| UTR Pro M'gladbach Women | 08/01 08:40 | 28 | Sevil Yuldasheva v Kayleigh Didderiens | 6-3,6-0 | |
| UTR Pro M'gladbach Women | 07/31 07:00 | - | Kayleigh Didderiens v Victoria Borodulina | 3-6,4-6 | |
| UTR Pro M'gladbach Women | 07/29 15:45 | - | Kayleigh Didderiens v Theodora Degelow | Walkover | |
| UTR Pro M'gladbach Women | 07/29 11:00 | - | Kayleigh Didderiens v Julia Victoria Rennert | CANC | |
| ITF W15 Alkmaar | 06/23 08:00 | 54 | Madelief Hageman v Kayleigh Didderiens | 6-1,6-1 | |
| ITF W25 Oldenzaal | 08/22 11:00 | 54 | Kayleigh Didderiens v Selina Dal | 0-6,2-6 | |
| ITF W15 Eindhoven | 08/15 09:00 | 19 | Min Chae Kim v Kayleigh Didderiens | 7-6,6-2 | |
| ITF W15 Eindhoven | 08/14 08:00 | 54 | Kayleigh Didderiens v Megan Markov | 6-3,6-2 | |
| ITF W25 Koksijde | 08/07 13:30 | 54 | Kayleigh Didderiens v Chanel Janssen | 4-6,2-6 |