| ITF W15 Cancun | 2019/05/09 16:10 | Madison Bourguignon v Tchakarova, Eleonore | 7-5,3-6,2-6 |
| UTR Pro Tennis Series Florida Women | 2021/11/01 14:30 | Madison Bourguignon v Ariana Pursoo | 0-6,2-5 |
| ITF W15 Piracicaba | 2021/10/15 14:00 | Luisa Meyer Auf Der Heide v Madison Bourguignon | 6-0,6-3 |
| ITF W15 Piracicaba | 2021/10/14 16:45 | Ferreira, Nicolly v Madison Bourguignon | 7-5,2-6,1-6 |
| ITF W15 Piracicaba | 2021/10/12 13:25 | Franco Martinessi, Paulina v Madison Bourguignon | 3-6,6-2,1-6 |
| ITF W25 Lima | 2021/10/04 15:00 | Madison Bourguignon v Jimar G G Gonzalez | 3-6,2-6 |
| ITF W25 Medellin | 2021/09/15 17:55 | Romina Ccuno v Madison Bourguignon | 4-6,6-3,6-4 |
| ITF W25 Medellin | 2021/09/14 14:55 | Madison Bourguignon v Susana Marino Hidalgo | 6-0,6-0 |
| ITF W15 Ibague | 2021/09/08 16:00 | Jasmin Jebawy v Madison Bourguignon | 6-2,7-6 |
| UTR Pro Tennis Series Florida Women | 2021/11/01 13:00 | Tchakarova, Eleonore v Tchakarova, Verginie | 7-5,6-4 |
| ITF W15 Cancun | 2021/10/14 18:10 | Darja Semenistaja v Tchakarova, Eleonore | 6-2,6-2 |
| ITF W15 Cancun | 2021/10/13 14:00 | Rivera Corado v Tchakarova, Eleonore | 4-6,6-2,2-6 |
| ITF W15 Cancun | 2021/10/04 18:00 | Brandy Walker v Tchakarova, Eleonore | 3-6,6-3,15-13 |
| ITF W15 Cancun | 2021/10/03 21:00 | Pang, Sarah v Tchakarova, Eleonore | 0-6,0-6 |
| ITF W15 Sozopol | 2021/09/15 08:00 | Tchakarova, Eleonore v Vanessa I G Popa Teiusanu | 0-6,7-6,2-6 |
| ITF W15 Sozopol | 2021/09/13 09:00 | Tchakarova, Eleonore v Peruhova, Lyuboslava | 6-0,6-0 |
| UTR Pro Tennis Series Sofia Women | 2021/09/03 10:00 | Amariei I Dalina v Tchakarova, Eleonore | 3-6,6-3,6-0 |