| ITF W25 Boca Raton | 02/25 17:20 | 26 | [277] Despina Papamichail v Gabriela Talaba [213] | 6-4,3-6,3-6 | |
| ITF W25 Boca Raton | 02/24 20:00 | 25 | [303] Ana Sofia Sanchez v Despina Papamichail [277] | 7-5,5-7,3-6 | |
| ITF W25 Boca Raton | 02/24 19:30 | 25 | Anhelina Kalinina v Despina Papamichail | Cancelled | |
| ITF W25 Boca Raton | 02/23 18:55 | 54 | [277] Despina Papamichail v Ana Sofia Sanchez [303] | 6-3,6-2 | |
| ITF W25 Orlando | 02/15 15:30 | 54 | Despina Papamichail v Lucrezia Stefanini | 2-6,3-6 | |
| ITF W60 Rome GA | 01/28 20:10 | 26 | [331] Irene Burillo Escorihuela v Despina Papamichail [277] | 6-2,6-1 | |
| ITF W60 Rome GA | 01/27 16:50 | 25 | [277] Despina Papamichail v Francesca Di Lorenzo [143] | 6-3,6-1 | |
| ITF W25 Hamburg | 01/12 11:30 | 25 | [371] Marina B Ribera v Despina Papamichail [278] | 6-2,6-7,6-1 | |
| WTA Abu Dhabi | 01/07 13:35 | 24 | [278] Despina Papamichail v Karolina Pliskova [6] | 2-6,6-7 | |
| WTA Abu Dhabi | 01/06 06:00 | 19 | [278] Despina Papamichail v Zhaoxuan Yang [55] | 2-6,2-6 | |
| WTA Abu Dhabi | 01/05 08:05 | 64 | [278] Despina Papamichail v Federica Di Sarra [320] | 2-6,7-5,6-1 | |
| ITF W25 LPD Gran Canaria | 11/18 10:00 | 25 | [287] Amandine Hesse v Despina Papamichail [276] | 3-6,6-4,6-3 |