Round: 62 Ground: Clay
| ITF Women Hilton Head | 2016/10/03 15:30 | Safiya Carrington v Whitney P. Kay | 6-7,1-6 |
| ITF Women Hilton Head | 2016/10/02 17:30 | Whitney P. Kay v Nikita Uberoi | 6-3,6-0 |
| ITF Women Charleston | 2016/09/27 14:00 | Whitney P. Kay v Elizabeth Mandlik | 2-6,1-6 |
| ITF Women Charleston | 2016/09/26 14:00 | Anjana Suresh v Whitney P. Kay | 1-6,3-6 |
| ITF Women Charleston | 2016/09/25 14:00 | Whitney P. Kay v Kamilla Kokeladze | 6-4,6-3 |
| ITF Women Atlanta Qual | 2016/09/11 19:40 | Alexandra Mueller v Whitney P. Kay | 7-5,6-4 |