| ITF M25 Doboj | 05/15 07:00 | 25 | Botic Van De Zandschulp v Oscar Jose Gutierrez | 6-3,6-7,6-2 | |
| ITF M15 Troisdorf | 05/10 11:30 | 28 | Jeroen Vanneste v Oscar Jose Gutierrez | 7-6,6-3 | |
| ITF M15 Troisdorf | 05/09 10:15 | 27 | Oscar Jose Gutierrez v Michael Geerts | 5-7,6-3,6-3 | |
| ITF M15 Troisdorf | 05/08 10:30 | 26 | Lucas Gerch v Oscar Jose Gutierrez | 3-6,2-6 | |
| ITF M15 Troisdorf | 05/07 09:15 | 25 | Oscar Jose Gutierrez v Dominik Boehler | 6-1,6-4 | |
| ITF M15 Quinta Do Lago | 03/23 10:30 | 28 | Evan Hoyt v Oscar Jose Gutierrez | 7-6,6-4 | |
| ITF M15 Quinta Do Lago | 03/22 12:00 | 27 | Sadio Doumbia v Oscar Jose Gutierrez | 0-6,1-6 | |
| ITF M15 Quinta Do Lago | 03/21 10:00 | 26 | Oscar Jose Gutierrez v Orlando Luz | 6-3,0-6,6-3 | |
| ITF M15 Quinta Do Lago | 03/19 10:00 | 25 | Henry Craig v Oscar Jose Gutierrez | 3-6,6-7 | |
| ITF M15 Portimao | 03/12 13:25 | 25 | Dragos Dima v Oscar Jose Gutierrez | 6-1,6-2 | |
| ITF M15 Loule | 03/06 17:20 | 25 | Oscar Jose Gutierrez v Jonas Forejtek | 1-6,2-6 | |
| ITF M15 Faro | 03/02 12:30 | 28 | Oscar Jose Gutierrez v Sandro Ehrat | 3-6,3-6 | |
| ITF M15 Faro | 03/01 10:30 | 27 | Oscar Jose Gutierrez v Mateo Nicolas Martinez | 6-4,7-5 | |
| ITF M15 Faro | 02/28 10:00 | 26 | Giovanni Fonio v Oscar Jose Gutierrez | 4-6,3-6 | |
| ITF M15 Faro | 02/27 11:00 | 25 | Oscar Jose Gutierrez v Tomas Martin Etcheverry | 3-6,6-4,6-2 | |
| ITF M15 Faro | 02/26 11:50 | 45 | Oscar Jose Gutierrez v Paul Cayre | 6-3,6-0 | |
| ITF M15 Faro | 02/25 14:50 | 45 | Oscar Jose Gutierrez v Pedro Araujo | 6-2,6-2 | |
| Challenger Punta del Este | 01/21 21:00 | 24 | Gonzalo Lama v Oscar Jose Gutierrez | 7-6,6-2 | |
| ITF Dominican Republic F3 | 12/14 15:00 | 28 | Oscar J. Gutierrez v Nick Hardt | 2-6,2-6 | |
| ITF Dominican Republic F3 | 12/13 17:10 | 27 | Oscar J. Gutierrez v Maksim Tikhomirov | 6-3,6-3 | |
| ITF Dominican Republic F3 | 12/12 15:55 | 26 | Oscar J. Gutierrez v Joao Hinsching | 6-3,6-3 | |
| ITF Dominican Republic F3 | 12/11 18:20 | 25 | Oscar J. Gutierrez v Alex Blumenberg | 6-4,6-3 | |
| ITF Dominican Republic F2 | 12/03 14:30 | 25 | [461] Alec Adamson v Oscar Jose Gutierrez [386] | 6-4,3-6,7-5 | |
| ITF Dominican Republic F1 | 11/30 14:00 | 28 | [326] Baptiste Crepatte v Oscar Jose Gutierrez [390] | 6-4,4-6,7-5 | |
| ITF Dominican Republic F1 | 11/29 13:30 | 27 | Oscar Jose Gutierrez v Ricardo Rodriguez | 6-4,6-4 | |
| ITF Dominican Republic F1 | 11/28 15:30 | 26 | Oscar Jose Gutierrez v Milen Ianakiev | 4-6,6-3,6-4 | |
| ITF Dominican Republic F1 | 11/26 14:30 | 25 | Oscar Jose Gutierrez v Alejandro Mendoza | 6-3,6-2 | |
| ITF Brazil F8 | 11/09 14:30 | 27 | [388] Oscar Jose Gutierrez v Rafael Matos [326] | 6-4,4-6,2-6 | |
| ITF Brazil F8 | 11/07 21:40 | 26 | Oscar Jose Gutierrez v Rafael M Da Silva | 6-1,6-2 | |
| ITF Brazil F8 | 11/06 17:55 | 25 | Oscar Jose Gutierrez v Fermin Tenti | 4-6,6-4,7-6 |