| Challenger Stanford | 08/15 01:25 | 25 | [492] Tristan Boyer v Bradley Klahn [496] | 6-3,7-6 | |
| ATP Washington | 07/31 17:45 | 24 | [500] Bradley Klahn v Michael Mmoh [112] | 3-6,3-6 | |
| ATP Washington | 07/30 14:00 | 19 | [160] Sho Shimabukuro v Bradley Klahn [500] | 5-7,4-6 | |
| ATP Washington | 07/29 14:00 | 14 | [500] Bradley Klahn v James Trotter [437] | 6-4,7-6 | |
| ATP Atlanta | 07/22 14:00 | 14 | [141] Gabriel Diallo v Bradley Klahn [500] | 6-3,6-2 | |
| ATP Miami | 03/20 15:00 | 14 | [494] Bradley Klahn v Tomas Machac [143] | 4-6,4-6 | |
| ATP Indian Wells | 03/06 21:30 | 44 | [101] Alexei Popyrin v Bradley Klahn [485] | 6-4,7-6 | |
| ATP Acapulco | 02/25 23:00 | 14 | [172] Elias Ymer v Bradley Klahn [468] | 6-4,6-4 | |
| Challenger Monterrey | 02/21 18:00 | 25 | [103] Nuno Borges v Bradley Klahn [468] | 6-2,6-2 | |
| Challenger Cleveland | 01/30 15:00 | 19 | Bradley Klahn v Ryan Harrison | 3-6,6-7 | |
| Challenger Cleveland | 01/29 16:20 | 14 | Alexandr Cozbinov v Bradley Klahn | 7-6,5-7,4-6 | |
| Australian Open | 01/11 03:55 | 15 | Bradley Klahn v Enzo Couacaud | 3-6,6-4,4-6 | |
| Australian Open | 01/09 05:55 | 14 | Frederico Ferreira Silva v Bradley Klahn | 3-6,6-7 | |
| Challenger Canberra | 01/02 04:00 | 25 | Jozef Kovalik v Bradley Klahn | 6-4,3-6,7-6 | |
| ATP San Diego | 09/17 21:40 | 14 | Bradley Klahn v Ernesto Escobedo | 6-3,6-7,2-6 | |
| US Open | 08/24 19:25 | 14 | Bradley Klahn v Jan-Lennard Struff | 4-6,6-4,2-6 | |
| ATP Cincinnati | 08/14 17:45 | 19 | Lorenzo Sonego v Bradley Klahn | 6-2,6-4 | |
| ATP Cincinnati | 08/13 14:00 | 14 | Alexei Popyrin v Bradley Klahn | 5-7,6-7 | |
| ATP Washington | 08/01 22:30 | 24 | Adrian Mannarino v Bradley Klahn | 6-2,6-4 | |
| Wimbledon | 06/20 11:55 | 14 | [460] Bradley Klahn v Andrea Vavassori [255] | 7-6,2-6,3-6 | |
| ATP Queens | 06/11 11:35 | 14 | [113] Feliciano Lopez v Bradley Klahn [460] | 7-5,6-4 | |
| ATP Hertogenbosch | 06/04 09:00 | 14 | [135] Andreas Seppi v Bradley Klahn [445] | 7-6,6-1 | |
| French Open | 05/16 08:00 | 14 | [190] Felipe Meligeni Rodrigues Alves v Bradley Klahn [444] | 6-3,6-3 | |
| Challenger Barcelona | 10/06 08:00 | 25 | [201] Brandon Nakashima v Bradley Klahn [134] | Cancelled | |
| Challenger Split | 10/01 09:00 | 26 | [134] Bradley Klahn v Alessandro Giannessi [172] | Retired | |
| Challenger Split | 09/29 12:10 | 25 | [134] Bradley Klahn v Peter Polansky [205] | 6-7,6-4,7-6 | |
| French Open | 09/22 08:00 | 14 | [187] Roman Safiullin v Bradley Klahn [133] | 3-6,6-2,6-4 | |
| ATP Rome | 09/13 14:25 | 19 | [129] Bradley Klahn v Marco Cecchinato [108] | 1-6,4-6 | |
| ATP Rome | 09/12 16:05 | 14 | [89] Andreas Seppi v Bradley Klahn [129] | 2-6,6-4,6-7 | |
| Challenger Aix en Provence | 09/07 09:30 | 25 | [129] Bradley Klahn v Antoine Hoang [128] | 0-6,2-6 |