Estadio: Court 3 Round: 14 Ground: Hardcourt outdoor
| ITF M15 Champaign | 2021/06/26 15:00 | Jason Kubler v Gage Brymer | 6-0,6-3 |
| ITF M15 Champaign | 2021/06/25 16:55 | Kweisi Kenyatte v Gage Brymer | 2-6,4-6 |
| ITF M15 Champaign | 2021/06/24 20:25 | Dane Sweeny v Gage Brymer | 6-7,6-7 |
| ITF M15 Champaign | 2021/06/23 16:50 | Gage Brymer v Sho Shimabukuro | 3-6,6-2,6-1 |
| ITF M25 Tulsa | 2021/06/18 14:00 | Gage Brymer v Sam Riffice | 0-6,6-7 |
| ITF M25 Tulsa | 2021/06/17 13:55 | Gonzalo Villanueva v Gage Brymer | 4-6,3-6 |
| ITF M25 Tulsa | 2021/06/16 14:00 | Kiranpal Pannu v Gage Brymer | 6-4,5-7,1-6 |
| ITF M25 Tulsa | 2021/06/15 14:00 | Gage Brymer v Nicolas Barrientos | 5-7,5-7 |
| ITF M25 Klosters | 2021/06/23 07:00 | Alex Rybakov v Leandro Riedi | 6-3,6-7,2-6 |
| Challenger de Prostejov | 2021/06/15 11:05 | Blaz Rola v Alex Rybakov | 6-1,7-5 |
| Challenger de Prostejov | 2021/06/14 08:30 | Alex Rybakov v Jeroen Vanneste | 7-6,7-6 |
| Challenger de Prostejov | 2021/06/13 09:00 | Uladzimir Ignatik v Alex Rybakov | 4-6,5-7 |
| ITF M15 Skopje | 2021/06/03 09:30 | Ryan Nijboer v Alex Rybakov | 2-6,7-6,6-4 |
| ITF M15 Skopje | 2021/06/02 08:00 | Kalin Ivanovski v Alex Rybakov | 2-6,2-6 |
| ITF M25 Most | 2021/05/29 08:30 | Dalibor Svrcina v Alex Rybakov | 6-2,6-2 |
| ITF M25 Most | 2021/05/28 08:30 | Daniel Michalski v Alex Rybakov | 4-6,4-6 |