| ITF Canada F6 | 2018/09/02 13:00 | Nick Chappell v Matthew Segura | 6-4,6-4 |
| UTR Pro Tennis Series Florida | 2020/12/16 16:00 | Nick Chappell v Johnson, Janmagnus | 2-6,7-6,3-6 |
| UTR Pro Tennis Series Florida | 2020/12/15 17:00 | Mostardi, Nico v Nick Chappell | 7-6,0-6,5-7 |
| UTR Pro Tennis Series Florida | 2020/12/14 22:00 | Nick Chappell v Evan Bynoe | 6-1,6-1 |
| ITF - M15 Santo Domingo | 2020/12/12 14:55 | Nick Chappell v Nick Hardt | 3-6,2-6 |
| ITF - M15 Santo Domingo | 2020/12/11 13:30 | Nick Chappell v Ezekiel Clark | 6-3,2-6,6-1 |
| ITF - M15 Santo Domingo | 2020/12/10 13:30 | Nick Chappell v Stalder, Reese | 6-4,7-6 |
| ITF - M15 Santo Domingo | 2020/12/09 13:30 | Nick Chappell v Volfson, David | 6-1,6-1 |
| ITF - M15 Santo Domingo | 2020/12/05 14:30 | Nick Chappell v Oliver Crawford | 5-7,6-0,4-6 |
| UTR Pro Tennis Series Florida | 2020/12/18 14:00 | Zink, Tyler v Matthew Segura | 7-6,1-6,5-4 |
| UTR Pro Tennis Series Florida | 2020/12/16 16:00 | Perego, Giulio v Matthew Segura | 6-7,7-6,6-3 |
| UTR Pro Tennis Series Florida | 2020/12/15 18:30 | Boyer, Dusty H v Matthew Segura | 7-5,6-4 |
| UTR Pro Tennis Series Florida | 2020/12/14 18:00 | Bernard, John v Matthew Segura | 6-1,4-6,3-5 |
| ITF M15 Tallahassee | 2019/12/04 20:00 | Martins Rocens v Matthew Segura | 6-3,3-6,6-2 |
| ITF M15 Tallahassee | 2019/12/03 15:00 | Abraham Asaba v Matthew Segura | 6-7,6-3,2-10 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/17 13:00 | Zachary Svajda v Matthew Segura | 6-2,6-3 |
| ITF - M25 Pensacola | 2019/05/07 16:35 | Matthew Segura v Belov, Sergey | 2-6,2-6 |