Stadium: Indoor 2 Round: 14 Ground: Hardcourt outdoor
| Challenger - Trieste | 2022/07/17 13:00 | Luca Van Assche v Petros Tsitsipas | 6-0,6-1 |
| Challenger - Iasi | 2022/07/10 15:00 | Oleg Prihodko v Petros Tsitsipas | 7-6,6-1 |
| ITF - M25 Bourg-en-Bresse | 2022/06/29 09:45 | Kai Wehnelt v Petros Tsitsipas | 6-3,6-1 |
| ITF - M25 Grasse | 2022/06/12 14:35 | Petros Tsitsipas v Thibaut Gadilhe | 6-2,6-2 |
| Challenger Shymkent | 2022/05/16 06:50 | Ivan Gakhov v Petros Tsitsipas | 6-1,7-5 |
| Challenger Shymkent | 2022/05/15 04:00 | Mykhailo Mossur v Petros Tsitsipas | 2-6,4-6 |
| Challenger Shymkent | 2022/05/08 05:00 | Petros Tsitsipas v Evan Zhu | 1-6,1-6 |
| ITF - M25 Angers | 2022/04/20 09:35 | Oscar Jose Gutierrez v Petros Tsitsipas | 5-7,7-6,6-0 |
| ITF - M25 Champaign | 2022/07/21 17:00 | Ryan Harrison v Stefan Dostanic | 6-3,3-6,2-6 |
| ITF - M25 Champaign | 2022/07/20 21:55 | Ryan Harrison v James Trotter | 4-6,7-6,6-4 |
| Challenger - Rome GA | 2022/07/10 21:05 | Juncheng Shang v Ryan Harrison | 7-5,7-5 |
| ATP - Houston | 2022/04/03 16:00 | Ryan Harrison v Christian Harrison | 7-5,4-6,4-6 |
| ATP - Houston | 2022/04/02 18:50 | Bjorn Fratangelo v Ryan Harrison | 4-6,3-6 |
| Challenger - Monterrey | 2022/03/08 21:25 | Prajnesh Gunneswaran v Ryan Harrison | 6-3,6-4 |
| ITF - M15 Naples | 2022/02/24 18:35 | Ryan Harrison v Sekou Bangoura | 6-3,6-4 |
| ITF - M15 Naples | 2022/02/23 19:05 | Ryan Harrison v Murkel Dellien | 6-4,4-6,7-6 |