Stadium: Court 5 Round: 25 Ground: Clay
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/17 15:20 | Max Houkes v Chandrasekar, Anirudh | 6-2,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/09 08:00 | Rogic Hadzalic, Alen v Chandrasekar, Anirudh | 6-3,6-4 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/25 06:00 | Samaha, Giovani v Chandrasekar, Anirudh | 6-7,6-3,7-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/15 12:25 | Chandrasekar, Anirudh v Eric Vanshelboim | 7-6,5-7,5-7 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/09 09:00 | Ryan James Storrie v Chandrasekar, Anirudh | 6-4,6-4 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/07 06:00 | Chandrasekar, Anirudh v Ayella, Simon Peter | 6-1,6-2 |
| ITF M15 Cairo | 2019/05/02 08:00 | Chandrasekar, Anirudh v Alcaraz Ivorra, Albert | 6-4,4-6,1-6 |
| ITF M15 Cairo | 2019/05/01 08:00 | Danilov, Savriyan v Chandrasekar, Anirudh | 2-6,6-4,1-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/19 11:00 | Alexander Weis v Sebastian Baez | 1-6,3-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/18 08:00 | Alexander Weis v Stevens, Bart | 6-1,2-6,6-0 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/16 08:00 | Alexander Weis v Luca Tomasetto | 6-4,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/04 08:00 | Pena Lopez, Manuel v Alexander Weis | 6-3,6-1 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/03 08:00 | Siddhant Banthia v Alexander Weis | 4-6,2-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/28 08:00 | Pol Martin Tiffon v Alexander Weis | 3-6,6-1,6-4 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/27 08:00 | Guido Ivan Justo v Alexander Weis | 2-6,5-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/26 14:00 | Alexander Weis v Jakub Paul | 3-6,6-3,6-3 |