| ITF M25 - Harlingen | 10/25 16:00 | 25 | Giulio Perego v Trey Hilderbrand | 4-6,0-6 | |
| ITF M15 - Las Vegas | 10/18 19:45 | 25 | [362] Trey Hilderbrand v Johannus Monday [220] | 2-6,6-7 | |
| ITF M25 - Las Vegas | 10/17 13:00 | 54 | Guy Orly Iradukunda v Trey Hilderbrand | 1-6,4-6 | |
| ITF M25 - Las Vegas | 10/16 13:00 | 54 | Taiyo Hirano v Trey Hilderbrand | 3-6,4-6 | |
| UTR Pro - Florida | 10/07 16:30 | - | Joao Graca v Trey Hilderbrand | 4-6,6-0,6-3 | |
| UTR Pro - Florida | 10/05 18:37 | - | Trey Hilderbrand v Andrew Delgado | 1-6,7-5,6-1 | |
| UTR Pro - Florida | 10/04 16:30 | - | Trey Hilderbrand v Gerard Escandell | 6-1,6-0 | |
| UTR Pro - Florida | 10/03 16:30 | - | Trey Hilderbrand v Emmett Ward | 6-3,6-1 | |
| UTR Pro - Florida | 10/02 18:00 | - | Trey Hilderbrand v Kurt Miller | 6-3,3-6,6-3 | |
| ITF M25 - Setubal | 09/20 09:00 | 25 | [369] Aidan Mchugh v Trey Hilderbrand [373] | 6-1,6-3 | |
| ITF M25 - Setubal | 09/19 10:30 | 62 | Trey Hilderbrand v Alfredo Casso | 6-3,6-3 | |
| ITF M25 - Setubal | 09/18 09:00 | 62 | Trey Hilderbrand v David Munoz | 6-3,6-0 | |
| ITF M25 - Sintra | 09/13 09:00 | 25 | [374] Trey Hilderbrand v Duarte Vale [393] | 4-6,3-6 | |
| ITF M25 - Sintra | 09/08 09:25 | 27 | [373] Trey Hilderbrand v Jaime Faria [261] | 2-6,3-6 | |
| ITF M25 - Sintra | 09/07 10:00 | 26 | Trey Hilderbrand v Leopold Zima | 6-1,3-6,6-4 | |
| ITF M25 - Sintra | 09/06 15:30 | 25 | [265] Goncalo Oliveira v Trey Hilderbrand [373] | Retired | |
| ITF M25 - Sintra | 09/06 08:30 | 62 | Trey Hilderbrand v Fred Simonsson | 6-4,6-0 | |
| ITF M25 - Edwardsville | 07/24 14:00 | 54 | Trey Hilderbrand v Pierce Rollins | Retired | |
| ITF M25 - Champaign | 07/19 20:55 | 25 | Trey Hilderbrand v Alexander Petrov | 3-6,6-7 | |
| ITF M25 - Champaign | 07/18 14:55 | 54 | Trey Hilderbrand v Jonah Braswell | 7-6,6-4 | |
| ITF M25 - Dallas | 07/11 21:10 | 25 | Kareem Al Allaf v Trey Hilderbrand | 6-7,6-4,6-1 | |
| ITF M25 - Netanya | 06/28 06:30 | 25 | Ofek Shimanov v Trey Hilderbrand | 4-6,7-5,6-3 | |
| ITF M25 - Netanya | 06/27 08:10 | 44 | Trey Hilderbrand v Mark Neyelov | 6-3,6-3 | |
| ITF M25 - Netanya | 06/26 09:35 | 44 | Trey Hilderbrand v Max Flaherty | 6-1,6-2 | |
| ITF M25 - Netanya | 06/23 07:00 | 27 | Fons Van Sambeek v Trey Hilderbrand | 6-1,6-2 | |
| ITF M25 - Netanya | 06/22 07:00 | 26 | [467] Trey Hilderbrand v Kris Van Wyk [446] | 6-4,6-4 | |
| ITF M25 - Netanya | 06/21 10:45 | 25 | Maxim Shin v Trey Hilderbrand | 3-6,2-6 | |
| ITF M25 - Netanya | 06/20 08:20 | 44 | Trey Hilderbrand v Fons Van Sambeek | 4-6,6-3,10-4 | |
| ITF M25 - Netanya | 06/19 10:10 | 44 | Trey Hilderbrand v Eyal Shumilov | 7-5,6-4 | |
| ITF M15 - Rancho Santa Fe | 05/29 17:30 | 54 | Trey Hilderbrand v ZhengQing Ji | 6-4,3-6,4-10 |