| ITF M15 Memphis | 08/19 15:00 | 27 | Shunsuke Mitsui v Thai-Son Kwiatkowski | 6-3,6-1 | |
| ITF M15 Memphis | 08/18 19:00 | 26 | Alexander Petrov v Thai-Son Kwiatkowski | 6-7,6-7 | |
| ITF M15 Memphis | 08/18 00:40 | 25 | N. Vijay Sundar Prashanth v Thai-Son Kwiatkowski | 1-6,6-7 | |
| ATP Washington | 07/30 20:20 | 45 | Thai-Son Kwiatkowski v Alex Rybakov | 6-4,1-6,3-6 | |
| Challenger Malaga | 06/26 14:10 | 14 | Thai-Son Kwiatkowski v James McCabe | Retired | |
| Wimbledon | 06/20 10:55 | 14 | Thai-Son Kwiatkowski v Facundo Mena | 5-7,3-6 | |
| Challenger Champaign | 11/16 17:00 | 25 | [245] Go Soeda v Thai-Son Kwiatkowski [219] | 6-1,6-4 | |
| Challenger Knoxville | 11/09 17:10 | 25 | [185] Blaz Rola v Thai-Son Kwiatkowski [223] | 6-3,7-6 | |
| Challenger Charlottesville | 11/05 19:25 | 27 | [159] Jeffrey John Wolf v Thai-Son Kwiatkowski [228] | 7-5,6-4 | |
| Challenger Charlottesville | 11/04 20:00 | 26 | [245] Yosuke Watanuki v Thai-Son Kwiatkowski [228] | 6-7,1-6 | |
| Challenger Charlottesville | 11/02 23:10 | 25 | [228] Thai-Son Kwiatkowski v Blaz Rola [180] | 7-6,2-6,7-5 | |
| Challenger Las Vegas | 10/27 20:00 | 26 | [232] Thai-Son Kwiatkowski v Ernesto Escobedo [161] | 5-7,2-6 | |
| Challenger Las Vegas | 10/25 20:55 | 25 | [166] Jason Jung v Thai-Son Kwiatkowski [232] | 5-7,2-6 | |
| ATP Indian Wells | 10/06 22:00 | 19 | [66] Botic Van De Zandschulp v Thai-Son Kwiatkowski [239] | 6-4,4-6,6-2 | |
| ATP Indian Wells | 10/06 00:40 | 14 | [239] Thai-Son Kwiatkowski v Ernests Gulbis [196] | 6-4,6-2 | |
| Challenger Braga | 09/22 12:10 | 26 | [286] Andrea Arnaboldi v Thai-Son Kwiatkowski [222] | 6-4,6-1 | |
| Challenger Braga | 09/21 13:00 | 25 | [222] Thai-Son Kwiatkowski v Frederico Ferreira Silva [197] | 7-5,6-3 | |
| Challenger Szczecin | 09/16 11:05 | 26 | [266] Jesper De Jong v Thai-Son Kwiatkowski [218] | 6-4,7-6 | |
| Challenger Szczecin | 09/13 13:40 | 25 | [458] Daniel Michalski v Thai-Son Kwiatkowski [218] | 3-6,6-4,1-6 | |
| US Open | 08/24 17:15 | 14 | [107] Francisco Cerundolo v Thai-Son Kwiatkowski [226] | 6-0,6-7,6-4 | |
| Challenger Cary | 07/20 16:50 | 25 | [226] Thai-Son Kwiatkowski v Prajnesh Gunneswaran [156] | Retired | |
| ATP Newport | 07/11 20:10 | 14 | [249] Ulises Blanch v Thai-Son Kwiatkowski [225] | 2-6,6-2,7-6 | |
| Wimbledon | 06/22 10:00 | 14 | [222] Thai-Son Kwiatkowski v Antoine Hoang [151] | 6-3,3-6,4-6 | |
| Challenger Orlando | 06/09 16:00 | 26 | [219] Thai-Son Kwiatkowski v Ulises Blanch [254] | 6-7,6-3,2-6 | |
| Challenger Orlando | 06/08 16:10 | 25 | [188] Ernesto Escobedo v Thai-Son Kwiatkowski [219] | 4-6,6-7 | |
| Challenger Little Rock | 06/04 21:45 | 27 | [248] Jack Sock v Thai-Son Kwiatkowski [219] | 6-7,7-6,6-4 | |
| Challenger Little Rock | 06/03 16:00 | 26 | [314] Alexander Ritschard v Thai-Son Kwiatkowski [219] | 7-5,3-6,2-6 | |
| Challenger Little Rock | 06/02 20:40 | 25 | [366] Stefan Kozlov v Thai-Son Kwiatkowski [219] | 2-6,1-6 | |
| French Open | 05/26 12:20 | 15 | [116] Francisco Cerundolo v Thai-Son Kwiatkowski [218] | 6-7,6-4,7-6 | |
| French Open | 05/25 12:15 | 14 | [223] Constant Lestienne v Thai-Son Kwiatkowski [218] | 2-6,2-6 |