|---|---|
| 06/13 13:30 | 25 | [29] Denis Shapovalov v Marton Fucsovics [86] | 6-3,3-6,4-6 |
| 06/09 09:00 | 26 | [61] Oscar Otte v Denis Shapovalov [16] | 7-6,7-6 |
| 06/11 14:25 | 27 | [14] Denis Shapovalov v Marin Cilic [47] | 5-7,6-7 |
| 06/10 15:05 | 26 | [14] Denis Shapovalov v Feliciano Lopez [62] | 6-2,6-7,6-3 |
| 06/11 09:00 | 25 | [25] Denis Shapovalov v Jan-Lennard Struff [38] | 5-7,4-6 |
| 06/13 09:00 | 25 | [169] Prajnesh Gunneswaran v Denis Shapovalov [23] | 7-6,2-6,6-3 |