[29] Miloš Raonić 5-7,6-4,3-6 Novak Djokovič [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 Djokovič v Miloš Raonić | 7-6,7-6 |
| ATP - Madrid | 2016/05/06 19:30 | Novak Djokovič v Miloš Raonić | 6-3,6-4 |
Home History
| ATP - Cincinnati | 2018/08/16 19:00 | Miloš Raonić v Denis Shapovalov | 7-6,6-4 |
| ATP - Cincinnati | 2018/08/15 17:55 | Malek Jaziri v Miloš Raonić | 3-6,5-7 |
| ATP - Cincinnati | 2018/08/14 15:00 | Dusan Lajovic v Miloš Raonić | 3-6,3-6 |
| ATP - Toronto | 2018/08/08 20:00 | Frances Tiafoe v Miloš Raonić | 7-6,4-6,6-1 |
| ATP - Toronto | 2018/08/06 23:00 | Miloš Raonić v David Goffin | 6-3,6-4 |
| Wimbledon | 2018/07/11 16:35 | Miloš Raonić v John Isner | 7-6,6-7,4-6,3-6 |
| Wimbledon | 2018/07/09 12:20 | Mackenzie McDonald v Miloš Raonić | 3-6,4-6,7-6,2-6 |
| Wimbledon | 2018/07/06 17:55 | Dennis Novak v Miloš Raonić | 6-7,6-4,5-7,2-6 |
Away History
| ATP - Cincinnati | 2018/08/16 22:30 | Novak Djokovič v Grigor Dimitrov | 2-6,6-3,6-4 |
| ATP - Cincinnati | 2018/08/15 16:30 | Novak Djokovič v Adrian Mannarino | 4-6,6-2,6-1 |
| ATP - Cincinnati | 2018/08/14 00:30 | Novak Djokovič v Steve Johnson | 6-4,7-6 |
| ATP - Toronto | 2018/08/09 17:50 | Stefanos Tsitsipas v Novak Djokovič | 6-3,6-7,6-3 |
| ATP - Toronto | 2018/08/08 15:45 | Peter Polansky v Novak Djokovič | 3-6,4-6 |
| ATP - Toronto | 2018/08/07 17:25 | Mirza Basic v Novak Djokovič | 3-6,6-7 |
| Wimbledon | 2018/07/15 13:00 | Kevin Anderson v Novak Djokovič | 2-6,2-6,6-7 |
| Wimbledon | 2018/07/13 18:55 | Novak Djokovič v Rafael Nadal | 6-4,3-6,7-6,3-6,10-8 |