[35] Milos Raonic 4-6,3-6,6-7 Novak Djokovic [2] 2020-01-28 08:00
Stadium: Rod Laver Arena Round: 27 Ground: Hardcourt outdoor
Head to Head
| ATP Cincinnati | 2018/08/17 20:30 | Milos Raonic v Novak Djokovic | 5-7,6-4,3-6 |
| ATP World Tour Finals | 2016/11/15 20:00 | Novak Djokovic v Milos Raonic | 7-6,7-6 |
| ATP Madrid | 2016/05/06 19:30 | Novak Djokovic v Milos Raonic | 6-3,6-4 |
Home History
| Australian Open | 2020/01/26 02:00 | Milos Raonic v Marin Cilic | 6-4,6-3,7-5 |
| Australian Open | 2020/01/24 08:00 | Stefanos Tsitsipas v Milos Raonic | 5-7,4-6,6-7 |
| Australian Open | 2020/01/22 04:45 | Cristian Garin v Milos Raonic | 3-6,4-6,2-6 |
| Australian Open | 2020/01/21 01:35 | Lorenzo Giustino v Milos Raonic | 2-6,1-6,3-6 |
| Kooyong Classic | 2020/01/14 04:35 | Milos Raonic v Soonwoo Kwon | 6-3,6-2 |
| ATP Doha | 2020/01/08 18:05 | Milos Raonic v Corentin Moutet | 6-7,6-7 |
| ATP Paris | 2019/10/30 10:00 | Milos Raonic v Dominic Thiem | 6-7,7-5,4-6 |
| ATP Paris | 2019/10/28 13:30 | Cameron Norrie v Milos Raonic | 3-6,2-6 |
Away History
| Australian Open | 2020/01/26 03:35 | Diego Schwartzman v Novak Djokovic | 3-6,4-6,4-6 |
| Australian Open | 2020/01/24 04:40 | Yoshihito Nishioka v Novak Djokovic | 3-6,2-6,2-6 |
| Australian Open | 2020/01/22 03:25 | Tatsuma Ito v Novak Djokovic | 1-6,4-6,2-6 |
| Australian Open | 2020/01/20 10:00 | Jan-Lennard Struff v Novak Djokovic | 6-7,2-6,6-2,1-6 |
| ATP Cup | 2020/01/12 09:30 | Novak Djokovic v Rafael Nadal | 6-2,7-6 |
| ATP Cup | 2020/01/11 02:10 | Novak Djokovic v Daniil Medvedev | 6-1,5-7,6-4 |
| ATP Cup | 2020/01/10 01:05 | Novak Djokovic v Denis Shapovalov | 4-6,6-1,7-6 |
| ATP Cup | 2020/01/08 02:00 | Novak Djokovic v Cristian Garin | 6-3,6-3 |