Stadium: Court 2 Round: 54 Ground: Clay
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/13 09:30 | Choudhary, Ahmed v Ssekandi, Paul | 6-0,6-1 |
| Antalya, Singles Qualifying W-ITF-TUR-18A | 2019/05/06 05:30 | Ssekandi, Paul v Mukeba, Nkanku | 5-7,6-4,3-10 |
| ITF Uganda F4 Qual | 2018/05/19 06:00 | Ssekandi, Paul v Alexey Dubinin | 3-6,1-6 |
| ITF Uganda F3 | 2018/05/12 07:00 | Ssekandi, Paul v Lavanchy, Nathan | 1-6,1-6 |
| ITF Uganda F2 | 2018/05/06 06:00 | Ssekandi, Paul v Rishi Reddy | 0-6,2-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/14 06:00 | Murtaza, Muzammil v Senthilkumar, Muthu Aadhitiya | 7-6,3-6,10-3 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/13 09:30 | Mukeba, Nkanku v Senthilkumar, Muthu Aadhitiya | 0-6,0-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/11 11:00 | Carr, Simon v Senthilkumar, Muthu Aadhitiya | 6-3,6-1 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/08 06:00 | Senthilkumar, Muthu Aadhitiya v Hale, Darryl | 6-1,6-2 |
| Antalya, Singles Qualifying W-ITF-TUR-18A | 2019/05/06 10:00 | Schouten, Ien v Senthilkumar, Muthu Aadhitiya | 5-7,3-6 |
| ITF M15 Cairo | 2019/05/01 12:25 | Bovy, Arnaud v Senthilkumar, Muthu Aadhitiya | 6-1,6-0 |
| ITF M15 Cairo | 2019/04/24 09:05 | Samaha, Giovani v Senthilkumar, Muthu Aadhitiya | 6-4,6-2 |
| ITF M15 Cairo | 2019/04/16 09:00 | Pierre Delage v Senthilkumar, Muthu Aadhitiya | 6-0,6-3 |