Round: 26 Ground: Hardcourt outdoor
| ATP Paris MD | 2016/11/01 08:00 | Shlomo, Keren v Claffey, Jennifer | 3-6,0-6 |
| ITF Women Heraklion | 2016/10/25 08:30 | 베제나루, 카롤라 패트리시아 v Claffey, Jennifer | 7-5,6-4 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/10/08 16:00 | 헬드젤라스, 데아 v Claffey, Jennifer | 6-1,6-3 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/10/07 16:00 | Claffey, Jennifer v 크리스티안, 자쿠에린 아디나 | 3-6,6-4,6-1 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/10/06 18:00 | Tudor, Cristiana Miruna v Claffey, Jennifer | 5-7,1-6 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/10/05 17:35 | Czarnik, Paulina v Claffey, Jennifer | 3-6,2-6 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/09/30 16:00 | Claffey, Jennifer v Perez Rojas, Guadalupe | 2-6,6-7 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/09/29 19:35 | 페디 레디, 스리 바이쉬나비 v Claffey, Jennifer | 4-6,6-7 |
| ITF Women Heraklion | 2016/11/01 08:00 | Distelmans, Steffi v 카카레비치, 사라 | 6-3,1-6,0-6 |
| Poitiers, Singles Qualifying W-C100-FRA-05A | 2016/10/22 12:15 | 카카레비치, 사라 v Razzano, Virginie | 2-6,3-6 |
| Bol, Singles W-C10-CRO-07A | 2016/10/13 08:00 | 카카레비치, 사라 v 켐펜, 마갈리 | 6-7,5-7 |
| Bol, Singles W-C10-CRO-07A | 2016/10/12 11:50 | 카카레비치, 사라 v Prochazkova, Tereza | 0-6,7-6,7-5 |
| Bol, Singles W-C10-CRO-07A | 2016/10/08 10:30 | 판투코바, 가브리엘라 v 카카레비치, 사라 | 6-1,6-3 |
| Bol, Singles W-C10-CRO-07A | 2016/10/07 17:55 | 드라직, 마리아나 v 카카레비치, 사라 | 4-6,6-7 |
| Bol, Singles W-C10-CRO-07A | 2016/10/07 11:30 | Zavodska, Veronika v 카카레비치, 사라 | 2-6,7-5,0-6 |
| Bol, Singles W-C10-CRO-07A | 2016/10/04 10:25 | 헬고, 말렌 v 카카레비치, 사라 | 3-6,2-6 |