| US Open | 08/27 16:50 | 23 | [11] John Isner v Bradley Klahn [92] | 7-6,6-3,6-4 | |
| ATP Cincinnati | 08/15 18:15 | 25 | [102] Bradley Klahn v Pablo C. Busta [13] | 4-6,4-6 | |
| ATP Cincinnati | 08/13 18:55 | 24 | [45] Maximilian Marterer v Bradley Klahn [102] | 6-7,4-6 | |
| ATP Cincinnati Qual | 08/12 14:00 | 46 | [116] Bradley Klahn v Guillermo Garcia-Lopez [73] | 7-6,7-6 | |
| ATP Cincinnati Qual | 08/11 14:30 | 45 | [61] Tennys Sandgren v Bradley Klahn [116] | 4-6,6-7 | |
| ATP Toronto | 08/08 23:35 | 25 | [116] Bradley Klahn v Alexander Zverev [3] | 4-6,4-6 | |
| ATP Toronto | 08/06 17:40 | 24 | [116] Bradley Klahn v David Ferrer [69] | 7-6,6-4 | |
| ATP Toronto Qual | 08/05 16:00 | 46 | [115] Bradley Klahn v Mirza Basic [83] | 6-1,7-6 | |
| ATP Toronto Qual | 08/04 19:50 | 45 | [115] Bradley Klahn v Bernard Tomic [153] | Retired | |
| Challenger Binghamton | 07/26 13:55 | 25 | Mikael Torpegaard v Bradley Klahn | 7-6,7-6 | |
| Challenger Gatineau | 07/22 17:30 | 29 | [257] Ugo Humbert v Bradley Klahn [143] | 3-6,6-7 | |
| Challenger Gatineau | 07/21 16:30 | 28 | [143] Bradley Klahn v Jason Kubler [114] | 6-2,6-3 | |
| Challenger Gatineau | 07/20 18:00 | 27 | [143] Bradley Klahn v Zhe Li [287] | 6-7,6-4,6-3 | |
| Challenger Gatineau | 07/18 17:20 | 26 | [143] Bradley Klahn v Yunseong Chung [354] | 7-5,6-4 | |
| Challenger Gatineau | 07/16 16:40 | 25 | [143] Bradley Klahn v Bradley Mousley [318] | 7-5,7-6 | |
| Wimbledon | 07/05 16:20 | 24 | [17] Kyle Edmund v Bradley Klahn [168] | 6-4,7-6,6-2 | |
| Wimbledon | 07/03 12:15 | 23 | [69] Yuichi Sugita v Bradley Klahn [168] | 6-2,6-7,2-6,2-6 | |
| Wimbledon Qual | 06/28 11:35 | 45 | [153] Simone Bolelli v Bradley Klahn [170] | 3-6,4-6,6-7 | |
| Wimbledon Qual | 06/26 16:20 | 45 | [170] Bradley Klahn v Antoine Hoang [232] | 6-4,6-1 | |
| Wimbledon Qual | 06/25 14:05 | 44 | [163] Bradley Klahn v Ricardo Ojeda Lara [200] | 6-3,6-2 | |
| Challenger Ilkley | 06/19 14:00 | 25 | [167] Tatsuma Ito v Bradley Klahn [163] | 6-4,6-7,6-3 | |
| ATP Hertogenbosch Qual | 06/09 10:05 | 64 | [216] Max Purcell v Bradley Klahn [158] | 6-2,6-2 | |
| French Open Qual | 05/22 08:00 | 44 | [159] Bradley Klahn v Henri Laaksonen [140] | 6-4,6-7,4-6 | |
| Challenger Bordeaux | 05/18 15:00 | 27 | [120] Guido Andreozzi v Bradley Klahn [170] | 6-3,6-3 | |
| Challenger Bordeaux | 05/17 12:10 | 26 | [170] Bradley Klahn v Calvin Hemery [123] | 6-3,7-6 | |
| Challenger Bordeaux | 05/15 08:00 | 25 | [296] Ugo Humbert v Bradley Klahn [170] | 2-6,2-6 | |
| Challenger Aix en Provence | 05/09 09:00 | 26 | [173] Bradley Klahn v Thiago Monteiro [122] | 5-7,4-6 | |
| Challenger Aix en Provence | 05/07 09:30 | 25 | [143] Alexander Bublik v Bradley Klahn [173] | 6-7,6-7 | |
| ATP Houston Qual | 04/08 16:00 | - | [379] Yoshihito Nishioka v Bradley Klahn [165] | 6-2,6-0 | |
| ATP Houston Qual | 04/07 17:30 | 26 | [287] Christopher Eubanks v Bradley Klahn [165] | 6-7,6-4,6-7 |