[52] Nick Kyrgios 4-6,6-7,4-6 Milos Raonic [17] 2019-01-15 08:35
Stadium: John Cain Arena Round: 23 Ground: Hardcourt outdoor
Head to Head
| ATP Miami | 2016/03/31 23:00 | Milos Raonic v Nick Kyrgios | 4-6,6-7 |
| Wimbledon | 2015/07/03 11:15 | Nick Kyrgios v Milos Raonic | 5-7,7-5,7-6,6-3 |
| Wimbledon | 2014/07/02 16:20 | Milos Raonic v Nick Kyrgios | 6-7,6-2,6-4,7-6 |
Home History
| Kooyong Classic | 2019/01/09 02:20 | Bernard Tomic v Nick Kyrgios | 6-3,6-4 |
| Fast 4 Tennis | 2019/01/07 08:30 | Nick Kyrgios v Rafael Nadal | 4-0,3-4,5-3 |
| ATP Brisbane | 2019/01/02 04:55 | Nick Kyrgios v Jeremy Chardy | 7-6,2-6,3-6 |
| ATP Brisbane | 2019/01/01 05:00 | Nick Kyrgios v Ryan Harrison | 7-6,5-7,7-6 |
| ATP Moscow | 2018/10/16 16:45 | Nick Kyrgios v Andrey Rublev | 6-3,4-6,6-4 |
| ATP Shanghai | 2018/10/08 10:35 | Bradley Klahn v Nick Kyrgios | 4-6,6-4,6-3 |
| ATP Tokyo | 2018/10/04 10:45 | Richard Gasquet v Nick Kyrgios | 7-6,7-6 |
| ATP Tokyo | 2018/10/03 03:00 | Nick Kyrgios v Yoshihito Nishioka | 7-5,7-6 |
Away History
| Fast 4 Tennis | 2019/01/07 09:10 | John Millman v Milos Raonic | 1-4,3-4 |
| ATP Brisbane | 2019/01/04 05:00 | Daniil Medvedev v Milos Raonic | 6-7,6-3,6-4 |
| ATP Brisbane | 2019/01/02 04:15 | Miomir Kecmanovic v Milos Raonic | 3-6,6-7 |
| ATP Brisbane | 2018/12/31 04:25 | Aljaz Bedene v Milos Raonic | 0-6,3-6 |
| ATP Paris | 2018/10/30 16:05 | Milos Raonic v Jo-Wilfried Tsonga | 6-7,7-6,7-6 |
| ATP Vienna | 2018/10/22 18:50 | Milos Raonic v Jurgen Melzer | 6-7,5-7 |
| ATP Antwerp | 2018/10/17 18:55 | Vasek Pospisil v Milos Raonic | 7-6,7-5 |
| ATP Shanghai | 2018/10/08 08:15 | Mackenzie McDonald v Milos Raonic | 6-3,5-7,6-3 |