Stadium: Court 10 Round: 25 Ground: Hardcourt outdoor
| Challenger Fairfield | 2017/10/12 17:00 | Ernesto Escobedo v Bradley Klahn | 4-6,7-6,3-6 |
| Challenger New Haven | 2019/09/03 17:25 | Strong Kirchheimer v Ernesto Escobedo | 6-4,6-4 |
| US Open | 2019/08/27 19:05 | Hyeon Chung v Ernesto Escobedo | 3-6,6-4,6-7,6-4,6-2 |
| Challenger Aptos | 2019/08/10 19:30 | Ernesto Escobedo v Dominik Koepfer | 4-6,3-6 |
| Challenger Aptos | 2019/08/09 18:25 | Damir Dzumhur v Ernesto Escobedo | 1-6,6-3,5-7 |
| Challenger Aptos | 2019/08/08 22:10 | Ernesto Escobedo v Bjorn Fratangelo | 7-6,6-7,7-6 |
| Challenger Aptos | 2019/08/07 18:55 | Mitchell Krueger v Ernesto Escobedo | 4-6,7-6,2-6 |
| Challenger Aptos | 2019/08/06 17:00 | Ernesto Escobedo v Jenson Brooksby | 6-2,6-2 |
| Challenger Granby | 2019/07/28 18:00 | Ernesto Escobedo v Yasutaka Uchiyama | 7-6,6-4 |
| Challenger New Haven | 2019/09/06 14:00 | Bradley Klahn v Tommy Paul | 4-6,4-6 |
| Challenger New Haven | 2019/09/05 18:15 | Bradley Klahn v Christopher Eubanks | 3-6,6-3,7-6 |
| Challenger New Haven | 2019/09/04 19:40 | Bradley Klahn v Ulises Blanch | 7-6,5-7,7-6 |
| US Open | 2019/08/28 15:00 | Bradley Klahn v Kei Nishikori | 2-6,6-4,3-6,5-7 |
| US Open | 2019/08/26 15:00 | Thiago Monteiro v Bradley Klahn | 3-6,2-6,3-6 |
| ATP Cincinnati | 2019/08/10 14:00 | Casper Ruud v Bradley Klahn | 7-6,7-5 |
| ATP Montreal | 2019/08/06 16:00 | Marin Cilic v Bradley Klahn | 6-3,7-6 |
| ATP Montreal | 2019/08/04 19:05 | Steven Diez v Bradley Klahn | 6-7,6-7 |