Stadium: Stadium Round: 25 Ground: Hardcourt outdoor
| Challenger Winnipeg | 2019/07/08 16:00 | Toshihide Matsui v Kylar, Kevin | 6-2,3-6,6-2 |
| Challenger Chicago | 2018/09/02 15:00 | Jomby, Tom v Kylar, Kevin | 6-0,6-3 |
| Challenger Winnipeg Qual | 2018/07/08 19:00 | Lin, Jack Mingjie v Kylar, Kevin | 6-4,6-2 |
| ITF Canada F5 Qual | 2018/07/02 19:15 | A.J Catanzariti v Kylar, Kevin | 6-4,6-3 |
| ITF Canada F5 Qual | 2018/06/30 16:00 | Nicholls, Shane v Kylar, Kevin | 1-6,0-6 |
| ITF Bosnia and Herzegovina F3 Qual | 2018/05/26 12:30 | Kylar, Kevin v Bajic, Bogdan | 6-4,4-6,5-7 |
| ITF Sweden F3 Qual | 2018/05/19 10:40 | Kylar, Kevin v Jonathan Stenberg | 3-6,5-7 |
| ITF Mexico F8 | 2017/12/02 17:00 | Batalla Diez, Juan Ignacio v Kylar, Kevin | 6-2,4-6,7-6 |
| Challenger Winnipeg | 2019/07/08 23:05 | Lucas Catarina v Gabriel Diallo | 6-3,6-2 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/29 08:00 | Lucas Catarina v Benjamin Lock | 3-6,6-7 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/28 11:15 | Du Toit, Riaan v Lucas Catarina | 1-6,3-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/27 07:00 | Patrick Foley v Lucas Catarina | 2-6,2-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/25 07:00 | Abdulla, Mohammed v Lucas Catarina | 1-6,2-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/21 07:00 | Lucas Catarina v S D Prajwal Dev | 6-1,2-6,3-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/20 08:25 | Lucas Catarina v Courtney John Lock | 6-2,6-3 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/19 08:40 | Lucas Catarina v Caripi, Vasilios | 6-1,6-2 |