Stadium: VOLKSBANK Court Round: 27 Ground: Clay
| ITF M25 Ueberlingen | 2021/08/19 15:05 | Jose Fco. Vidal Azorin v Ryan Harrison | 2-6,3-6 |
| ITF M25 Ueberlingen | 2021/08/17 15:00 | Mariano Kestelboim v Ryan Harrison | 3-6,6-4,2-6 |
| Challenger Cary | 2021/07/18 15:00 | Liam Draxl v Ryan Harrison | 3-6,7-6,6-7 |
| ATP Newport | 2021/07/12 16:00 | Alex Bolt v Ryan Harrison | 6-0,6-7,7-5 |
| ATP Newport | 2021/07/11 16:45 | Ryan Harrison v Christopher Eubanks | 7-6,6-7,7-6 |
| ITF M15 Weston | 2021/07/04 15:00 | Ryan Harrison v Stefan Kozlov | 7-5,3-6,3-6 |
| ITF M15 Weston | 2021/07/03 18:00 | Gerardo L Villasenor v Ryan Harrison | 1-6,4-6 |
| ITF M15 Weston | 2021/07/02 21:10 | Ryan Harrison v Nicolas Mejia | 6-3,6-4 |
| ITF M25 Ueberlingen | 2021/08/19 10:00 | Niklas Schell v Eduard Esteve Lobato | 6-7,1-6 |
| ITF M25 Ueberlingen | 2021/08/18 12:30 | Hendrik Jebens v Eduard Esteve Lobato | 6-7,3-6 |
| ITF M25 Frankfurt am Main | 2021/08/15 10:00 | Yshai Oliel v Eduard Esteve Lobato | 6-7,2-6 |
| ITF M25 Frankfurt am Main | 2021/08/14 09:00 | Oriol Roca Batalla v Eduard Esteve Lobato | 6-3,1-6,5-7 |
| ITF M25 Frankfurt am Main | 2021/08/13 11:45 | Eduard Esteve Lobato v Daniel Cukierman | 6-3,6-2 |
| ITF M25 Frankfurt am Main | 2021/08/12 08:50 | Eduard Esteve Lobato v Alejandro Gomez | 6-3,6-4 |
| ITF M25 Frankfurt am Main | 2021/08/11 09:00 | Eduard Esteve Lobato v Benito Sanchez Martinez | 6-2,6-3 |
| ITF M25 Denia | 2021/07/31 16:00 | Eduard Esteve Lobato v Nick Hardt | 6-7,3-6 |