Stadium: Clay 2 Round: 19 Ground: Clay
| ITF - W15 Monastir | 2022/09/11 09:00 | Aaddi Gupta v Annika Kannan | 6-2,3-6,12-10 |
| ITF - W15 Manacor | 2024/02/25 11:00 | Aaddi Gupta v Tea Nikcevic | 4-6,3-6 |
| ITF - W15 Manacor | 2024/02/18 11:00 | Aaddi Gupta v Iulia Andreea Ionescu | 4-6,6-1,4-10 |
| ITF - W15 Manacor | 2024/02/11 11:00 | Aaddi Gupta v Mia Chudejova | 5-7,1-6 |
| ITF - W15 Monastir | 2023/11/14 08:30 | Aaddi Gupta v Julia Adams | 4-6,1-6 |
| ITF - W15 Monastir | 2023/11/13 12:15 | Aaddi Gupta v Vasilissa Kupriyanova | 6-3,6-3 |
| ITF - W15 Monastir | 2023/11/06 12:35 | Carlotta Moccia v Aaddi Gupta | 6-1,7-6 |
| ITF - W15 Monastir | 2023/11/05 13:30 | Lauryn Jacobs v Aaddi Gupta | 3-6,4-6 |
| ITF W15 Villena | 2023/10/24 08:00 | Antonia Schmidt v Aaddi Gupta | 6-1,6-0 |
| ITF - W15 Héraklion | 2024/03/04 08:00 | Annika Kannan v Shuqian Xu | 0-6,6-3,10-1 |
| ITF - W35 Antalya | 2024/02/19 08:45 | Sofia Shapatava v Annika Kannan | 6-2,6-1 |
| ITF - W35 Antalya | 2024/02/18 07:00 | Barbora Michalkova v Annika Kannan | 3-6,6-1,4-10 |
| ITF W15 Melilla | 2023/12/11 09:00 | Vasilisa Borisova v Annika Kannan | 6-0,6-3 |
| ITF - W15 Héraklion | 2023/11/27 08:00 | Liisa Varul v Annika Kannan | 6-3,6-2 |
| ITF W25 Heraklion | 2023/11/19 07:00 | Annika Kannan v Barbora Michalkova | 0-6,6-4,7-10 |
| ITF W15 Castellon | 2023/11/05 17:15 | Annika Kannan v Elena Giovanna Giessler | 1-6,2-6 |
| ITF W15 Castellon | 2023/11/05 09:00 | Oceanne Lopez v Annika Kannan | 3-6,4-6 |