| Date | R | Kodus v Võõrsil | - |
|---|---|---|---|
| 10/30 13:00 | 29 | [4] Daniil Medvedev v Denis Shapovalov [19] | 4-6,6-3,6-2 |
| 10/29 13:45 | 28 | [19] Denis Shapovalov v Borna Coric [27] | 7-6,6-0 |
| 10/28 19:15 | 27 | [26] Daniel Evans v Denis Shapovalov [19] | 3-6,3-6 |
| 10/26 16:50 | 26 | [19] Denis Shapovalov v Taylor Fritz [10] | 6-1,4-6,6-3 |
| 10/25 13:35 | 25 | [130] Jurij Rodionov v Denis Shapovalov [19] | 4-6,4-6 |
| 10/26 18:40 | 25 | [153] Jurij Rodionov v Denis Shapovalov [12] | 6-4,7-5 |
| 10/23 10:00 | 25 | [34] Pablo Carreno-Busta v Denis Shapovalov [27] | 6-3,7-5 |