| New Haven, USA | 09/04 19:40 | 25 | [108] Klahn, Bradley v Ulises Blanch [414] | 7-6,5-7,7-6 | |
| US Open, New York, USA | 08/28 15:00 | 24 | [108] Klahn, Bradley v Kei Nishikori [7] | 2-6,6-4,3-6,5-7 | |
| US Open, New York, USA | 08/26 15:00 | 23 | [101] Thiago Monteiro v Klahn, Bradley [108] | 3-6,2-6,3-6 | |
| Cincinnati, USA | 08/10 14:00 | 45 | [56] Casper Ruud v Klahn, Bradley [92] | 7-6,7-5 | |
| Montreal, Canada | 08/06 16:00 | 24 | [16] Marin Cilic v Klahn, Bradley [92] | 6-3,7-6 | |
| Montreal, Canada | 08/04 19:05 | 46 | [204] Steven Diez v Klahn, Bradley [93] | 6-7,6-7 | |
| Montreal, Canada | 08/03 19:30 | 45 | [151] Troicki, Viktor v Klahn, Bradley [93] | 5-7,3-6 | |
| Washington, USA | 07/29 22:55 | 24 | [72] Alexander Bublik v Klahn, Bradley [93] | 7-6,6-3 | |
| Atlanta, USA | 07/25 19:35 | 26 | [34] Alex De Minaur v Klahn, Bradley [94] | 6-4,6-4 | |
| Atlanta, USA | 07/22 20:45 | 25 | [94] Klahn, Bradley v Marius Copil [84] | 7-6,7-5 | |
| Newport, USA | 07/16 15:00 | 25 | [100] Denis Kudla v Klahn, Bradley [84] | 6-4,7-6 | |
| Winnetka, USA | 07/14 19:00 | 29 | [87] Klahn, Bradley v Jason Kubler [188] | 6-2,7-5 | |
| Winnetka, USA | 07/13 19:00 | 28 | [87] Klahn, Bradley v Istomin, Denis [115] | 6-2,6-3 | |
| Winnetka, USA | 07/12 15:00 | 27 | [87] Klahn, Bradley v Fratangelo, Bjorn [133] | 6-4,7-6 | |
| Winnetka, USA | 07/11 20:35 | 26 | [87] Klahn, Bradley v Young, Donald [197] | 6-1,6-3 | |
| Winnetka, USA | 07/10 17:10 | 25 | [87] Klahn, Bradley v Max Purcell [264] | 7-5,6-3 | |
| Wimbledon, London, Great Britain | 07/01 16:45 | 23 | [87] Klahn, Bradley v David Goffin [23] | 4-6,4-6,4-6 | |
| Antalya, Turquie | 06/25 10:30 | 26 | [45] Jordan Thompson v Klahn, Bradley [89] | 7-6,6-3 | |
| Antalya, Turquie | 06/24 10:30 | 25 | [89] Klahn, Bradley v Darcis, Steve [230] | 6-3,6-2 | |
| London, Great Britain | 06/15 10:00 | 64 | [138] Tommy Paul v Klahn, Bradley [89] | 6-1,6-4 | |
| s-Hertogenbosch, Netherlands | 06/08 16:35 | 64 | [89] Klahn, Bradley v Arnaboldi, Andrea [205] | 6-4,4-6,2-6 | |
| French Open, Paris, France | 05/27 09:00 | 23 | [25] Alex De Minaur v Klahn, Bradley [89] | 6-1,6-4,6-4 | |
| Geneva, Switzerland | 05/18 11:20 | 64 | [232] Bernabe Zapata Miralles v Klahn, Bradley [87] | 5-7,6-4,6-2 | |
| ATP - Rome | 05/11 17:00 | 45 | [43] Benoit Paire v Klahn, Bradley [84] | 6-4,6-2 | |
| Challenger - Sarasota | 04/17 18:40 | 25 | [92] Klahn, Bradley v Daniel Elahi Galan [201] | 3-6,3-6 | |
| ATP - Houston | 04/09 20:55 | 25 | [224] Giraldo, Santiago v Klahn, Bradley [93] | 6-4,6-4 | |
| Monterrey, Mexico | 04/05 21:55 | 27 | [217] Young, Donald v Klahn, Bradley [96] | 7-5,6-4 | |
| Monterrey, Mexico | 04/04 17:00 | 26 | [170] Sebastian Ofner v Klahn, Bradley [96] | 3-6,3-6 | |
| Monterrey, Mexico | 04/03 18:50 | 25 | [331] Song, Evan v Klahn, Bradley [96] | 4-6,3-6 | |
| ATP - Miami | 03/20 18:50 | 23 | [453] Tipsarevic, Janko v Klahn, Bradley [93] | 6-3,6-3 |