[134] Caroline Dolehide 1-6,7-6,4-10 Madison Keys [13] 2020-06-25 20:00
Round: 1
Head to Head
| French Open Women | 2018/05/30 12:35 | Madison Keys v Caroline Dolehide | 6-4,6-1 |
| WTA Stanford | 2017/08/02 20:00 | Madison Keys v Caroline Dolehide | 3-6,6-2,6-3 |
Home History
| Matchplay 120 Women | 2020/06/10 14:00 | Caroline Dolehide v Jamie Loeb | 4-6,6-2,6-4 |
| Matchplay 120 Women | 2020/06/09 18:00 | Caroline Dolehide v Whitney Osuigwe | 6-4,6-4 |
| Matchplay 120 Women | 2020/06/05 16:00 | Jamie Loeb v Caroline Dolehide | 6-4,1-6,7-5 |
| Matchplay 120 Women | 2020/06/02 13:45 | Laura Siegemund v Caroline Dolehide | 0-0 |
| Matchplay 120 Women | 2020/06/01 13:13 | Jamie Loeb v Caroline Dolehide | 5-7,0-0 |
| Matchplay 120 Women | 2020/05/30 18:00 | Laura Siegemund v Caroline Dolehide | 3-6,4-6 |
| WTA Monterrey | 2020/03/02 23:25 | Olga Govortsova v Caroline Dolehide | 3-6,6-2,6-1 |
| WTA Monterrey | 2020/03/01 22:15 | Lara Arruabarrena v Caroline Dolehide | 6-4,7-6 |
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 |