Dominic Thiem defeated Roger Federer 3-6 7-6 6-4 in the Madrid Masters quarter-final on clay. The result followed the form book — Dominic Thiem came in leading the head-to-head 4–2, defending last year's final. Dominic Thiem extended the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-11-11 | Tour Finals | RR | hard | Dominic Thiem | 7-5 7-5 |
| 2019-03-04 | Indian Wells Masters | F | hard | Dominic Thiem | 3-6 6-3 7-5 |
| 2018-11-12 | Tour Finals | RR | hard | Roger Federer | 6-2 6-3 |
| 2016-06-06 | Stuttgart | SF | grass | Dominic Thiem | 3-6 7-6(7) 6-4 |
| 2016-05-09 | Rome Masters | R16 | clay | Dominic Thiem | 7-6(2) 6-4 |
| 2016-01-04 | Brisbane | SF | hard | Roger Federer | 6-1 6-4 |
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 79). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About