Andy Murray defeated Milos Raonic 6-2 6-0 in the Monte Carlo Masters quarter-final on clay. The result followed the form book — Andy Murray came in leading the head-to-head 8–4. Andy Murray extended the head-to-head to 9–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-08-24 | Cincinnati Masters | R16 | hard | Milos Raonic | 6-2 6-2 |
| 2016-11-14 | Tour Finals | SF | hard | Andy Murray | 5-7 7-6(5) 7-6(9) |
| 2016-08-15 | Cincinnati Masters | SF | hard | Andy Murray | 6-3 6-3 |
| 2016-06-27 | Wimbledon | F | grass | Andy Murray | 6-4 7-6(3) 7-6(2) |
| 2016-06-13 | Queen's Club | F | grass | Andy Murray | 6-7(5) 6-4 6-3 |
| 2016-01-18 | Australian Open | SF | hard | Andy Murray | 4-6 7-5 6-7(4) 6-4 6-2 |
| 2015-05-03 | Madrid Masters | QF | clay | Andy Murray | 6-4 7-5 |
| 2014-11-09 | Tour Finals | RR | hard | Andy Murray | 6-3 7-5 |
| 2014-03-06 | Indian Wells Masters | R16 | hard | Milos Raonic | 4-6 7-5 6-3 |
| 2012-10-01 | Tokyo | SF | hard | Milos Raonic | 6-3 6-7(5) 7-6(4) |
| 2012-08-27 | US Open | R16 | hard | Andy Murray | 6-4 6-4 6-2 |
| 2012-04-23 | Barcelona | QF | clay | Milos Raonic | 6-4 7-6(3) |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.