[42] Katerina Siniakova 2-6,4-6 Madison Keys [14] 2019-06-03 09:00
Stadium: Court Suzanne Lenglen Round: 26 Ground: Clay
Home History
| French Open Women | 2019/06/01 12:25 | Naomi Osaka v Katerina Siniakova | 4-6,2-6 |
| French Open Women | 2019/05/30 09:00 | Katerina Siniakova v Maria Sakkari | 7-6,6-7,6-3 |
| French Open Women | 2019/05/28 16:25 | Elena Rybakina v Katerina Siniakova | 6-7,1-6 |
| WTA Nurnberg | 2019/05/24 13:45 | Tamara Zidansek v Katerina Siniakova | 7-6,6-2 |
| WTA Nurnberg | 2019/05/23 14:45 | Madison Brengle v Katerina Siniakova | 6-1,4-6,0-6 |
| WTA Nurnberg | 2019/05/22 15:10 | Johanna Larsson v Katerina Siniakova | 6-4,0-6,3-6 |
| WTA Nurnberg | 2019/05/22 08:30 | Mandy Minella v Katerina Siniakova | 6-1,3-6,2-6 |
| WTA Rome | 2019/05/16 11:00 | Daria Kasatkina v Katerina Siniakova | 2-6,6-4,6-1 |
Away History
| French Open Women | 2019/06/01 12:25 | Anna Blinkova v Madison Keys | 3-6,7-6,4-6 |
| French Open Women | 2019/05/30 17:25 | Priscilla Hon v Madison Keys | 5-7,7-5,3-6 |
| French Open Women | 2019/05/28 15:15 | Evgeniya Rodina v Madison Keys | 1-6,2-6 |
| WTA Rome | 2019/05/16 10:50 | Madison Keys v Sofia Kenin | 7-6,3-6,4-6 |
| WTA Rome | 2019/05/13 16:00 | Madison Keys v Polona Hercog | 6-4,7-6 |
| WTA Madrid | 2019/05/05 10:50 | Madison Keys v Sorana Cirstea | 6-3,4-6,1-6 |
| 2019 Fed Cup | 2019/04/20 19:30 | Madison Keys v Viktorija Golubic | 2-6,3-6 |
| WTA Charleston | 2019/04/07 17:00 | Madison Keys v Caroline Wozniacki | 7-6,6-3 |