Stadium: Cancha 3 Round: 64 Ground: Hardcourt outdoor
| Acapulco, Mexico | 2020/02/22 22:00 | Astra Sharma v Gatto-Monticone, Giulia | 4-6,7-5,3-6 |
| WTA - Dubaï | 2020/02/16 10:50 | Katerina Siniakova v Gatto-Monticone, Giulia | 6-1,6-4 |
| WTA - Dubaï | 2020/02/15 11:15 | Kostova, Elitsa v Gatto-Monticone, Giulia | 5-7,1-6 |
| Open d'Australie - Femmes | 2020/01/17 04:05 | Harriet Dart v Gatto-Monticone, Giulia | 6-1,6-3 |
| Open d'Australie - Femmes | 2020/01/16 05:35 | Gatto-Monticone, Giulia v Di Giuseppe, Martina | 6-3,6-3 |
| Open d'Australie - Femmes | 2020/01/14 05:00 | Gatto-Monticone, Giulia v Fangzhou Liu | 6-2,6-0 |
| WTA Auckland | 2020/01/05 02:35 | Gatto-Monticone, Giulia v Isabella Shinikova | 6-2,4-6,4-6 |
| WTA Auckland | 2020/01/04 05:30 | Ana Bogdan v Gatto-Monticone, Giulia | 4-6,6-4,4-6 |
| 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 |
| Open d'Australie - Femmes | 2020/01/14 00:00 | Mariam Bolkvadze v Caroline Dolehide | 3-6,2-6 |
| WTA Auckland | 2020/01/05 01:30 | Camila Giorgi v Caroline Dolehide | 7-5,6-3 |