Stadium: Campo 5 Round: 26 Ground: Clay
| Challenger Francavilla - MD | 2023/05/14 11:30 | Barrientos/Behar v Arends/Tsitsipas | 7-6,3-6,10-6 |
| 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 |
| Challenger Zagrzeb - MD | 2021/05/11 15:50 | Golubev/Nedovyesov v Baez/Wild | 6-1,2-6,10-0 |