Stadium: Court 5 Round: 45 Ground: Clay
| Challenger Drummondville Qual | 2017/03/12 17:10 | Austin Krajicek v Jarryd Chaplin | 6-3,6-3 |
| Challenger Charlottesville Qual | 2016/10/30 16:00 | Jarryd Chaplin v Gonzales Austin | 2-6,1-6 |
| Challenger Charlottesville Qual | 2016/10/29 16:00 | Ammar Faleh Alhogbani v Jarryd Chaplin | 6-7,4-6 |
| Challenger Kaohsiung Qual | 2016/09/17 03:10 | Yasutaka Uchiyama v Jarryd Chaplin | 6-3,7-6 |
| Challenger Shanghai Qual | 2016/09/04 03:20 | Jarryd Chaplin v Sergey Betov | 5-7,4-6 |
| Challenger Winnipeg Qual | 2016/07/09 17:00 | Joshua Peck v Jarryd Chaplin | 3-6,6-1,6-3 |
| ITF Canada F4 | 2016/06/29 20:00 | Jarryd Chaplin v Joshua Peck | 6-7,6-7 |
| ITF Canada F3 | 2016/06/22 17:00 | Jarryd Chaplin v Henry Choi | 6-7,6-7 |
| Challenger Sarasota Qual | 2017/04/15 15:20 | Bradley Klahn v Mark Oljaca | 6-3,6-3 |
| ITF Greece F3 | 2017/03/19 08:00 | Hunter Callahan v Mark Oljaca | 6-0,6-0 |
| ITF Greece F3 | 2017/03/18 07:00 | Samuel Bothwell v Mark Oljaca | 3-6,6-3,5-7 |
| ITF Greece F2 | 2017/03/16 07:30 | Mark Oljaca v Temur Ismailov | 5-7,4-6 |
| ITF Greece F2 Qual | 2017/03/14 07:30 | Skyler Butts v Mark Oljaca | 4-6,2-6 |
| ITF Greece F2 Qual | 2017/03/11 10:00 | Mark Oljaca v Ondrej Krstev | 6-4,6-4 |
| ITF Greece F1 | 2017/03/04 10:00 | Mark Oljaca v Skyler Butts | 2-6,4-6 |
| ITF USA F9 | 2017/02/25 15:00 | Mark Oljaca v Jason Legall | 5-7,3-6 |