By surface
| Surface | Milos Raonic | Vasek Pospisil |
|---|---|---|
| Hard | 2 | 2 |
All meetings (4)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2020-08-31 | ATP | US Open | Round of 64 | Hard | Vasek Pospisil | 7-61 | 3-6 | 6-74 | 3-6 | |
| 2018-10-15 | ATP | Antwerp | Round of 16 | Hard | Vasek Pospisil | 6-73 | 5-7 | |||
| 2014-07-28 | ATP | Washington | Final | Hard | Milos Raonic | 6-1 | 6-4 | |||
| 2013-08-05 | ATP | Canada Masters | Semifinal | Hard | Milos Raonic | 6-4 | 1-6 | 7-64 |