| ITF W100 Shrewsbury | 10/31 12:25 | 54 | Yanina Wickmayer v Isabelle Lacy | 6-4,6-0 | |
| ITF W100 Shrewsbury | 10/30 11:40 | 54 | Yanina Wickmayer v Jasmine Conway | 6-0,6-2 | |
| ITF W60 Saguenay | 10/19 15:50 | 25 | [111] Moyuka Uchijima v Yanina Wickmayer [362] | 1-6,7-6,7-6 | |
| ITF W60 Las Vegas | 10/14 18:00 | 27 | [390] Yanina Wickmayer v Yue Yuan [102] | 2-6,2-6 | |
| ITF W60 Las Vegas | 10/13 19:40 | 26 | [390] Yanina Wickmayer v Sophie Chang [231] | 6-2,6-2 | |
| ITF W60 Las Vegas | 10/12 17:00 | 25 | [208] Nadia Podoroska v Yanina Wickmayer [390] | 6-7,2-6 | |
| WTA Seoul | 09/22 06:00 | 26 | [460] Yanina Wickmayer v Emma Raducanu [77] | 3-6,5-7 | |
| WTA Seoul | 09/21 04:55 | 25 | [74] Linda Fruhvirtova v Yanina Wickmayer [460] | 1-6,4-6 | |
| WTA Chennai | 09/12 15:55 | 25 | [464] Yanina Wickmayer v Qiang Wang [101] | 4-6,6-1,4-6 | |
| US Open - Kvinner | 08/25 17:25 | 15 | Yanina Wickmayer v Daria Snigur | 6-2,3-6,3-6 | |
| US Open - Kvinner | 08/24 15:00 | 14 | Yanina Wickmayer v Anastasiya Komardina | 6-2,6-2 | |
| ITF W100 Grodzisk Mazowiecki | 08/02 16:00 | 25 | Magda Linette v Yanina Wickmayer | 7-6,7-5 | |
| ITF W100 Grodzisk Mazowiecki | 08/01 16:25 | 24 | Yanina Wickmayer v Estelle Cascino | 6-7,6-0,6-3 | |
| WTA Praha | 07/24 09:00 | - | Barbora Palicova v Yanina Wickmayer | 6-4,4-6,6-2 | |
| WTA Praha | 07/23 09:00 | 45 | Yanina Wickmayer v Lizette Cabrera | 6-3,6-1 | |
| Wimbledon - Kvinner | 06/29 13:35 | 24 | Yanina Wickmayer v Jelena Ostapenko | 2-6,2-6 | |
| Wimbledon - Kvinner | 06/28 10:00 | 23 | Yanina Wickmayer v Lin Zhu | 6-4,6-2 | |
| Wimbledon - Kvinner | 06/23 13:00 | 19 | Yanina Wickmayer v Su Jeong Jang | 6-1,6-4 | |
| Wimbledon - Kvinner | 06/22 13:15 | 15 | Yanina Wickmayer v Isabella Shinikova | 6-0,6-3 | |
| Wimbledon - Kvinner | 06/21 13:00 | 14 | Julia Grabher v Yanina Wickmayer | 4-6,6-7 | |
| ITF W100 Ilkley | 06/16 10:00 | 26 | Dalma Galfi v Yanina Wickmayer | 6-4,6-3 | |
| ITF W100 Ilkley | 06/15 11:35 | 25 | Mingge Xu v Yanina Wickmayer | 2-6,2-6 | |
| WTA Hertogenbosch | 06/06 09:15 | 19 | Storm Sanders v Yanina Wickmayer | 6-1,7-5 | |
| WTA Hertogenbosch | 06/04 12:05 | 14 | Yanina Wickmayer v Anastasia Kulikova | 6-1,7-5 | |
| ITF W100 Surbiton | 06/01 17:20 | 25 | Mihaela Buzarnescu v Yanina Wickmayer | 6-3,6-3 | |
| ITF W25 Netanya | 05/29 10:30 | 29 | Yanina Wickmayer v Priscilla Hon | 1-6,3-6 | |
| ITF W25 Netanya | 05/28 09:25 | 28 | Yanina Wickmayer v Shavit Kimchi | 6-3,6-3 | |
| ITF W25 Netanya | 05/27 09:10 | 27 | Yanina Wickmayer v Emilie Lindh | 6-2,6-4 | |
| ITF W25 Netanya | 05/26 12:35 | 26 | Yanina Wickmayer v Shelly Bereznyak | 6-4,6-1 | |
| ITF W25 Netanya | 05/25 09:25 | 25 | Mariam Bolkvadze v Yanina Wickmayer | 4-6,5-7 |