| ITF Portugal F15 | 08/06 12:00 | 44 | Alawadhi, Abdulrahman v Da Silva, Gabriel Ciro | 2-6,1-6 | |
| ITF Portugal F15 | 08/05 10:00 | 44 | Contzen, Julian v Da Silva, Gabriel Ciro | 4-6,1-6 | |
| ITF Portugal F14 Qual | 07/30 15:00 | 44 | Fornell-Mestres, Marc v Da Silva, Gabriel Ciro | 6-2,7-5 | |
| ITF Portugal F14 Qual | 07/29 11:30 | 44 | Da Silva, Gabriel Ciro v Varney, Jackson | 6-4,6-2 | |
| ITF Portugal F13 | 07/27 17:10 | 26 | Da Silva, Gabriel Ciro v Artunedo Martinav. | 0-6,3-6 | |
| ITF Portugal F13 | 07/25 10:55 | 25 | Hernando Ruano, Jorge v Da Silva, Gabriel Ciro | 6-3,6-7,6-7 | |
| ITF Portugal F12 | 07/15 08:00 | 62 | Da Silva, Gabriel Ciro v Rodrigues, Pedro Gabriel | 6-7,6-1,1-6 | |
| ITF Portugal F11 Qual | 07/08 09:00 | 54 | Perez Sanz, David v Da Silva, Gabriel Ciro | 6-4,6-4 | |
| ITF Portugal F10 | 07/03 10:00 | 62 | Syromolotov Netrebin, Yuri v Da Silva, Gabriel Ciro | 7-6,7-5 | |
| ITF Portugal F9 | 06/24 10:30 | 62 | Da Silva, Gabriel Ciro v Emil Ruusuvuori | 1-6,4-6 | |
| ITF Portugal F8 Qual | 06/17 08:00 | 62 | Leote Prata, Martim v Da Silva, Gabriel Ciro | 6-2,6-2 | |
| ITF USA F6 | 01/29 18:30 | 60 | Merino, Alexander v Da Silva, Gabriel Ciro | 7-6,6-0 | |
| ITF USA F6 | 01/27 21:30 | 60 | Joseph Corse v Da Silva, Gabriel Ciro | 1-6,0-6 | |
| ITF USA F5 | 01/22 15:30 | 60 | Da Silva, Gabriel Ciro v de Paula, Fabiano | 3-6,1-6 | |
| ITF USA F5 | 01/20 21:00 | 60 | Oljaca, Mark v Da Silva, Gabriel Ciro | 5-7,4-6 | |
| ITF USA F4 | 01/15 19:30 | 60 | Kirkov, Vasil v Da Silva, Gabriel Ciro | 4-6,6-1,6-1 | |
| ITF USA F4 | 01/14 16:00 | 60 | Da Silva, Gabriel Ciro v Zbroja, Piotr | 7-6,6-7,6-3 | |
| ITF Brazil F4 Qual | 07/16 12:00 | 44 | Nery Junior, Osni v Da Silva, Gabriel Ciro | 7-6,6-3 | |
| ITF Brazil F3 | 07/11 12:00 | 62 | Vilaro, Alejo v Da Silva, Gabriel Ciro | 6-7,6-2,6-0 | |
| ITF Brazil F3 | 07/10 12:00 | 62 | Reami Da Cunha, Leonardo v Da Silva, Gabriel Ciro | 3-6,0-6 | |
| ITF Brazil F2 | 07/02 14:30 | 62 | Romboli, Fernando v Da Silva, Gabriel Ciro | 7-6,6-2 | |
| ITF Brazil F9 | 11/15 14:30 | 62 | Ribeiro Marcondes, Igor v Da Silva, Gabriel Ciro | 6-3,6-1 |