Roger Federer defeated Milos Raonic 6-1 7-6 in the Tour Finals round robin on hard. The result followed the form book — Roger Federer came in leading the head-to-head 10–3, defending last year's semi-final. Roger Federer extended the head-to-head to 11–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-06-11 | Stuttgart | F | grass | Roger Federer | 6-4 7-6 |
| 2017-07-03 | Wimbledon | QF | grass | Roger Federer | 6-4 6-2 7-6 |
| 2016-06-27 | Wimbledon | SF | grass | Milos Raonic | 6-3 6-7 4-6 7-5 6-3 |
| 2016-01-04 | Brisbane | F | hard | Milos Raonic | 6-4 6-4 |
| 2015-03-12 | Indian Wells Masters | SF | hard | Roger Federer | 7-5 6-4 |
| 2015-01-04 | Brisbane | F | hard | Roger Federer | 6-4 6-7 6-4 |
| 2014-10-27 | Paris Masters | QF | hard | Milos Raonic | 7-6 7-5 |
| 2014-08-10 | Cincinnati Masters | SF | hard | Roger Federer | 6-2 6-3 |
| 2014-06-23 | Wimbledon | SF | grass | Roger Federer | 6-4 6-4 6-4 |
| 2013-01-14 | Australian Open | R16 | hard | Roger Federer | 6-4 7-6 6-2 |
| 2012-06-11 | Halle | QF | grass | Roger Federer | 6-7 6-4 7-6 |
| 2012-05-06 | Madrid Masters | R32 | clay | Roger Federer | 4-6 7-5 7-6 |
| 2012-03-08 | Indian Wells Masters | R32 | hard | Roger Federer | 6-7 6-2 6-4 |
Averages over each player's completed matches in the selected window (199 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About