| Date | R | Kodus v Võõrsil | - |
|---|---|---|---|
| 01/04 05:00 | 27 | [16] Daniil Medvedev v Milos Raonic [18] | 6-7,6-3,6-4 |
| 01/02 04:15 | 26 | [131] Miomir Kecmanovic v Milos Raonic [18] | 3-6,6-7 |
| 12/31 04:25 | 25 | [67] Aljaz Bedene v Milos Raonic [18] | 0-6,3-6 |
| 01/03 09:00 | 26 | Alex De Minaur v Milos Raonic | 6-4,6-4 |
| 01/07 04:55 | 28 | [3] Milos Raonic v Grigor Dimitrov [17] | 6-7,2-6 |
| 01/06 09:00 | 27 | [3] Milos Raonic v Rafael Nadal [9] | 4-6,6-3,6-4 |
| 01/05 05:45 | 26 | Milos Raonic v Diego Schwartzman | 6-3,6-2 |