Sam Querrey defeated Milos Raonic 6-7 7-6 7-6 6-4 in the Wimbledon round of 64 on grass. The upset overturned the form book — Milos Raonic came in leading the head-to-head 5–1, defending last year's round of 64. Sam Querrey narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-08-24 | Cincinnati Masters | R64 | hard | Milos Raonic | 6-4 6-4 |
| 2019-03-04 | Indian Wells Masters | R64 | hard | Milos Raonic | 7-6(1) 6-4 |
| 2018-03-05 | Indian Wells Masters | QF | hard | Milos Raonic | 7-5 2-6 6-3 |
| 2016-06-27 | Wimbledon | QF | grass | Milos Raonic | 6-4 7-5 5-7 6-4 |
| 2013-02-11 | San Jose | SF | hard | Milos Raonic | 6-4 6-2 |
| 2012-10-29 | Paris Masters | R16 | hard | Sam Querrey | 6-3 7-6(1) |
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.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About