[134] Caroline Dolehide 6-4,6-4 Whitney Osuigwe [143] 2020-06-09 18:00
Round: 1
Home History
| 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 |
| WTA Monterrey | 2020/02/29 22:00 | Ana Sofia Sanchez v Caroline Dolehide | 3-6,6-4,5-7 |
| WTA Acapulco | 2020/02/27 01:20 | Caroline Dolehide v Christina McHale | 7-5,4-6,3-6 |
Away History
| US Pro Tennis Series Women | 2020/05/23 14:45 | Seone Mendez v Whitney Osuigwe | 7-5,5-7,6-10 |
| US Pro Tennis Series Women | 2020/05/21 19:05 | Whitney Osuigwe v Luisa Stefani | 2-6,6-3,7-10 |
| US Pro Tennis Series Women | 2020/05/20 21:10 | Whitney Osuigwe v Gabriela Talaba | 6-7,4-6 |
| ITF W100 Nicholasville | 2020/02/13 19:50 | Whitney Osuigwe v Yanina Wickmayer | 3-6,4-6 |
| ITF W100 Nicholasville | 2020/02/11 20:40 | Whitney Osuigwe v Aldila Sutjiadi | 6-3,6-3 |
| Australian Open Women | 2020/01/14 06:00 | Martina Di Giuseppe v Whitney Osuigwe | 3-6,6-4,6-1 |
| WTA Brisbane | 2020/01/04 01:00 | Lizette Cabrera v Whitney Osuigwe | 6-2,6-1 |
| WTA Houston | 2019/11/13 18:35 | Dalma Galfi v Whitney Osuigwe | 7-5,2-6,6-2 |