Round: 26 Ground: Clay
| ITF Women St. Petersburg | 2016/09/20 08:35 | Vesna Dolonc v Olga Ianchuk | 6-0,6-3 |
| ITF Women Bucha | 2016/09/16 08:00 | Deniz Khazaniuk v Olga Ianchuk | 7-5,2-6,6-0 |
| ITF Women Bucha | 2016/09/15 07:30 | Olga Ianchuk v Olga Doroshina | 3-6,6-1,6-3 |
| ITF Women Bucha | 2016/09/14 07:30 | Olga Ianchuk v Dayana Yastremska | 6-3,0-6,7-5 |
| ITF Women Bucha | 2016/09/12 11:45 | Basak Eraydin v Olga Ianchuk | 0-6,1-6 |
| ITF Women Telavi | 2016/09/09 06:00 | Veronika Kudermetova v Olga Ianchuk | 6-4,6-7,7-5 |
| ITF Women Telavi | 2016/09/08 08:30 | Daria Lodikova v Olga Ianchuk | 2-6,6-4,1-6 |
| ITF Women Telavi | 2016/09/06 07:00 | Polina Monova v Olga Ianchuk | 5-7,1-6 |
| ITF Women Las Vegas | 2016/09/28 16:30 | Montserrat Gonzalez v Kristie Ahn | 5-7,6-4,3-6 |
| ITF Women Albuquerque | 2016/09/21 19:55 | Kristie Ahn v Alison Van Uytvanck | 6-7,4-6 |
| ITF Women Atlanta | 2016/09/17 15:00 | Elise Mertens v Kristie Ahn | 7-6,6-4 |
| ITF Women Atlanta | 2016/09/16 16:10 | Michaella Krajicek v Kristie Ahn | 6-1,3-6,3-6 |
| ITF Women Atlanta | 2016/09/15 15:55 | Kristie Ahn v Alize Lim | 7-6,6-2 |
| ITF Women Atlanta | 2016/09/13 16:40 | Nicole Coopersmith v Kristie Ahn | 6-7,3-6 |
| US Open 2016 Women | 2016/08/26 15:00 | Kristie Ahn v Elise Mertens | 1-6,4-6 |
| US Open 2016 Women | 2016/08/25 15:00 | Kai-Lin Zhang v Kristie Ahn | 6-1,4-6,3-6 |