Head to Head
| US Open Women | 2019/08/30 23:00 | Sofia Kenin v Madison Keys | 3-6,5-7 |
| WTA Cincinnati | 2019/08/17 19:00 | Madison Keys v Sofia Kenin | 7-5,6-4 |
| WTA Rome | 2019/05/16 10:50 | Madison Keys v Sofia Kenin | 7-6,3-6,4-6 |
Home History
| WTA Lyon | 2020/03/08 14:00 | Sofia Kenin v Anna-Lena Friedsam | 6-2,4-6,6-4 |
| WTA Lyon | 2020/03/07 15:50 | Sofia Kenin v Alison Van Uytvanck | 7-6,6-7,7-6 |
| WTA Lyon | 2020/03/06 16:50 | Sofia Kenin v Oceane Dodin | 6-1,6-7,6-2 |
| WTA Lyon | 2020/03/05 14:45 | Sofia Kenin v Jaqueline Adina Cristian | 6-7,7-5,6-4 |
| WTA Lyon | 2020/03/04 16:25 | Sofia Kenin v Vitalia Diatchenko | 6-4,6-3 |
| WTA Doha | 2020/02/25 14:05 | Dayana Yastremska v Sofia Kenin | 6-3,7-6 |
| WTA Dubai | 2020/02/18 15:00 | Sofia Kenin v Elena Rybakina | 7-6,3-6,3-6 |
| 2020 Fed Cup | 2020/02/08 23:15 | Sofia Kenin v Jelena Ostapenko | 3-6,6-2,2-6 |
Away History
| Australian Open Women | 2020/01/24 03:50 | Madison Keys v Maria Sakkari | 4-6,4-6 |
| Australian Open Women | 2020/01/22 11:55 | Madison Keys v Arantxa Rus | 7-6,6-2 |
| Australian Open Women | 2020/01/21 01:45 | Madison Keys v Daria Kasatkina | 6-3,6-1 |
| WTA Brisbane | 2020/01/12 04:00 | Madison Keys v Karolina Pliskova | 4-6,6-4,5-7 |
| WTA Brisbane | 2020/01/11 04:15 | Petra Kvitova v Madison Keys | 6-3,2-6,3-6 |
| WTA Brisbane | 2020/01/10 01:00 | Danielle Rose Collins v Madison Keys | 4-6,1-6 |
| WTA Brisbane | 2020/01/08 04:05 | Samantha Stosur v Madison Keys | 5-7,3-6 |
| WTA Brisbane | 2020/01/07 01:00 | Marie Bouzkova v Madison Keys | 3-6,2-6 |