Round: 54 Ground: Hardcourt indoor
| ATP Paris MD | 2016/10/30 07:00 | 핀토, 기오르지아 v Samways, Chelsea May | 6-2,6-2 |
| ITF Australia F8 | 2016/08/08 16:00 | Noordin, Jawairiah v Samways, Chelsea May | 6-2,4-6,6-0 |
| ITF Australia F8 | 2016/08/07 16:00 | Samways, Chelsea May v Slivova, Marketa | 6-4,6-0 |
| Sharm El Sheikh, Singles W-WITF-EGY-09A | 2016/08/02 16:00 | Samways, Chelsea May v 즐로초바, 주자나 | 0-6,1-6 |
| Istanbul, Singles W-WITF-TUR-28B | 2016/06/21 13:00 | Samways, Chelsea May v 즐로초바, 주자나 | 3-6,1-6 |
| Istanbul, Singles W-WITF-TUR-28B | 2016/06/20 13:00 | Samways, Chelsea May v Wahl, Dominique | 6-4,2-6,6-0 |
| ITF Women Heraklion | 2016/03/20 08:00 | Samways, Chelsea May v Miletic, Kristina | 6-4,2-6,5-7 |
| ATP Paris MD | 2016/11/05 08:30 | Sojkova, Tina v 우콜로바, 안나 | 1-6,1-6 |
| ATP Paris MD | 2016/10/30 12:30 | Stefania Rogozinska-Dzik v 우콜로바, 안나 | 6-0,6-7,6-3 |
| Shymkent, Singles W-WITF-KAZ-08A | 2016/10/05 07:55 | 로디코바, 다리아 v 우콜로바, 안나 | 6-2,6-4 |
| Shymkent, Singles W-WITF-KAZ-08A | 2016/10/04 10:10 | 카타모바, 사크노자 v 우콜로바, 안나 | 1-6,2-6 |
| ITF Italy F31 | 2016/10/02 08:25 | 우콜로바, 안나 v 베셀로바, 아나스타시아 | 6-3,6-4 |
| ITF Italy F31 | 2016/10/01 12:30 | 우콜로바, 안나 v Solnyshkina, Maria | 6-2,4-6,6-0 |
| Shymkent, Singles W-C10-KAZ-05A | 2016/09/24 08:00 | 우콜로바, 안나 v Iakovleva, Anna | 1-6,5-7 |
| Shymkent, Singles W-WITF-KAZ-08A | 2016/09/21 07:40 | 프리비로바, 안나 v 우콜로바, 안나 | 1-6,3-6 |