Stadium: Ct 9 Round: 24 Ground: Hardcourt outdoor
| Challenger Granby | 2019/07/22 20:50 | Brydan Klein v Jordi Arconada | 6-7,5-7 |
| Challenger Gatineau | 2019/07/18 01:25 | Brydan Klein v Maximilian Neuchrist | 4-6,5-7 |
| Challenger Gatineau | 2019/07/15 13:00 | Brydan Klein v Dennis Novikov | 2-6,7-6,6-7 |
| Challenger Winnipeg | 2019/07/10 16:55 | Brydan Klein v Darian King | 0-6,6-7 |
| Challenger Winnipeg | 2019/07/08 17:50 | Brydan Klein v Bernardo Saraiva | 6-1,6-2 |
| Challenger Ilkley | 2019/06/19 15:05 | Brydan Klein v Mikael Ymer | 3-6,1-6 |
| Challenger Ilkley | 2019/06/18 13:20 | Jan Choinski v Brydan Klein | 6-2,5-7,2-6 |
| Challenger Ilkley | 2019/06/17 11:00 | Evgeny Karlovskiy v Brydan Klein | 6-4,1-6,2-6 |
| Challenger L'Aquila | 2019/08/19 12:30 | Sebastian Fanselow v Peter Torebko | 5-7,3-6 |
| Challenger Meerbusch | 2019/08/12 09:35 | Sebastian Fanselow v Scott Griekspoor | 3-6,4-6 |
| Challenger Amersfoort | 2019/07/18 13:20 | Sebastian Fanselow v Igor Sijsling | 5-7,3-6 |
| Challenger Amersfoort | 2019/07/17 16:30 | Tallon Griekspoor v Sebastian Fanselow | 6-1,4-6,3-6 |
| Challenger Amersfoort | 2019/07/15 16:30 | Ryan Nijboer v Sebastian Fanselow | 4-6,2-6 |
| Challenger Ludwigshafen | 2019/07/03 16:00 | Dustin Brown v Sebastian Fanselow | 6-3,6-2 |
| Challenger Ludwigshafen | 2019/07/01 11:50 | Alexey Vatutin v Sebastian Fanselow | 7-5,2-6,6-7 |
| Challenger Milan | 2019/06/27 14:00 | Aslan Karatsev v Sebastian Fanselow | 6-4,6-2 |