| US Open Qual | 08/22 19:20 | 44 | [228] Brydan Klein v Vincent Millot [164] | 6-3,3-6,6-7 | |
| Challenger Vancouver Qual | 08/12 17:00 | - | Brydan Klein v Thai-Son Kwiatkowski | 4-6,3-6 | |
| ATP Montreal Qual | 08/06 17:20 | 46 | [235] Brydan Klein v Vincent Millot [165] | 6-7,6-7 | |
| ATP Montreal Qual | 08/05 18:55 | 45 | Antoine Leduc v Brydan Klein | 0-6,3-6 | |
| ATP Los Cabos | 08/02 01:40 | 25 | [235] Brydan Klein v Vincent Millot [165] | 2-6,6-3,1-6 | |
| ATP Los Cabos Qual | 07/31 00:50 | 46 | [154] Matthew Ebden v Brydan Klein [239] | 6-0,7-5 | |
| ATP Los Cabos Qual | 07/29 23:00 | 45 | [450] Hugo Nys v Brydan Klein [239] | 6-3,2-6,3-6 | |
| ATP Atlanta Qual | 07/23 15:00 | 46 | [129] Stefan Kozlov v Brydan Klein [226] | 6-7,6-2,7-6 | |
| ATP Atlanta Qual | 07/22 15:00 | 45 | Trent Bryde v Brydan Klein | 3-6,0-6 | |
| ATP Newport Qual | 07/16 16:20 | 45 | [263] Matthew Ebden v Brydan Klein [232] | 3-6,6-0,6-4 | |
| Wimbledon | 07/04 13:50 | 23 | [44] Yuichi Sugita v Brydan Klein [232] | 7-6,6-3,6-0 | |
| Challenger Ilkley | 06/19 14:00 | 25 | [228] Brydan Klein v Norbert Gombos [91] | 6-1,6-7,4-6 | |
| Challenger Nottingham | 06/15 16:35 | 26 | [209] Brydan Klein v Sam Groth [240] | 3-6,4-6 | |
| Challenger Nottingham | 06/13 17:50 | 25 | [243] Alex De Minaur v Brydan Klein [209] | 6-7,3-6 | |
| Challenger Surbiton Qual | 06/04 10:00 | 45 | [216] Brydan Klein v Roberto Quiroz [236] | 4-6,5-7 | |
| French Open Qual | 05/22 08:00 | 44 | [211] Brydan Klein v Maximilian Marterer [130] | 2-6,2-6 | |
| Challenger Busan | 05/17 05:10 | 26 | [291] Austin Krajicek v Brydan Klein [213] | 6-4,6-2 | |
| Challenger Busan | 05/15 07:15 | 25 | [213] Brydan Klein v Marko Tepavac [369] | 6-3,6-0 | |
| Challenger Seoul | 05/09 01:30 | 25 | [219] Brydan Klein v Ruben Bemelmans [137] | 4-6,6-3,1-6 | |
| Challenger Gimcheon | 05/03 03:45 | 26 | [220] Brydan Klein v Blaz Kavcic [123] | 4-6,2-6 | |
| Challenger Gimcheon | 05/01 04:25 | 25 | Brydan Klein v Yunseong Chung | 6-3,6-4 | |
| Challenger Taipei | 04/19 03:00 | 25 | [393] Matthias Bachinger v Brydan Klein [222] | 6-4,6-2 | |
| ITF Indonesia F6 | 04/15 03:00 | 28 | [231] Brydan Klein v Max Purcell [309] | Retired | |
| ITF Indonesia F6 | 04/14 03:00 | 27 | Brydan Klein v Jui-Chen Hung | 6-3,6-2 | |
| ITF Indonesia F6 | 04/13 08:00 | 26 | Brydan Klein v Yu Hsiang Chiu | 6-4,6-2 | |
| ITF Indonesia F6 | 04/12 04:20 | 25 | Brydan Klein v Congsup Congcar | 6-0,6-3 | |
| ITF Indonesia F5 | 04/09 03:30 | 29 | [257] Ti Chen v Brydan Klein [247] | 3-6,7-6,6-3 | |
| ITF Indonesia F5 | 04/08 03:00 | 28 | Jonathan Gray v Brydan Klein | 4-6,6-4,1-6 | |
| ITF Indonesia F5 | 04/07 03:00 | 27 | Blake Ellis v Brydan Klein | 3-6,3-6 | |
| ITF Indonesia F5 | 04/06 03:00 | 26 | Haadin Bava v Brydan Klein | 1-6,4-6 |