[1] Novak Djokovič 1-6,6-3,6-4 Milos Raonic [30] 2020-08-29 17:00
Stadium: Louis Armstrong Stadium Round: 29 Ground: Hardcourt indoor
Head to Head
| Australian Open | 2020/01/28 08:00 | Milos Raonic v Novak Djokovič | 4-6,3-6,6-7 |
| ATP Cincinnati | 2018/08/17 20:30 | Milos Raonic v Novak Djokovič | 5-7,6-4,3-6 |
| ATP - World Tour Finals | 2016/11/15 20:00 | Novak Djokovič v Milos Raonic | 7-6,7-6 |
| ATP Madrid | 2016/05/06 19:30 | Novak Djokovič v Milos Raonic | 6-3,6-4 |