| ITF Brazil F2 | 04/29 17:30 | 44 | Aaron Schmid v Gustavo De O Cruz | 6-3,7-6 | |
| ITF Brazil F2 | 04/28 17:30 | 44 | Pedro Gabriel Rodrigues v Gustavo De O Cruz | 3-6,1-6 | |
| ITF Brazil F1 | 04/23 13:00 | 44 | Augusto Laranja v Gustavo De O Cruz | 6-2,6-4 | |
| ITF Brazil F1 | 04/22 15:30 | 44 | Gustavo De O Cruz v Igor Sao Thiago | 6-4,5-7,6-1 | |
| ITF Brazil F1 | 04/21 16:00 | 44 | Gustavo De O Cruz v Felipe Muzzi | 6-0,6-1 | |
| ITF Brazil F4 | 11/27 17:00 | 25 | Orlando Luz v Gustavo De O Cruz | 6-4,6-2 | |
| ITF USA F34 Qual | 10/15 15:00 | 62 | Gustavo De O Cruz v Strong Kirchheimer | 3-6,3-6 | |
| ITF USA F33 Qual | 10/08 15:00 | 62 | Gustavo De O Cruz v Thibault Cancel | 4-6,3-6 | |
| ITF USA F33 Qual | 10/07 16:30 | 62 | Gustavo De O Cruz v Varun Jayaram | 6-1,6-3 | |
| ITF USA F32 | 09/23 19:30 | 60 | Aleksandre Bakshi v Gustavo De O Cruz | 6-2,6-2 | |
| ITF USA F31 | 09/15 17:00 | 60 | Gustavo De O Cruz v Ku Keon Kang | 3-6,6-4,2-6 | |
| ITF USA F30 | 09/09 16:00 | 60 | Strong Kirchheimer v Gustavo De O Cruz | 6-3,6-4 | |
| ITF Turkey F13 | 04/02 07:30 | 44 | Juan Ignacio Ameal v Gustavo De O Cruz | 6-2,1-6,7-5 | |
| ITF Turkey F13 | 04/01 07:00 | 44 | Arvid Nordquist v Gustavo De O Cruz | 4-6,2-6 | |
| ITF Turkey F12 | 03/26 07:00 | 44 | Gustavo De O Cruz v Federico Maccari | 1-6,6-7 | |
| ITF Turkey F11 | 03/18 07:00 | 62 | Federico Maccari v Gustavo De O Cruz | 6-3,3-6,6-3 | |
| ITF Turkey F10 | 03/13 07:00 | 62 | Gustavo De O Cruz v Juan Ignacio Ameal | 4-6,7-5,0-6 | |
| ITF Turkey F10 | 03/11 07:00 | 62 | Gustavo De O Cruz v Nenad Vladusic | 3-6,6-3,6-4 | |
| ITF Turkey F13 | 03/05 07:00 | 62 | Gustavo De O Cruz v Yan Sabanin | 3-6,4-6 | |
| ITF Turkey F13 | 03/04 07:00 | 62 | Gustavo De O Cruz v Kerim Han Bilgin | 6-3,4-6,6-1 | |
| ITF Turkey F8 | 02/25 08:30 | 62 | Gustavo De O Cruz v Maksim Tikhomirov | 4-6,2-6 | |
| ITF Chile F7 | 12/13 15:55 | 25 | Gustavo De O Cruz v Cristobal S-Corvalan | 5-7,1-6 | |
| ITF Chile F5 | 12/12 14:00 | 44 | Leonardo Aboian v Gustavo De O Cruz | 5-7,4-6 | |
| ITF Chile F6 | 12/04 15:00 | 62 | Leonardo Aboian v Gustavo De O Cruz | 6-3,6-4 | |
| ITF Chile F6 | 12/03 14:00 | 62 | Nikolas Papic v Gustavo De O Cruz | 2-6,1-6 | |
| ITF Chile F5 | 11/27 16:00 | 44 | Gustavo De O Cruz v Santiago Besada | 3-6,1-6 | |
| ITF Bolivia F3 | 11/22 21:20 | 25 | Fabrizio Ornago v Gustavo De O Cruz | 7-6,6-0 | |
| ITF Bolivia F3 Qual | 11/20 14:00 | 62 | Gustavo De O Cruz v Alan Postay | 6-4,6-2 | |
| ITF Bolivia F2 Qual | 11/13 14:00 | 62 | Gustavo De O Cruz v Nicolas Bacella | 3-6,6-3,3-6 | |
| ITF Bolivia F1 | 11/06 16:30 | 62 | Gustavo De O Cruz v Javier Gonzalez | 4-6,6-7 |