Head to Head
| ATP Madrid | 2015/05/08 18:10 | Milos Raonic v Andy Murray | 4-6,5-7 |
Home History
| 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 |
| ATP Miami | 2016/03/26 14:55 | Denis Kudla v Milos Raonic | 6-7,4-6 |
| Challenger Shanghai | 2015/10/15 10:00 | Rafael Nadal v Milos Raonic | 6-3,7-6 |
Away History
| ATP Monte Carlo | 2016/04/14 09:00 | Benoit Paire v Andy Murray | 6-2,5-7,5-7 |
| ATP Monte Carlo | 2016/04/12 10:55 | Pierre-Hugues Herbert v Andy Murray | 2-6,6-4,3-6 |
| ATP Miami | 2016/03/28 19:55 | Grigor Dimitrov v Andy Murray | 6-7,6-4,6-3 |
| ATP Miami | 2016/03/27 00:00 | Denis Istomin v Andy Murray | 3-6,5-7 |
| Coppa Davis | 2016/03/06 13:00 | Andy Murray v Kei Nishikori | 7-5,7-6,3-6,4-6,6-3 |
| Coppa Davis | 2016/03/04 13:00 | Andy Murray v Taro Daniel | 6-1,6-3,6-1 |
| Hopman Cup | 2016/01/08 03:25 | Andy Murray v Alexander Zverev | 6-3,6-4 |
| Hopman Cup | 2016/01/06 09:30 | Nick Kyrgios v Andy Murray | 6-4,7-6 |