Stadium: Stadium Round: 26 Ground: Hardcourt outdoor
| Challenger Orlando | 2021/06/06 14:00 | Ryan Harrison v Nick Chappell | 2-6,6-7 |
| Challenger Cary | 2022/09/14 00:10 | Aleksandar Vukic v Ryan Harrison | 6-7,6-7 |
| Challenger Cary | 2022/09/12 16:00 | Ezekiel Clark v Ryan Harrison | 2-6,6-7 |
| Challenger Cary | 2022/09/11 15:00 | Pedro Rodenas v Ryan Harrison | 3-6,4-6 |
| Challenger Chicago | 2022/08/11 19:10 | Ryan Harrison v Jordan Thompson | 3-6,3-6 |
| Challenger Chicago | 2022/08/10 16:40 | Christopher Eubanks v Ryan Harrison | 6-7,6-7 |
| Challenger Chicago | 2022/08/09 16:00 | Ryan Harrison v Mohamed Aziz Dougaz | 6-3,6-4 |
| Challenger Chicago | 2022/08/08 20:50 | Yosuke Watanuki v Ryan Harrison | 6-2,6-7,6-7 |
| Challenger Lexington | 2022/08/05 00:30 | Ryan Harrison v Emilio Gomez | 5-7,4-6 |
| Challenger Cary | 2022/09/13 18:00 | Nick Chappell v Daniil Glinka | 6-2,7-6 |
| Challenger Granby | 2022/08/24 14:00 | Nick Chappell v Hady Habib | 1-6,7-6,6-7 |
| Challenger Santo Domingo | 2022/08/15 18:00 | Roman Andres Burruchaga v Nick Chappell | 6-4,6-2 |
| Challenger Santo Domingo | 2022/08/14 15:00 | Daniel Baquero v Nick Chappell | 2-6,5-7 |
| Challenger Lima | 2022/08/11 18:45 | Thiago Agustin Tirante v Nick Chappell | 6-4,6-0 |
| Challenger Lima | 2022/08/09 15:00 | Patrick Kypson v Nick Chappell | 5-7,5-7 |
| ATP Los Cabos | 2022/08/02 03:05 | Nick Chappell v Chun Hsin Tseng | 4-6,4-6 |
| ATP Los Cabos | 2022/08/01 02:00 | Nick Chappell v Mohamed Aziz Dougaz | 7-5,7-6 |