Stadium: Clay Court 1 Round: 26 Ground: Clay
| UTR Pro Tennis Series Bucharest Women | 2021/04/24 12:00 | Simona Ogescu v Ioana Gaspar | 3-6,1-6 |
| ITF W15 Focsani | 2019/09/12 09:35 | Simona Ogescu v Ioana Gaspar | 2-6,2-6 |
| ITF W15 Heraklion | 2021/05/19 08:35 | Ivana Sebestova v Simona Ogescu | 4-6,6-2,2-6 |
| ITF W15 Heraklion | 2021/05/17 07:00 | Simona Ogescu v Lena Greiner | 6-0,6-4 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/09 08:30 | Elitsa Kostova v Simona Ogescu | 7-6,6-2 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/08 07:30 | Julia Terziyska v Simona Ogescu | 3-6,4-6 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/07 11:30 | Simona Ogescu v Stefana Lazar | 6-1,6-0 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/05 09:00 | Simona Ogescu v Rositsa Dencheva | 6-4,4-6,6-2 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/04 08:30 | Simona Ogescu v Darja Semenistaja | 6-2,2-6,5-4 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/03 13:00 | Isabelle Kouzmanov v Simona Ogescu | 0-6,0-1 |
| ITF W15 Heraklion | 2021/05/19 08:30 | Ioana Gaspar v Lexie Stevens | 6-2,6-2 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/15 06:00 | Silvia Maria Costache v Ioana Gaspar | 2-3 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/14 07:30 | Zinovia Vaneva v Ioana Gaspar | 1-6,6-7 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/13 07:30 | Yoanna Radulova v Ioana Gaspar | 5-7,0-5 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/12 10:00 | Darja Semenistaja v Ioana Gaspar | 6-2,6-4 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/10 10:00 | Katerina Dimitrova v Ioana Gaspar | 6-7,1-6 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/08 12:00 | Katerina Dimitrova v Ioana Gaspar | 6-3,6-0 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/07 08:30 | Ioana Gaspar v Iva Ivanova | 6-2,6-3 |