| Challenger - Noumea | 12/31 02:25 | 24 | [259] Lorenzo Giustino v Thai-Son Kwiatkowski [417] | 2-6,3-6 | |
| Challenger - Houston | 11/16 17:50 | 27 | Thai-Son Kwiatkowski v Roy Smith | 6-4,6-7,6-7 | |
| Challenger - Houston | 11/14 18:10 | 26 | [115] Paolo Lorenzi v Thai-Son Kwiatkowski [310] | 4-6,4-6 | |
| Challenger - Houston | 11/13 19:30 | 25 | [310] Thai-Son Kwiatkowski v Mitchell Krueger [250] | 7-6,4-6,6-4 | |
| Challenger - Charlottesville | 11/03 17:00 | 28 | [130] Peter Polansky v Thai-Son Kwiatkowski [346] | 6-2,7-6 | |
| Challenger - Charlottesville | 11/02 18:25 | 27 | [346] Thai-Son Kwiatkowski v Michael Mmoh [102] | 3-6,6-3,6-4 | |
| Challenger - Charlottesville | 11/01 19:30 | 26 | [120] Tim Smyczek v Thai-Son Kwiatkowski [346] | 2-6,7-5,2-6 | |
| Challenger - Charlottesville | 10/30 15:25 | 25 | [346] Thai-Son Kwiatkowski v Lloyd Glasspool [453] | Retired | |
| Challenger - Las Vegas | 10/24 19:40 | 26 | [262] Blaz Rola v Thai-S Kwiatkowski [359] | 6-3,6-4 | |
| Challenger - Las Vegas | 10/23 19:35 | 25 | [359] Thai-S Kwiatkowski v Evan Song [366] | 6-4,6-4 | |
| Challenger - Las Vegas | 10/22 18:00 | 54 | [267] Jelle Sels v Thai-S Kwiatkowski [359] | 4-6,6-7 | |
| Challenger - Las Vegas | 10/21 18:00 | 46 | Pavel Krainik v Thai-S Kwiatkowski | 4-6,2-6 | |
| Challenger - Las Vegas | 10/20 17:00 | 45 | Daniel Nguyen v Thai-S Kwiatkowski | 2-6,3-6 | |
| Challenger - Fairfield | 10/07 18:15 | 46 | [334] Thai-Son Kwiatkowski v Frederik Nielsen [69] | 7-6,3-6,5-7 | |
| Challenger - Fairfield | 10/06 22:15 | 45 | [362] Marcos Giron v Thai-Son Kwiatkowski [334] | 6-4,2-6,4-6 | |
| Challenger - Stockton | 10/03 20:00 | 26 | [121] Lloyd Harris v Thai-Son Kwiatkowski [334] | 6-2,6-4 | |
| Challenger - Stockton | 10/01 18:35 | 25 | [334] Thai-Son Kwiatkowski v Lucas Miedler [211] | 3-6,7-6,6-4 | |
| Challenger - Columbus | 09/21 16:45 | 27 | Mikael Torpegaard v Thai-Son Kwiatkowski | 6-4,6-2 | |
| Challenger - Columbus | 09/19 19:35 | 26 | [366] Thai-Son Kwiatkowski v Peter Polansky [113] | 7-6,2-6,7-6 | |
| Challenger - Columbus | 09/18 16:45 | 25 | [417] Vincent Millot v Thai-Son Kwiatkowski [366] | 2-6,4-6 | |
| Challenger - Columbus | 09/17 14:00 | 54 | [366] Thai-Son Kwiatkowski v Joris De Loore [391] | 3-6,6-4,7-6 | |
| Challenger - Columbus | 09/16 14:00 | 46 | Thai-Son Kwiatkowski v Ricardo Rodriguez-Pace | 6-1,6-3 | |
| Challenger - Columbus | 09/15 16:45 | 45 | [364] Thai-Son Kwiatkowski v Nathan Pasha [142] | 6-7,6-0,6-1 | |
| Challenger - Cary | 09/10 16:00 | 54 | [364] Thai-Son Kwiatkowski v James Duckworth [418] | 6-4,2-6,6-7 | |
| Challenger - Cary | 09/09 17:30 | 46 | [383] Thai-S Kwiatkowski v Petros Chrysochos [478] | 6-1,6-2 | |
| Challenger - Cary | 09/08 23:10 | 45 | Thai-S Kwiatkowski v Mikael Torpegaard | 6-7,7-6,6-2 | |
| Challenger - Chicago | 09/05 19:15 | 25 | [299] Kaichi Uchida v Thai-Son Kwiatkowski [383] | 6-1,6-3 | |
| US Open | 08/23 23:00 | 45 | [268] Mitchell Krueger v Thai-Son Kwiatkowski [379] | 3-6,7-6,7-5 | |
| US Open | 08/22 16:30 | 44 | [379] Thai-Son Kwiatkowski v Sergiy Stakhovsky [138] | 6-4,3-6,6-1 | |
| Challenger - Vancouver | 08/14 21:25 | 25 | [145] Lloyd Harris v Thai-Son Kwiatkowski [376] | 6-3,6-4 |