Frances Tiafoe defeated Milos Raonic 7-6 4-6 6-1 in the Canada Masters round of 32 on hard. The upset overturned the form book — Milos Raonic came in leading the head-to-head 1–0, defending last year's round of 32. Frances Tiafoe claimed a first win over Milos Raonic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-08-07 | Canada Masters | R64 | hard | Milos Raonic | 6-7(12) 7-6(4) 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
Per-surface Serve / Return Rating (0–100, percentile within the hard field, opponent-adjusted over 52 weeks). About
Averages over each player's completed matches in the selected window (200 vs 144). ATP, WTA & Challenger.