
Madison Keys defeated Angelique Kerber 6-3 3-6 7-5 in the Eastbourne final on grass. The upset overturned the form book — Angelique Kerber came in leading the head-to-head 9–1, defending last year's round of 16. Madison Keys narrowed the head-to-head to 9–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-09-16 | Osaka | QF | hard | Angelique Kerber | 6-4 4-6 2-1 RET |
| 2018-09-24 | Wuhan | R32 | hard | Angelique Kerber | 6-0 4-1 RET |
| 2018-08-13 | Cincinnati | R16 | hard | Madison Keys | 2-6 7-6(3) 6-4 |
| 2018-01-15 | Australian Open | QF | hard | Angelique Kerber | 6-1 6-2 |
| 2016-10-24 | Singapore | RR | hard | Angelique Kerber | 6-3 6-3 |
| 2016-08-08 | Olympics | SF | hard | Angelique Kerber | 6-3 7-5 |
| 2016-03-21 | Miami | QF | hard | Angelique Kerber | 6-3 6-2 |
| 2015-04-06 | Charleston | F | clay | Angelique Kerber | 6-2 4-6 7-5 |
| 2014-01-06 | Sydney | SF | hard | Angelique Kerber | 6-4 6-2 |
| 2013-01-14 | Australian Open | R32 | hard | Angelique Kerber | 6-2 7-5 |
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 198). ATP, WTA & Challenger.