Stadium: Court 1 Round: 24 Ground: Hardcourt outdoor
| Challenger Gatineau | 2019/07/18 15:40 | Cem Ilkel v Marc Polmans | 3-6,6-1,1-6 |
| Challenger Gatineau | 2019/07/16 18:20 | Mikael Torpegaard v Cem Ilkel | 4-6,6-4,2-6 |
| Challenger Gatineau | 2019/07/15 20:05 | Maverick Banes v Cem Ilkel | 3-6,2-6 |
| Challenger Winnipeg | 2019/07/12 18:15 | Hiroki Moriya v Cem Ilkel | 6-4,6-2 |
| Challenger Winnipeg | 2019/07/11 20:00 | Cem Ilkel v Roberto Ortega-Olmedo | 7-6,6-3 |
| Challenger Winnipeg | 2019/07/10 15:00 | Maxime Janvier v Cem Ilkel | 6-7,1-6 |
| Challenger Winnipeg | 2019/07/08 19:05 | Borna Gojo v Cem Ilkel | 4-6,6-4,3-6 |
| ATP Antalya | 2019/06/25 12:40 | Kevin Krawietz v Cem Ilkel | 6-4,6-4 |
| Challenger Gatineau | 2019/07/16 18:10 | Yosuke Watanuki v Jacob Grills | 6-7,6-1,6-0 |
| Challenger Winnipeg | 2019/07/10 15:00 | Jacob Grills v Shintaro Imai | 7-6,6-7,0-6 |
| Challenger Parma | 2019/06/20 08:00 | Jacob Grills v Jacopo Berrettini | 1-6,4-6 |
| Challenger Parma | 2019/06/18 08:00 | Taro Daniel v Jacob Grills | 6-4,3-6,4-6 |
| Challenger Parma | 2019/06/17 09:10 | Christopher Heyman v Jacob Grills | 6-7,1-6 |
| ITF M15 Kaltenkirchen | 2019/06/12 13:45 | Jacob Grills v Cedrik-Marcel Stebe | 4-6,6-4,1-6 |
| ITF M15 Kaltenkirchen | 2019/06/11 17:25 | Jacob Grills v Matheus Pucinelli De Almeida | 5-7,7-6,7-6 |
| Challenger Poznan | 2019/06/03 09:55 | Jacob Grills v Zdenek Kolar | 1-6,3-6 |