Stadium: Center Court Round: 29 Ground: Clay
| Challenger Francavilla MD | 2023/05/12 15:00 | Barrientos/Behar v Margaroli/Raja | 6-3,6-4 |
| Challenger Francavilla MD | 2023/05/12 11:00 | Barrientos/Behar v Matuszewski/Wehnelt | 4-6,6-1,10-5 |
| Challenger Francavilla MD | 2023/05/11 14:55 | Barrientos/Behar v Cukierman/Moreno De Alboran | 6-4,6-2 |
| Challenger Cagliari MD | 2023/05/03 11:20 | Barrientos/Behar v Frantzen/Jebens | 6-7,5-7 |
| ATP Banja Luka MD | 2023/04/17 13:05 | Barrientos/Behar v Goransson/Mclachlan | 6-7,2-6 |
| Challenger Madrid MD | 2023/04/13 12:40 | Barrientos/Behar v Luz/Zormann | 7-6,2-6,6-10 |
| Challenger Madrid MD | 2023/04/11 16:05 | Barrientos/Behar v Nam/Song | 7-6,3-6,10-3 |
| ATP Estoril MD | 2023/04/04 12:20 | Barrientos/Behar v Albot/Cornea | 5-7,6-4,7-10 |
| Challenger Francavilla MD | 2023/05/12 16:35 | Arribage/Sanchez v Arends/Tsitsipas | 4-6,4-6 |
| Challenger Francavilla MD | 2023/05/12 14:20 | Romboli/Travaglia v Arends/Tsitsipas | 6-4,1-6,6-10 |
| Challenger Cagliari MD | 2023/05/05 21:15 | Erler/Miedler v Arends/Tsitsipas | 7-6,7-6 |
| Challenger Cagliari MD | 2023/05/03 15:30 | Giannessi/Pellegrino v Arends/Tsitsipas | 4-6,4-6 |
| Challenger Oeiras MD | 2023/04/22 10:45 | Cornea/Skugor v Arends/Tsitsipas | 6-3,6-2 |
| Challenger Oeiras MD | 2023/04/20 10:00 | Arends/Tsitsipas v Drzewiecki/Walkow | 6-3,7-6 |
| Challenger Oeiras MD | 2023/04/19 11:00 | Arends/Tsitsipas v Prashanth/Sitak | 6-4,3-6,10-6 |