Stadium: Court 6 Round: 27 Ground: Hardcourt indoor
| ITF M15 Ithaca | 2023/10/05 13:55 | Perry Gregg v Gabriel Evans | 6-2,7-6 |
| ITF M15 Ithaca | 2023/10/04 14:00 | Shunsuke Mitsui v Perry Gregg | 3-6,6-7 |
| ITF M15 Ithaca | 2023/10/03 14:00 | Perry Gregg v Brett Winters | 6-3,6-0 |
| ITF M15 Ithaca | 2023/10/02 16:30 | Perry Gregg v Bradley Paliska | 7-6,6-2 |
| ITF M15 Champaign | 2023/09/14 17:00 | Liam Draxl v Perry Gregg | 6-2,6-7,7-5 |
| ITF M15 Champaign | 2023/09/13 15:00 | Perry Gregg v Joshua Lapadat | 6-4,4-6,7-6 |
| ITF M25 Champaign | 2023/09/12 16:40 | Pierce Rollins v Perry Gregg | 3-6,6-7 |
| ITF M25 Champaign | 2023/09/11 15:00 | Benito Sanchez Martinez v Perry Gregg | 2-6,3-6 |
| ITF M15 Ithaca | 2023/10/05 15:35 | Aleksa Ciric v Ezekiel Clark | 2-6,3-6 |
| ITF M15 Ithaca | 2023/10/03 19:15 | Mwendwa Mbithi v Ezekiel Clark | 2-6,0-6 |
| Challenger Columbus | 2023/09/17 23:55 | Ezekiel Clark v Alfredo Perez | 4-6,1-6 |
| ITF M15 Champaign | 2023/09/16 15:00 | William Grant v Ezekiel Clark | 4-6,6-2,6-3 |
| ITF M15 Champaign | 2023/09/14 15:00 | Marko Stakusic v Ezekiel Clark | 3-6,4-6 |
| ITF M15 Champaign | 2023/09/13 18:30 | Christopher Bulus v Ezekiel Clark | 4-6,2-6 |
| ITF M25 Decatur | 2023/08/04 14:00 | Hunter Heck v Ezekiel Clark | 6-1,6-0 |
| ITF M25 Decatur | 2023/08/03 19:50 | Samir Banerjee v Ezekiel Clark | 6-4,2-6,2-6 |