| ITF Italy F16 | 06/06 14:25 | 25 | Jacopo Stefanini v Francesco Vilardo | 6-1,7-6 | |
| ITF Italy F14 | 05/24 11:00 | 26 | Jacopo Stefanini v Alen Avidzba | 5-7,2-6 | |
| ITF Italy F14 | 05/22 16:15 | 25 | Ryusei Makiguchi v Jacopo Stefanini | 3-6,0-6 | |
| ITF Italy F13 | 05/17 10:00 | 26 | Enrico Dalla Valle v Jacopo Stefanini | 2-6,6-4,6-4 | |
| ITF Italy F13 | 05/15 10:00 | 25 | Antonio Massara v Jacopo Stefanini | 5-7,6-3,6-7 | |
| ITF Tunisia F16 | 04/27 11:05 | 26 | [474] Jacopo Stefanini v Benjamin Bonzi [334] | 4-6,4-6 | |
| ITF Tunisia F16 | 04/26 09:00 | 25 | Jurij Rodionov v Jacopo Stefanini | 1-6,7-6,2-6 | |
| ITF Italy F9 | 04/18 15:20 | 25 | [468] Jacopo Stefanini v Salvatore Caruso [218] | 4-6,6-4,2-6 | |
| ITF Italy F9 Qual | 04/17 17:45 | 44 | Jacopo Stefanini v Alexei Popyrin | 4-6,6-4,6-2 | |
| ITF Italy F9 Qual | 04/16 13:00 | 44 | Jacopo Stefanini v Gabriele Moghini | 6-2,6-3 | |
| ITF Italy F7 | 04/04 13:20 | 25 | Jacopo Stefanini v Omar Giacalone | 4-6,2-6 | |
| ITF Italy F6 | 03/27 11:50 | 25 | Jacopo Stefanini v Juan Pablo Paz | 0-6,4-6 | |
| ITF Italy F5 | 03/23 11:40 | 27 | [174] Marco Cecchinato v Jacopo Stefanini [468] | 6-3,6-0 | |
| ITF Italy F5 | 03/22 14:05 | 26 | [468] Jacopo Stefanini v Salvatore Caruso [237] | 6-3,6-2 | |
| ITF Italy F5 | 03/21 12:45 | 25 | Jacopo Stefanini v Antonio Zucca | 6-0,6-4 | |
| ITF Croatia F1 | 03/09 09:00 | 26 | Vasile Antonescu v Jacopo Stefanini | 6-2,7-5 | |
| ITF Croatia F1 | 03/08 09:00 | 25 | [451] Jacopo Stefanini v Kaichi Uchida [488] | 6-3,6-2 | |
| ITF Italy F37 | 11/12 09:00 | 27 | Matteo Viola v Jacopo Stefanini | 6-1,6-0 | |
| ITF Italy F37 | 11/10 08:00 | 26 | Wilson Leite v Jacopo Stefanini | 1-6,1-6 | |
| ITF Italy F37 | 11/09 08:25 | 25 | Giulio Zeppieri v Jacopo Stefanini | 1-6,3-6 | |
| ITF Italy F36 | 11/01 08:30 | 25 | Giovanni Rizzuti v Jacopo Stefanini | 7-5,4-6,6-2 | |
| ITF Italy F34 | 10/19 08:30 | 26 | Gianluca Di Nicola v Jacopo Stefanini | 3-6,7-6,6-4 | |
| ITF Italy F34 | 10/18 10:10 | 25 | Jacopo Stefanini v Petru-Alexandru Luncanu | 6-3,6-2 | |
| ITF Italy F33 | 10/11 11:05 | 25 | Jacopo Stefanini v Daniel Altmaier | 2-6,6-7 | |
| ITF Italy F32 | 10/05 07:30 | 26 | Yannick Maden v Jacopo Stefanini | 6-3,6-0 | |
| ITF Italy F32 | 10/04 07:30 | 25 | Jacopo Stefanini v Umberto Maria Giovannini | 6-2,6-0 | |
| Challenger Rome 2 Qual | 09/25 11:30 | 54 | Jacopo Stefanini v Mikael Ymer | 2-6,3-6 | |
| Challenger Rome 2 Qual | 09/24 13:30 | 46 | Cristian Rodriguez v Jacopo Stefanini | 2-6,3-6 | |
| Challenger Rome 2 Qual | 09/24 10:00 | 45 | Jacopo Stefanini v Luigi Sorrentino | 6-0,2-6,6-4 | |
| ITF Italy F29 | 09/17 08:30 | 29 | Jacopo Stefanini v Gabriel Alejandro Hidalgo | 6-2,6-2 |