[6] Alexander Zverev 6-4,3-6,10-4 Milos Raonic [24] 2019-09-22 16:35
Stadium: Palexpo Round: 44 Ground: Hardcourt indoor
Head to Head
| Australian Open | 2019/01/21 03:10 | Alexander Zverev v Milos Raonic | 1-6,1-6,6-7 |
| Wimbledon | 2017/07/10 15:00 | Milos Raonic v Alexander Zverev | 4-6,7-5,4-6,7-5,6-1 |
| ATP Rome | 2017/05/19 12:00 | Alexander Zverev v Milos Raonic | 7-6,6-1 |
Home History
| Laver Cup | 2019/09/21 11:00 | Alexander Zverev v John Isner | 7-6,4-6,1-10 |
| US Open | 2019/09/02 17:55 | Alexander Zverev v Diego Schwartzman | 6-3,2-6,4-6,3-6 |
| US Open | 2019/08/31 18:25 | Alexander Zverev v Aljaz Bedene | 6-7,7-6,6-3,7-6 |
| US Open | 2019/08/29 16:00 | Alexander Zverev v Frances Tiafoe | 6-3,3-6,6-2,2-6,6-3 |
| US Open | 2019/08/27 18:15 | Alexander Zverev v Radu Albot | 6-1,6-3,3-6,4-6,6-2 |
| ATP Cincinnati | 2019/08/14 19:05 | Alexander Zverev v Miomir Kecmanovic | 7-6,2-6,4-6 |
| ATP Montreal | 2019/08/09 18:00 | Karen Khachanov v Alexander Zverev | 6-3,6-3 |
| ATP Montreal | 2019/08/08 18:25 | Nikoloz Basilashvili v Alexander Zverev | 5-7,7-5,6-7 |
Away History
| Laver Cup | 2019/09/21 17:00 | Rafael Nadal v Milos Raonic | 6-3,7-6 |
| ATP Montreal | 2019/08/05 16:00 | Lucas Pouille v Milos Raonic | 4-6,4-6 |
| ATP Washington | 2019/08/01 20:40 | Milos Raonic v Peter Gojowczyk | 4-6,4-6 |
| ATP Washington | 2019/07/31 21:10 | Milos Raonic v Tim Smyczek | 6-1,6-4 |
| Wimbledon | 2019/07/08 15:20 | Guido Pella v Milos Raonic | 3-6,4-6,6-3,7-6,8-6 |
| Wimbledon | 2019/07/05 10:00 | Reilly Opelka v Milos Raonic | 6-7,2-6,1-6 |
| Wimbledon | 2019/07/03 12:10 | Robin Haase v Milos Raonic | 6-7,5-7,6-7 |
| Wimbledon | 2019/07/01 15:05 | Prajnesh Gunneswaran v Milos Raonic | 6-7,4-6,2-6 |