Milos Raonic 6-4,6-7,6-2 Alexandr Dolgopolov 2016-05-03 16:30
Round: 25 Ground: Clay
Home History
| ATP Madrid | 2016/05/02 12:00 | Milos Raonic v Thomaz Bellucci | 7-6,6-1 |
| ATP Monte Carlo | 2016/04/15 09:00 | Milos Raonic v Andy Murray | 2-6,0-6 |
| ATP Monte Carlo | 2016/04/14 09:00 | Damir Dzumhur v Milos Raonic | 3-6,6-4,6-7 |
| ATP Monte Carlo | 2016/04/13 11:50 | Pablo Cuevas v Milos Raonic | 5-7,6-2,6-7 |
| ATP Monte Carlo | 2016/04/11 13:10 | Marco Cecchinato v Milos Raonic | 3-6,5-7 |
| ATP Miami | 2016/03/31 23:00 | Milos Raonic v Nick Kyrgios | 4-6,6-7 |
| ATP Miami | 2016/03/29 21:00 | Damir Dzumhur v Milos Raonic | 0-6,3-6 |
| ATP Miami | 2016/03/29 00:15 | Jack Sock v Milos Raonic | 6-7,4-6 |
Away History
| ATP Madrid | 2016/05/01 16:55 | Alexandr Dolgopolov v Steve Johnson | 3-6,6-3,7-6 |
| ATP Barcelona | 2016/04/22 12:55 | Alexandr Dolgopolov v Kei Nishikori | 5-7,0-6 |
| ATP Barcelona | 2016/04/21 14:10 | Karen Khachanov v Alexandr Dolgopolov | 4-6,5-7 |
| ATP Barcelona | 2016/04/19 11:25 | Evgeny Donskoy v Alexandr Dolgopolov | 6-4,6-7,4-6 |
| ATP Miami | 2016/03/28 15:00 | Kei Nishikori v Alexandr Dolgopolov | 6-2,6-2 |
| ATP Miami | 2016/03/26 15:00 | Andreas Seppi v Alexandr Dolgopolov | 4-6,4-6 |
| Hopmanův pohár | 2016/01/09 09:25 | Nick Kyrgios v Alexandr Dolgopolov | 6-3,6-4 |
| Hopmanův pohár | 2016/01/05 03:30 | Jiří Veselý v Alexandr Dolgopolov | 5-7,6-7 |