Round: 27 Ground: Hardcourt outdoor
| ITF Women Stillwater | 2016/09/29 15:00 | Freya Christie v Ronit Yurovsky | 5-7,4-6 |
| ITF Women Stillwater | 2016/09/28 16:40 | Ronit Yurovsky v Katarina Adamovic | 7-6,2-6,6-1 |
| ITF Women Stillwater Qual | 2016/09/27 17:40 | Ronit Yurovsky v Katie Stresnakova | 6-7,6-2,6-3 |
| ITF Women Stillwater Qual | 2016/09/26 18:00 | Ronit Yurovsky v Melissa Kopinski | 6-1,6-3 |
| ITF Women Stillwater | 2016/09/29 18:10 | Caroline Dolehide v Elizaveta Ianchuk | 1-6,6-3,6-3 |
| ITF Women Stillwater | 2016/09/28 18:40 | Sofya Zhuk v Caroline Dolehide | 1-6,6-3,0-6 |
| ITF Women Albuquerque | 2016/09/22 16:00 | Caroline Dolehide v Veronica Cepede Royg | 6-3,2-6,3-6 |
| ITF Women Albuquerque | 2016/09/21 18:35 | Caroline Dolehide v Nadia Podoroska | 6-3,7-6 |
| ITF Women Albuquerque Qual | 2016/09/20 16:00 | Valeria Solovyeva v Caroline Dolehide | 4-6,3-6 |
| ITF Women Albuquerque Qual | 2016/09/19 20:25 | Caroline Dolehide v Ana Vrljic | 6-3,7-5 |
| ITF Women Albuquerque Qual | 2016/09/18 21:45 | Chieh-Yu Hsu v Caroline Dolehide | 2-6,0-6 |
| US Open 2016 Women | 2016/08/24 22:45 | Caroline Dolehide v Melanie Oudin | 4-6,3-6 |