Round: 26 Ground: Hardcourt outdoor
| ITF Women Redding | 2016/10/05 20:25 | Chanel Simmonds v Sesil Karatantcheva | 3-6,2-6 |
| ITF Women Las Vegas Qual | 2016/09/27 16:30 | Julia Elbaba v Chanel Simmonds | 6-2,4-6,6-3 |
| ITF Women Las Vegas Qual | 2016/09/26 16:30 | Ai Wen Zhu v Chanel Simmonds | 1-6,0-6 |
| ITF Women Las Vegas Qual | 2016/09/25 21:50 | Jessica Wacnik v Chanel Simmonds | 6-4,4-6,3-6 |
| ITF Women Albuquerque Qual | 2016/09/18 16:00 | Sabrina Santamaria v Chanel Simmonds | 6-4,7-6 |
| ITF Women Atlanta | 2016/09/15 18:40 | Michaella Krajicek v Chanel Simmonds | 6-3,6-2 |
| ITF Women Atlanta | 2016/09/14 18:15 | Chanel Simmonds v Marta H Gonzalez Encinas | 6-0,6-0 |
| Billie Jean King Cup | 2016/02/06 08:35 | Chanel Simmonds v Reka-Luca Jani | 0-6,3-6 |
| ITF Women Roehampton | 2016/09/27 11:25 | Eva Siska v Alice Gillan | 7-5,6-2 |
| ITF Women Roehampton | 2016/09/25 12:30 | Ella Taylor v Alice Gillan | 3-6,4-6 |
| ITF Women Nottingham | 2016/09/19 10:00 | Alice Gillan v Natasha Hillyer | 6-4,2-6,2-6 |
| ITF Women Nottingham | 2016/09/18 09:30 | Alice Gillan v Corina Mader | 7-6,6-1 |