Round: 25 Ground: Hardcourt outdoor
| ITF Women Macon | 2016/10/25 18:35 | Samantha Crawford v Michaella Krajicek | 7-5,7-6 |
| ITF Women Scottsdale | 2016/11/02 16:30 | Sofia Kenin v Samantha Crawford | 7-5,6-7,6-4 |
| ITF Women Macon | 2016/10/27 16:20 | Samantha Crawford v Kayla Day | 3-6,2-6 |
| ITF Women Macon | 2016/10/25 18:35 | Samantha Crawford v Michaella Krajicek | 7-5,7-6 |
| WTA - Hongkong | 2016/10/11 08:35 | Jelena Jankovic v Samantha Crawford | 6-3,6-1 |
| WTA Beijing Qual | 2016/09/30 03:00 | Samantha Crawford v Evgeniya Rodina | 4-6,5-7 |
| WTA Wuhan Qual | 2016/09/24 08:45 | Samantha Crawford v Heather Watson | 6-7,2-6 |
| WTA Wuhan Qual | 2016/09/23 10:45 | Andreja Klepac v Samantha Crawford | 2-6,1-6 |
| WTA Quebec City | 2016/09/14 19:20 | Lauren Davis v Samantha Crawford | 6-4,6-1 |
| ITF Women Toronto | 2016/11/01 15:40 | Marie Bouzkova v Michaella Krajicek | 4-6,6-4,7-6 |
| ITF Women Macon | 2016/10/25 18:35 | Samantha Crawford v Michaella Krajicek | 7-5,7-6 |
| ITF Women Las Vegas | 2016/09/29 16:30 | Sachia Vickery v Michaella Krajicek | 2-6,6-4,6-2 |
| ITF Women Las Vegas | 2016/09/28 18:00 | Michaella Krajicek v Mayo Hibi | 6-1,6-4 |
| ITF Women Albuquerque | 2016/09/23 17:30 | Michaella Krajicek v Alison Van Uytvanck | 2-6,4-6 |
| ITF Women Albuquerque | 2016/09/22 17:30 | Michaella Krajicek v Renata Zarazua | 6-2,6-3 |
| ITF Women Albuquerque | 2016/09/21 17:50 | Michaella Krajicek v Usue Maitane Arconada | 6-3,6-0 |
| ITF Women Atlanta | 2016/09/16 16:10 | Michaella Krajicek v Kristie Ahn | 6-1,3-6,3-6 |