| Challenger Biella | 05/20 11:25 | 27 | [222] Thai-Son Kwiatkowski v Zhizhen Zhang [179] | 4-6,6-7 | |
| Challenger Biella | 05/19 11:40 | 26 | [222] Thai-Son Kwiatkowski v Ulises Blanch [253] | 6-4,7-6 | |
| Challenger Biella | 05/17 14:50 | 25 | [193] Dmitry Popko v Thai-Son Kwiatkowski [222] | 2-6,6-1,6-7 | |
| ITF M25 Prague | 05/14 11:10 | 27 | [223] Thai-Son Kwiatkowski v Jack Draper [322] | 3-6,5-7 | |
| ITF M25 Prague | 05/13 11:50 | 26 | Thai-Son Kwiatkowski v Patrik Rikl | 4-6,7-6,6-2 | |
| ITF M25 Prague | 05/11 14:15 | 25 | Thai-Son Kwiatkowski v Filip Duda | 6-3,6-1 | |
| Challenger Tallahassee | 04/23 17:35 | 27 | [221] Bjorn Fratangelo v Thai-Son Kwiatkowski [227] | 7-5,6-4 | |
| Challenger Tallahassee | 04/22 19:30 | 26 | [227] Thai-Son Kwiatkowski v Jason Jung [150] | 6-3,6-2 | |
| Challenger Tallahassee | 04/20 16:45 | 25 | [227] Thai-Son Kwiatkowski v Mitchell Krueger [205] | 3-6,7-6,6-3 | |
| Challenger Orlando | 04/13 16:05 | 25 | [227] Thai-Son Kwiatkowski v Altug Celikbilek [251] | 2-6,3-6 | |
| Challenger Orlando | 04/13 14:00 | 25 | Thai-Son Kwiatkowski v Ulises Blanch | Cancelled | |
| ATP Miami | 03/22 17:10 | 14 | [224] Thai-Son Kwiatkowski v Alejandro Tabilo [167] | 3-6,4-6 | |
| Challenger Cleveland | 03/15 23:05 | 25 | [222] Thai-Son Kwiatkowski v Bjorn Fratangelo [286] | 4-6,2-6 | |
| ATP Singapore | 02/24 04:00 | 25 | [81] Soonwoo Kwon v Thai-Son Kwiatkowski [219] | 4-6,6-3,6-4 | |
| ATP Singapore | 02/21 04:00 | 19 | [217] Thai-Son Kwiatkowski v Robert Galloway [123] | 6-2,6-3 | |
| ATP Singapore | 02/20 04:10 | 14 | [217] Thai-Son Kwiatkowski v Luke Bambridge [64] | 6-4,7-6 | |
| Challenger Biella | 02/15 09:30 | 19 | [217] Thai-Son Kwiatkowski v Blaz Kavcic [257] | 6-2,3-6,2-6 | |
| Challenger Biella Qual | 02/14 09:00 | 14 | Thai-Son Kwiatkowski v Evgeny Karlovskiy | 7-6,7-6 | |
| Challenger Biella | 02/08 14:40 | 25 | [217] Thai-Son Kwiatkowski v Blaz Rola [159] | 3-6,2-6 | |
| Australian Open | 01/11 09:30 | 60 | [234] Zhe Li v Thai-Son Kwiatkowski [213] | 4-6,6-3,6-4 | |
| Challenger Orlando | 11/16 17:05 | 25 | [209] Thai-Son Kwiatkowski v Christopher Eubanks [248] | 7-6,3-6,1-6 | |
| Challenger Cary | 11/10 20:20 | 25 | [209] Thai-Son Kwiatkowski v Brandon Nakashima [206] | 6-4,4-6,5-7 | |
| ITF M15 Fayetteville | 11/06 17:50 | 27 | Thai-Son Kwiatkowski v Alexis Galarneau | 5-7,6-3,5-7 | |
| ITF M15 Fayetteville | 11/05 18:20 | 26 | [208] Thai-Son Kwiatkowski v Alexander Cozbinov [380] | 6-4,6-4 | |
| ITF M15 Fayetteville | 11/04 19:30 | 25 | [208] Thai-Son Kwiatkowski v Ruan Roelofse [235] | 6-2,6-2 | |
| French Open | 09/22 10:30 | 14 | [228] Facundo Mena v Thai-Son Kwiatkowski [194] | 6-2,0-6,7-5 | |
| US Open | 08/31 21:00 | 23 | [187] Thai-Son Kwiatkowski v Soonwoo Kwon [73] | 6-3,6-7,1-6,2-6 | |
| Challenger Indian Wells | 03/03 20:00 | 25 | [100] Salvatore Caruso v Thai-Son Kwiatkowski [185] | 6-4,6-2 | |
| Challenger Indian Wells | 03/02 19:10 | 24 | [185] Thai-Son Kwiatkowski v Hyeon Chung [142] | 7-6,6-2 | |
| Challenger Calgary | 02/26 17:00 | 25 | [184] Thai-Son Kwiatkowski v Aziz Dougaz [369] | 6-4,3-6,6-7 |