[29] Milos Raonic 5-7,6-4,3-6 Novak Djokovic [10] 2018-08-17 20:30
Stadium: Center Court Round: 27 Ground: Hardcourt outdoor
Head to Head
| 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
| ATP Cincinnati | 2018/08/16 19:00 | Milos Raonic v Denis Shapovalov | 7-6,6-4 |
| ATP Cincinnati | 2018/08/15 17:55 | Malek Jaziri v Milos Raonic | 3-6,5-7 |
| ATP Cincinnati | 2018/08/14 15:00 | Dusan Lajovic v Milos Raonic | 3-6,3-6 |
| ATP Toronto | 2018/08/08 20:00 | Frances Tiafoe v Milos Raonic | 7-6,4-6,6-1 |
| ATP Toronto | 2018/08/06 23:00 | Milos Raonic v David Goffin | 6-3,6-4 |
| Wimbledon | 2018/07/11 16:35 | Milos Raonic v John Isner | 7-6,6-7,4-6,3-6 |
| Wimbledon | 2018/07/09 12:20 | Mackenzie McDonald v Milos Raonic | 3-6,4-6,7-6,2-6 |
| Wimbledon | 2018/07/06 17:55 | Dennis Novak v Milos Raonic | 6-7,6-4,5-7,2-6 |
Away History
| ATP Cincinnati | 2018/08/16 22:30 | Novak Djokovic v Grigor Dimitrov | 2-6,6-3,6-4 |
| ATP Cincinnati | 2018/08/15 16:30 | Novak Djokovic v Adrian Mannarino | 4-6,6-2,6-1 |
| ATP Cincinnati | 2018/08/14 00:30 | Novak Djokovic v Steve Johnson | 6-4,7-6 |
| ATP Toronto | 2018/08/09 17:50 | Stefanos Tsitsipas v Novak Djokovic | 6-3,6-7,6-3 |
| ATP Toronto | 2018/08/08 15:45 | Peter Polansky v Novak Djokovic | 3-6,4-6 |
| ATP Toronto | 2018/08/07 17:25 | Mirza Basic v Novak Djokovic | 3-6,6-7 |
| Wimbledon | 2018/07/15 13:00 | Kevin Anderson v Novak Djokovic | 2-6,2-6,6-7 |
| Wimbledon | 2018/07/13 18:55 | Novak Djokovic v Rafael Nadal | 6-4,3-6,7-6,3-6,10-8 |
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