Stadium: Cancha 3 Round: 26 Ground: Hardcourt outdoor
| Acapulco, Mexico | 2020/02/26 03:05 | Usue Maitane Arconada v Caroline Dolehide | 2-6,2-6 |
| Acapulco, Mexico | 2020/02/23 22:00 | Gatto-Monticone, Giulia v Caroline Dolehide | 1-6,6-7 |
| Acapulco, Mexico | 2020/02/22 22:00 | Martina Trevisan v Caroline Dolehide | 6-4,3-6,2-6 |
| Nicholasville, Singles Qualifying W-ITF-USA-05A | 2020/02/12 23:55 | Claire Liu v Caroline Dolehide | 6-1,6-4 |
| Midland, Simples W-ITF-USA-03A | 2020/02/06 18:30 | Caroline Dolehide v Falconi, Irina | 6-1,1-6,1-6 |
| Midland, Simples W-ITF-USA-03A | 2020/02/05 18:40 | Caroline Dolehide v Grace Min | 6-1,6-4 |
| Open d'Australie - Femmes | 2020/01/17 04:20 | Shelby Rogers v Caroline Dolehide | 6-4,6-4 |
| Open d'Australie - Femmes | 2020/01/16 04:10 | Govortsova, Olga v Caroline Dolehide | 3-6,4-6 |
| Acapulco, Mexico | 2020/02/26 02:45 | Mchale, Christina v Lauren Davis | 6-2,1-6,6-4 |
| Newport Beach, USA | 2020/01/31 18:00 | Voegele, Stefanie v Mchale, Christina | 6-1,1-6,6-4 |
| Newport Beach, USA | 2020/01/30 18:00 | Whittle, Sophia v Mchale, Christina | 4-6,3-6 |
| Newport Beach, USA | 2020/01/28 20:25 | Grace Min v Mchale, Christina | 5-7,4-6 |
| Open d'Australie - Femmes | 2020/01/20 00:00 | Mchale, Christina v Petra Martic | 3-6,0-6 |
| WTA - Hobart | 2020/01/14 07:40 | Elise Mertens v Mchale, Christina | 6-1,6-1 |
| WTA - Hobart | 2020/01/12 03:35 | Mchale, Christina v Arantxa Rus | 6-4,4-6,6-3 |
| WTA - Hobart | 2020/01/11 04:25 | Mchale, Christina v Renata Voracova | 6-0,6-2 |