Stadium: Court 1 Round: 26 Ground: Clay
| 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 |