| Challenger Tallahassee | 04/17 15:00 | 26 | [277] Mitchell Krueger v Thai-Son Kwiatkowski [246] | 7-6,6-2 | |
| Challenger Tallahassee | 04/16 18:30 | 25 | [246] Thai-Son Kwiatkowski v Tristan Boyer [201] | 2-6,6-2,6-4 | |
| Challenger Sarasota | 04/08 18:25 | 25 | [284] Tennys Sandgren v Thai-Son Kwiatkowski [246] | 4-6,6-3,6-2 | |
| Challenger Mexico City | 04/01 23:05 | 25 | [266] Maxime Janvier v Thai-Son Kwiatkowski [249] | 3-6,6-3,6-1 | |
| ITF M25 Santo Domingo | 03/17 13:55 | 29 | [287] Thai-Son Kwiatkowski v Andres Andrade [450] | 6-4,7-6 | |
| ITF M25 Santo Domingo | 03/16 13:55 | 28 | Thai-Son Kwiatkowski v Peter Bertran | 6-2,6-2 | |
| ITF M25 Santo Domingo | 03/15 14:00 | 27 | [287] Thai-Son Kwiatkowski v Matija Pecotic [479] | 6-2,6-3 | |
| ITF M25 Santo Domingo | 03/14 15:35 | 26 | Thai-Son Kwiatkowski v Mwendwa Mbithi | 7-5,2-6,6-0 | |
| ITF M25 Santo Domingo | 03/13 19:30 | 25 | Thai-Son Kwiatkowski v Kiranpal Pannu | Retired | |
| ITF M25 Santo Domingo | 03/10 14:30 | 29 | [287] Thai-Son Kwiatkowski v Nick Hardt [335] | 6-4,6-4 | |
| ITF M25 Santo Domingo | 03/09 14:25 | 28 | [287] Thai-Son Kwiatkowski v Omni Kumar [361] | Retired | |
| ITF M25 Santo Domingo | 03/08 15:55 | 27 | Thai-Son Kwiatkowski v Andrew Fenty | 6-3,6-3 | |
| ITF M25 Santo Domingo | 03/07 15:05 | 26 | Thai-Son Kwiatkowski v Gabriel Evans | 6-1,6-0 | |
| ITF M25 Santo Domingo | 03/06 18:15 | 25 | Thai-Son Kwiatkowski v Toby Martin | 7-5,6-1 | |
| ATP Dallas | 02/04 18:20 | 14 | [143] Terence Atmane v Thai-Son Kwiatkowski [296] | 4-6,7-6,6-2 | |
| Challenger Cleveland | 02/02 18:10 | 27 | [337] Ethan Quinn v Thai-Son Kwiatkowski [296] | 7-6,5-7,6-4 | |
| Challenger Cleveland | 02/01 19:05 | 26 | [296] Thai-Son Kwiatkowski v James Trotter [444] | 6-4,7-6 | |
| Challenger Cleveland | 01/30 20:45 | 25 | [296] Thai-Son Kwiatkowski v Nick Chappell [381] | 6-3,6-2 | |
| Challenger Indian Wells | 01/26 20:55 | 27 | Thai-Son Kwiatkowski v Andre Ilagan | 6-1,6-7,3-6 | |
| Challenger Indian Wells | 01/25 18:00 | 26 | Thai-Son Kwiatkowski v Paul Jubb | 7-5,4-6,6-3 | |
| Challenger Indian Wells | 01/24 18:00 | 25 | Thai-Son Kwiatkowski v Maxwell McKennon | 6-4,6-3 | |
| Challenger Indian Wells | 01/20 18:00 | 28 | [244] Brandon Holt v Thai-Son Kwiatkowski [316] | 6-2,5-7,7-6 | |
| Challenger Indian Wells | 01/19 18:00 | 27 | [316] Thai-Son Kwiatkowski v Marco Trungelliti [224] | 7-5,6-3 | |
| Challenger Indian Wells | 01/18 18:00 | 26 | [316] Thai-Son Kwiatkowski v Tim Handel [387] | 6-3,7-6 | |
| Challenger Indian Wells | 01/16 22:15 | 25 | [316] Thai-Son Kwiatkowski v Bruno Kuzuhara [488] | 6-3,7-6 | |
| Challenger Oeiras | 01/05 12:00 | 27 | [322] Thai-Son Kwiatkowski v Egor Gerasimov [366] | 7-6,3-6,4-6 | |
| Challenger Oeiras | 01/04 15:00 | 26 | [322] Thai-Son Kwiatkowski v Lorenzo Giustino [287] | 6-4,6-4 | |
| Challenger Oeiras | 01/02 12:45 | 25 | [246] Henrique Rocha v Thai-Son Kwiatkowski [322] | 4-6,4-6 | |
| Challenger Drummondville | 11/16 16:35 | 26 | [334] Thai-Son Kwiatkowski v James Duckworth [113] | 1-6,7-6,3-6 | |
| Challenger Drummondville | 11/14 21:40 | 25 | [334] Thai-Son Kwiatkowski v Giles Hussey [472] | 7-6,0-6,7-5 |