Stadium: Court 7 Round: 166 Ground: Hardcourt outdoor
| Challenger - Yokkaichi | 2019/08/06 07:20 | Yunseong Chung v Alafia Ayeni | 7-6,6-3 |
| Challenger Chengdu | 2019/07/30 03:35 | Jie Cui v Alafia Ayeni | 6-2,6-1 |
| Challenger - Nur-Sultan | 2019/07/16 10:35 | Evgeny Donskoy v Alafia Ayeni | 6-2,6-3 |
| Challenger - Nur-Sultan | 2019/07/15 10:25 | Alafia Ayeni v Sergey Fomin | 6-4,6-4 |
| ITF - M25 Ajaccio | 2019/07/12 15:35 | Alafia Ayeni v Quentin Robert | 3-6,3-6 |
| ITF - M25 Ajaccio | 2019/07/11 13:30 | Alafia Ayeni v Lilian Prod'homme | 6-0,6-2 |
| ITF - M25 Bakio | 2019/07/03 15:00 | Pablo Vivero Gonzalez v Alafia Ayeni | 6-1,6-3 |
| ITF M25 Palma del Rio | 2019/06/26 18:00 | Alberto Barroso Campos v Alafia Ayeni | 6-2,3-6,7-5 |
| ITF M25 Memphis | 2019/08/13 16:50 | Preston Touliatos v Dennis Novikov | 3-6,7-6,6-3 |
| ITF M25 Memphis | 2019/08/12 15:00 | Dennis Novikov v Anas Abdelouahid | 6-1,6-1 |
| Challenger Aptos | 2019/08/05 23:30 | Dennis Novikov v Liam Broady | 2-6,6-4,0-6 |
| ATP - Los Cabos | 2019/07/28 03:05 | Egor Gerasimov v Dennis Novikov | 4-6,6-2,7-5 |
| Challenger - Granby | 2019/07/23 15:10 | Maximilian Neuchrist v Dennis Novikov | 6-4,7-6 |
| Challenger Gatineau | 2019/07/16 16:40 | Joao Menezes v Dennis Novikov | 6-4,6-2 |
| Challenger Gatineau | 2019/07/15 13:00 | Brydan Klein v Dennis Novikov | 2-6,7-6,6-7 |
| Challenger - Winnipeg | 2019/07/10 18:50 | Dennis Novikov v Brayden Schnur | 0-6,6-7 |