| UTR Pro Tennis Series Dobrich | 2022/02/26 07:00 | Penev, Ivan v Kahlke, Jannis | 2-6,3-6 |
| UTR Pro Tennis Series Dobrich | 2022/02/25 09:00 | Penev, Ivan v Dimitrov, Martin | 7-5,6-1 |
| UTR Pro Tennis Series Dobrich | 2022/02/24 07:30 | Penev, Ivan v Anthony Genov | 7-6,5-7,7-6 |
| UTR Pro Tennis Series Dobrich | 2022/02/23 10:56 | George Lazarov v Penev, Ivan | 3-6,0-5 |
| UTR Pro Tennis Series Dobrich | 2022/02/22 10:30 | Maciej Rajski v Penev, Ivan | 6-2,6-7,6-3 |
| UTR Pro Tennis Series Hillerod | 2022/02/19 12:00 | Soendergaard, Simon Friis v Penev, Ivan | 6-2,5-3 |
| UTR Pro Tennis Series Hillerod | 2022/02/18 11:00 | Penev, Ivan v Felipe Mikkelsen | 6-4,6-3 |
| UTR Pro Tennis Series Hillerod | 2022/02/16 15:30 | Penev, Ivan v Nikolaj Katic | 6-2,5-4 |
| UTR Pro Tennis Series Bucharest | 2021/12/04 08:00 | Mihnea Petru Zaharia v Ignat, Dragos Constantin | 1-6,4-6 |
| UTR Pro Tennis Series Bucharest | 2021/12/02 11:00 | Mihnea Petru Zaharia v Fetisleam, Edris | 1-6,1-5 |