| ITF Brazil F6 | 10/23 13:00 | - | Oscar Jose Gutierrez v Ignacio Monzon | View | |
| ITF Brazil F5 | 10/19 13:00 | - | [389] Oscar Jose Gutierrez v Rafael Matos [343] | 3-6,6-7 | |
| ITF Brazil F5 | 10/18 13:00 | - | Oscar Jose Gutierrez v Carlos Eduardo Severino | 6-3,6-1 | |
| ITF Brazil F5 | 10/15 22:00 | - | Oscar Jose Gutierrez v Ignacio Carou | 6-4,7-5 | |
| Challenger Campinas | 10/01 13:00 | - | Oscar Jose Gutierrez v Nicolas Alvarez | 3-6,5-7 | |
| Challenger Campinas | 09/30 13:00 | - | [391] Oscar Jose Gutierrez v Tomas Lipovsek Puches [236] | 6-7,6-3,6-2 | |
| Challenger Biella | 09/18 10:30 | - | [180] Matteo Donati v Oscar Jose Gutierrez [398] | 6-3,6-3 | |
| Challenger Biella | 09/17 10:00 | - | [451] Jan Satral v Oscar Jose Gutierrez [398] | 6-2,6-2 | |
| Challenger Biella | 09/16 12:00 | - | Francesco Paschetto v Oscar Jose Gutierrez | 3-6,0-6 | |
| Challenger Biella | 09/15 12:00 | - | Jannik Sinner v Oscar Jose Gutierrez | 6-4,4-6,6-7 | |
| ITF Italy F27 | 09/14 10:00 | - | [413] Oscar Jose Gutierrez v Marco Bortolotti [296] | 3-6,1-6 | |
| ITF Italy F27 | 09/12 16:45 | - | Oscar Jose Gutierrez v Enrico Dalla Valle | 6-1,6-2 | |
| ITF Italy F27 | 09/11 12:00 | - | Oscar Jose Gutierrez v Francois-Arthur Vibert | 7-6,2-6,6-2 | |
| ITF Italy F26 | 09/07 11:15 | - | [474] Gijs Brouwer v Oscar Jose Gutierrez [412] | 6-4,6-4 | |
| ITF Italy F26 | 09/06 10:35 | - | [399] Karim-Mohamed Maamoun v Oscar Jose Gutierrez [412] | Retired | |
| ITF Italy F26 | 09/05 08:00 | - | Johannes Bangratz v Oscar Jose Gutierrez | 4-6,1-6 | |
| ITF Italy F26 | 09/03 08:30 | - | Federico Arnaboldi v Oscar Jose Gutierrez | 2-6,3-6 | |
| ITF Hungary F7 | 08/30 08:30 | - | Oscar Jose Gutierrez v Alexander Erler | 4-6,4-6 | |
| ITF Hungary F7 | 08/28 08:30 | - | Oscar Jose Gutierrez v Domen Gostincar | 6-3,6-2 | |
| ITF Ecuador F2 | 08/04 16:00 | - | Oscar Jose Gutierrez v Emilio Gomez | 6-4,5-7,4-6 | |
| ITF Ecuador F2 | 08/03 18:20 | - | [421] Oscar Jose Gutierrez v Bernardo Saraiva [258] | 4-6,6-4,6-3 | |
| ITF Ecuador F2 | 08/02 17:25 | - | Oscar Jose Gutierrez v Facundo Juarez | 6-1,6-3 | |
| ITF Ecuador F2 | 08/01 15:00 | - | Oscar Jose Gutierrez v Julian Gimenez | 6-1,6-0 | |
| ITF Ecuador F2 | 07/30 22:30 | - | Oscar Jose Gutierrez v Daniel Mora | 6-2,6-1 | |
| ITF Ecuador F1 | 07/24 15:00 | - | Oscar Jose Gutierrez v Joao Hinsching | 3-6,6-7 | |
| ITF Czech Republic F5 | 07/05 09:55 | - | [431] Oscar Jose Gutierrez v David Poljak [499] | 4-6,1-6 | |
| ITF Czech Republic F5 | 07/04 09:55 | - | [431] Oscar Jose Gutierrez v Robin Stanek [477] | 6-2,6-4 | |
| ITF Czech Republic F5 | 07/02 11:30 | - | Oscar Jose Gutierrez v Petr Michnev | 6-3,6-2 | |
| ITF Czech Republic F4 | 06/26 08:00 | - | Jan Mertl v Oscar Jose Gutierrez | 7-6,6-3 | |
| ITF Hungary F5 | 06/21 08:00 | - | [455] Oscar Jose Gutierrez v Bruno Sant'anna [466] | Retired |