| Challenger Ortisei | 10/12 14:00 | 26 | [394] Sieber, Marc v Brown, Dustin [124] | 2-6,7-6,7-6 | |
| Challenger Ortisei | 10/11 16:25 | 25 | [287] Edan Leshem v Brown, Dustin [124] | 3-6,5-7 | |
| Orleans, France | 09/25 17:05 | 25 | [119] Brown, Dustin v Norbert Gombos [89] | 3-6,6-7 | |
| Metz, France | 09/20 12:00 | 25 | [123] Brown, Dustin v Mahut, Nicolas [107] | 1-6,6-7 | |
| Challenger Szczecin | 09/15 12:20 | 27 | [217] Zopp, Jurgen v Brown, Dustin [105] | 6-2,4-6,6-4 | |
| Challenger Szczecin | 09/14 14:00 | 26 | [105] Brown, Dustin v Smirnov, Artem [493] | 7-6,4-6,7-6 | |
| Challenger Szczecin | 09/12 13:30 | 25 | [114] Bury, Aliaksandr v Brown, Dustin [105] | 3-6,4-6 | |
| Genoa, Italy | 09/07 19:15 | 26 | [116] Brown, Dustin v Stefano Napolitano [190] | 4-6,2-6 | |
| Genoa, Italy | 09/05 19:15 | 25 | [116] Brown, Dustin v Riccardo Bonadio [447] | 7-5,6-2 | |
| US Open, New York, USA | 08/31 18:35 | 24 | Bautista-Agut, Roberto v Brown, Dustin | 6-1,6-3,7-6 | |
| US Open, New York, USA | 08/30 18:40 | 23 | [116] Brown, Dustin v Bellucci, Thomaz [76] | 6-4,6-3,6-2 | |
| Challenger Meerbusch | 08/15 17:00 | 25 | [117] Brown, Dustin v Sieber, Marc [365] | 2-6,2-6 | |
| Gstaad, Switzerland | 07/26 12:00 | 26 | [113] Brown, Dustin v Istomin, Denis [82] | 3-6,1-6 | |
| Gstaad, Switzerland | 07/25 12:50 | 25 | [70] Dusan Lajovic v Brown, Dustin [113] | 3-6,6-7 | |
| ATP Bastad | 07/19 17:40 | 26 | [46] FERRER D. v Brown, Dustin [93] | 6-2,6-3 | |
| ATP Bastad | 07/18 11:45 | 25 | [65] Bellucci, Thomaz v Brown, Dustin [93] | 4-6,3-6 | |
| Braunchsweig, Germany | 07/11 10:30 | 25 | [102] Marco Cecchinato v Brown, Dustin [97] | 6-3,1-6,6-3 | |
| Wimbledon, London, Great Britain | 07/05 15:25 | 24 | [1] Andy Murray v Brown, Dustin [97] | 6-3,6-2,6-2 | |
| Wimbledon, London, Great Britain | 07/03 10:30 | 23 | [62] Joao Sousa v Brown, Dustin [97] | 6-3,6-7,4-6,4-6 | |
| Boodles Challenge | 07/01 14:30 | 1 | [94] Brown, Dustin v Renzo Olivo [87] | 7-5,6-3 | |
| ATP Halle | 06/21 11:20 | 26 | [19] Bautista-Agut, Roberto v Brown, Dustin [95] | 6-4,1-6,7-6 | |
| ATP Halle | 06/19 12:20 | 25 | [95] Brown, Dustin v Vasek Pospisil [76] | 6-1,6-7,7-6 | |
| ATP Den Bosch | 06/13 14:35 | 25 | [90] Brown, Dustin v Stefan Kozlov [150] | 3-6,6-3,3-6 | |
| Challenger - Surbiton | 06/10 13:30 | 28 | [76] Brown, Dustin v Jordan Thompson [92] | 3-6,5-7 | |
| Challenger - Surbiton | 06/10 09:30 | 27 | [55] Daniel Evans v Brown, Dustin [76] | Retired | |
| Challenger - Surbiton | 06/08 15:10 | 26 | [245] Bhambri, Yuki v Brown, Dustin [76] | 6-7,6-2,5-7 | |
| Challenger - Surbiton | 06/08 09:30 | 25 | [132] Polansky, Peter v Brown, Dustin [76] | 6-7,3-6 | |
| Open de France | 05/30 14:25 | 23 | [76] Brown, Dustin v Gaël Monfils [16] | 4-6,5-7,0-6 | |
| ATP - Lyon | 05/22 11:15 | 25 | [75] Brown, Dustin v Nicolas Kicker [94] | 4-6,4-6 | |
| ATP - Munich | 05/02 11:35 | 25 | [75] Brown, Dustin v Zverev, Mischa [32] | 4-6,7-6,3-6 |