Stadium: Grandstand Round: 23 Ground: Hardcourt outdoor
| US Open Women | 2020/09/04 23:00 | Shelby Rogers v Madison Brengle | 6-2,6-4 |
| ITF W100 Bonita Springs | 2019/05/08 17:10 | Madison Brengle v Shelby Rogers | 3-6,5-7 |
| ITF W100 Charleston | 2020/11/04 18:00 | Shelby Rogers v Kyoka Okamura | 6-2,4-6,7-6 |
| ITF W80 Tyler | 2020/10/30 19:15 | Shelby Rogers v Clara Tauson | 7-5,5-7,3-6 |
| ITF W80 Tyler | 2020/10/29 18:50 | Shelby Rogers v Whitney Osuigwe | 6-3,6-3 |
| French Open Women | 2020/09/27 09:00 | Kamilla Rakhimova v Shelby Rogers | 6-2,6-3 |
| US Open Women | 2020/09/08 23:00 | Naomi Osaka v Shelby Rogers | 6-3,6-4 |
| US Open Women | 2020/09/06 19:00 | Shelby Rogers v Petra Kvitova | 7-6,3-6,7-6 |
| US Open Women | 2020/09/04 23:00 | Shelby Rogers v Madison Brengle | 6-2,6-4 |
| US Open Women | 2020/09/02 20:20 | Elena Rybakina v Shelby Rogers | 5-7,1-6 |
| ITF W100 Charleston | 2020/11/05 14:55 | Renata Zarazua v Madison Brengle | 6-2,6-1 |
| ITF W100 Charleston | 2020/11/04 16:45 | Olga Govortsova v Madison Brengle | 4-6,3-6 |
| French Open Women | 2020/09/29 09:00 | Jelena Ostapenko v Madison Brengle | 6-2,6-1 |
| US Open Women | 2020/09/04 23:00 | Shelby Rogers v Madison Brengle | 6-2,6-4 |
| US Open Women | 2020/09/03 00:30 | Madison Brengle v Dayana Yastremska | 6-2,6-3 |
| US Open Women | 2020/08/31 22:40 | Madison Brengle v Arina Rodionova | 6-2,6-2 |
| WTA New York | 2020/08/20 18:30 | Catherine Bellis v Madison Brengle | 6-3,7-6 |
| WTA Lexington | 2020/08/10 21:45 | Madison Brengle v Aryna Sabalenka | 1-6,7-6,2-6 |