Stadium: Court 1 Round: 14 Ground: Hardcourt outdoor
| Challenger - Lima | 2022/08/09 15:00 | Patrick Kypson v Nick Chappell | 5-7,5-7 |
| Challenger - Rome GA | 2022/07/10 17:15 | Patrick Kypson v Nick Chappell | 6-3,6-2 |
| ITF USA F36 | 2017/11/07 15:00 | Patrick Kypson v Nick Chappell | 6-4,6-0 |
| Challenger Sarasota Qual | 2017/04/15 14:00 | Patrick Kypson v Nick Chappell | 5-7,6-2,6-7 |
| ITF USA F5 | 2016/01/22 13:00 | Patrick Kypson v Nick Chappell | 1-6,1-6 |
| Challenger - Columbus | 2022/09/23 17:40 | Nick Chappell v Emilio Gomez | 3-6,1-6 |
| Challenger - Columbus | 2022/09/22 15:00 | Enzo Couacaud v Nick Chappell | 4-6,7-6,4-6 |
| Challenger - Columbus | 2022/09/20 16:10 | Nick Chappell v Alexis Galarneau | 1-6,6-1,6-3 |
| Challenger - Cary | 2022/09/16 22:05 | Nick Chappell v Jordan Thompson | 3-6,1-6 |
| Challenger - Cary | 2022/09/16 01:45 | Ryan Harrison v Nick Chappell | 4-6,6-4,2-6 |
| 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 - Columbus | 2022/09/20 19:45 | Patrick Kypson v Dominic Stephan Stricker | 2-6,4-6 |
| Challenger - Columbus | 2022/09/19 18:00 | Donald Young v Patrick Kypson | 6-4,0-6,4-6 |
| Challenger - Columbus | 2022/09/18 17:25 | Karl Kiur Saar v Patrick Kypson | 3-6,3-6 |
| Challenger - Cary | 2022/09/11 20:30 | James Trotter v Patrick Kypson | 7-6,6-7,6-3 |
| Challenger - Santo Domingo | 2022/08/15 19:55 | Nicolas Alvarez v Patrick Kypson | 2-6,3-6 |
| Challenger - Lima | 2022/08/09 15:00 | Patrick Kypson v Nick Chappell | 5-7,5-7 |
| ITF - M25 Edwardsville | 2022/07/30 17:00 | Patrick Kypson v James Trotter | 6-7,7-6,6-7 |
| ITF - M25 Edwardsville | 2022/07/29 18:55 | Ezekiel Clark v Patrick Kypson | 6-7,4-6 |