Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF W15 Monastir | 2020/01/21 10:20 | Diana Chehoudi v Perla Nieuwboer | 7-5,6-3 |
| ITF W15 Monastir | 2020/01/16 08:30 | Oona Orpana v Diana Chehoudi | 6-4,6-4 |
| ITF W15 Monastir | 2020/01/15 13:25 | Diana Chehoudi v Maelys Bougrat | 6-4,6-2 |
| ITF W15 Monastir | 2020/01/14 09:00 | Diana Chehoudi v Emily Morton | 6-4,6-2 |
| ITF W15 Monastir | 2019/12/18 15:00 | Diana Chehoudi v Valeria Koussenkova | 3-6,3-6 |
| ITF W15 Monastir | 2019/12/10 10:25 | Diana Chehoudi v Antonia Ruzic | 3-6,2-6 |
| ITF W15 Monastir Qual | 2019/12/09 11:00 | Giulia Crescenzi v Diana Chehoudi | 2-6,6-2,6-10 |
| ITF W15 Monastir Qual | 2019/12/08 12:30 | Margaux Komano v Diana Chehoudi | 4-6,7-5,3-10 |
| ITF W15 Monastir | 2020/01/21 10:45 | Karolina Vlckova v Anna Kubareva | 1-6,3-6 |
| ITF W25 Petange | 2019/10/29 09:35 | Anna Kubareva v Sinja Kraus | 6-1,7-5 |
| ITF W25 Istanbul | 2019/10/25 10:50 | Pemra Ozgen v Anna Kubareva | 6-2,6-1 |
| ITF W25 Istanbul | 2019/10/24 09:00 | Anna Kubareva v Katarzyna Piter | 6-2,6-1 |
| ITF W25 Istanbul | 2019/10/23 09:55 | Elitsa Kostova v Anna Kubareva | 6-7,6-2,5-7 |
| ITF W25 Istanbul | 2019/10/22 11:45 | Anna Kubareva v Ipek Oz | 6-3,6-1 |
| ITF W25 Istanbul | 2019/10/21 07:00 | Yuliya Hatouka v Anna Kubareva | 4-6,5-7 |
| ITF W25 Istanbul | 2019/10/20 09:00 | Melis Sezer v Anna Kubareva | 1-6,5-7 |