| Challenger Newport Beach | 02/02 20:00 | 29 | [186] Daniel Elahi Galan v Thai-Son Kwiatkowski [271] | 4-6,1-6 | |
| Challenger Newport Beach | 02/01 19:25 | 28 | [75] Steve Johnson v Thai-Son Kwiatkowski [271] | 6-3,6-7,1-6 | |
| Challenger Newport Beach | 01/31 22:40 | 27 | [271] Thai-Son Kwiatkowski v Denis Istomin [170] | 7-6,6-4 | |
| Challenger Newport Beach | 01/30 19:45 | 26 | [103] Brayden Schnur v Thai-Son Kwiatkowski [271] | 6-3,3-6,2-6 | |
| Challenger Newport Beach | 01/28 19:00 | 25 | [271] Thai-Son Kwiatkowski v Emilio Gomez [148] | 7-5,6-3 | |
| Challenger Newport Beach | 01/27 21:35 | 24 | [336] Collin Altamirano v Thai-Son Kwiatkowski [271] | 1-6,3-6 | |
| Australian Open | 01/15 03:15 | 44 | [267] Thai-Son Kwiatkowski v Christopher Eubanks [220] | 3-6,6-7 | |
| Challenger Noumea | 01/08 07:40 | 25 | [140] Martin Klizan v Thai-Son Kwiatkowski [253] | 7-6,4-6,6-4 | |
| Challenger Noumea | 01/07 00:00 | 24 | [253] Thai-Son Kwiatkowski v Constant Lestienne [224] | 6-4,6-2 | |
| Challenger Noumea | 01/05 23:30 | 28 | [238] Mathias Bourgue v Thai-Son Kwiatkowski [253] | 4-6,6-3,4-6 | |
| Challenger Fairfield | 10/09 20:30 | 25 | Thai-Son Kwiatkowski v Brandon Nakashima | Cancelled | |
| Challenger Tiburon | 09/28 21:25 | 28 | [214] Thai-Son Kwiatkowski v Thanasi Kokkinakis [183] | 6-2,2-6,1-6 | |
| Challenger Tiburon | 09/27 21:25 | 27 | Brandon Nakashima v Thai-Son Kwiatkowski | 5-7,6-1,6-7 | |
| Challenger Tiburon | 09/26 22:30 | 26 | [214] Thai-Son Kwiatkowski v Marcos Giron [126] | 4-6,7-6,6-4 | |
| Challenger Tiburon | 09/24 22:55 | 25 | [214] Thai-Son Kwiatkowski v Carlos Gomez-Herrera [498] | 6-4,6-4 | |
| Challenger Columbus 3 | 09/20 17:05 | 27 | [209] Thai-Son Kwiatkowski v Peter Polansky [200] | 4-6,6-0,6-7 | |
| Challenger Columbus 3 | 09/19 15:00 | 26 | Thai-Son Kwiatkowski v Benjamin Sigouin | 6-2,6-4 | |
| Challenger Columbus 3 | 09/17 17:45 | 25 | Thai-Son Kwiatkowski v Cannon Kingsley | 3-6,6-4,6-3 | |
| Challenger Cary | 09/11 16:50 | 25 | Thai-Son Kwiatkowski v Brandon Nakashima | 6-7,4-6 | |
| Challenger New Haven | 09/04 14:00 | 25 | [204] Thai-Son Kwiatkowski v Tommy Paul [114] | 6-7,4-6 | |
| Challenger New Haven | 09/03 17:45 | 24 | [204] Thai-Son Kwiatkowski v Colin Sinclair [424] | 7-6,6-2 | |
| US Open | 08/19 15:00 | 44 | [107] Mikael Ymer v Thai-Son Kwiatkowski [204] | 5-7,6-3,7-6 | |
| ATP Montreal | 08/03 15:00 | 45 | [51] Daniel Evans v Thai-Son Kwiatkowski [206] | 7-6,6-1 | |
| ATP Washington | 07/31 01:25 | 24 | [206] Thai-Son Kwiatkowski v Nick Kyrgios [52] | 5-7,4-6 | |
| ATP Washington | 07/28 16:00 | 64 | [155] Viktor Troicki v Thai-Son Kwiatkowski [208] | 3-6,7-6,4-6 | |
| ATP Washington | 07/27 14:00 | 45 | [208] Thai-Son Kwiatkowski v Noah Rubin [168] | 7-5,4-6,6-1 | |
| Challenger Binghamton | 07/24 17:20 | 25 | [208] Thai-Son Kwiatkowski v Sekou Bangoura [377] | 6-7,4-6 | |
| ATP Newport | 07/14 19:20 | 64 | [133] Bjorn Fratangelo v Thai-Son Kwiatkowski [205] | 6-1,6-4 | |
| Challenger Winnetka | 07/09 16:45 | 25 | [268] Collin Altamirano v Thai-Son Kwiatkowski [205] | 6-3,6-0 | |
| ATP Eastbourne | 06/22 15:30 | 64 | [207] Thai-Son Kwiatkowski v Tennys Sandgren [91] | 4-6,1-6 |