| ITF M15 Setubal | 10/06 10:45 | 25 | [392] Oscar Jose Gutierrez v Patrik Niklas-Salminen [431] | 2-6,4-6 | |
| ITF M25 Porto | 09/30 16:40 | 25 | Giovanni Fonio v Oscar Jose Gutierrez | 6-4,6-1 | |
| Challenger Forli | 09/19 11:30 | 64 | [388] Oscar J. Gutierrez v Aziz Dougaz [365] | 3-6,7-5,2-6 | |
| ITF M25 Plaisir | 09/15 08:30 | 25 | Oscar Jose Gutierrez v Valentin Royer | 4-6,1-6 | |
| Challenger Monterrey | 03/02 18:40 | 24 | [374] Oscar Jose Gutierrez v Collin Altamirano [377] | 3-6,4-6 | |
| Challenger Morelos | 02/19 02:55 | 24 | [370] Oscar Jose Gutierrez v Thomaz Bellucci [293] | 6-4,3-6,2-6 | |
| ITF M25 Lima | 02/11 16:30 | 25 | Oscar Jose Gutierrez v Nicolas Alberto Arreche | 6-7,6-3,3-6 | |
| ITF M25 Lima | 02/04 14:50 | 25 | [370] Oscar Jose Gutierrez v Matias Zukas [406] | 6-7,3-6 | |
| Challenger Punta del Este | 01/27 17:45 | 24 | [378] Oscar Jose Gutierrez v Mariano Kestelboim [500] | 4-6,6-3,5-7 | |
| Challenger Montevideo | 11/05 16:15 | 24 | [476] Genaro Alberto Olivieri v Oscar Jose Gutierrez [363] | 5-7,6-3,6-4 | |
| Challenger Guayaquil | 10/30 23:15 | 25 | [98] Jaume Munar v Oscar Jose Gutierrez [371] | 6-4,6-2 | |
| Challenger Guayaquil | 10/28 18:15 | 24 | [345] Pedro Sakamoto v Oscar Jose Gutierrez [371] | 6-3,6-7,4-6 | |
| Challenger Lima | 10/23 00:55 | 25 | [369] Oscar Jose Gutierrez v Yannick Hanfmann [187] | 3-6,3-6 | |
| Challenger Lima | 10/22 01:25 | 24 | [356] Nicolas Alvarez v Oscar Jose Gutierrez [369] | 3-6,3-6 | |
| Challenger Santo Domingo | 10/10 19:00 | 26 | [106] Thiago Monteiro v Oscar Jose Gutierrez [390] | 6-3,7-5 | |
| Challenger Santo Domingo | 10/08 22:55 | 25 | [390] Oscar Jose Gutierrez v Pedja Krstin [199] | 7-5,6-4 | |
| Challenger Santo Domingo | 10/07 23:10 | 24 | [390] Oscar Jose Gutierrez v Gastao Elias [360] | Retired | |
| Challenger Campinas | 09/30 18:05 | 24 | [394] Oscar Jose Gutierrez v Juan P Varillas [332] | 2-6,2-6 | |
| Challenger Buenos Aires | 09/23 15:10 | 24 | [491] Genaro A Olivieri v Oscar Jose Gutierrez [392] | 6-4,6-4 | |
| Challenger Biella | 09/18 08:00 | 25 | [203] Tommy Robredo v Oscar Jose Gutierrez [395] | 6-0,6-1 | |
| Challenger Biella | 09/17 08:00 | 24 | [357] Gianluigi Quinzi v Oscar Jose Gutierrez [395] | 2-6,6-1,3-6 | |
| Challenger Szczecin | 09/09 14:30 | 24 | [368] Oscar Jose Gutierrez v Jan Satral [454] | 6-7,3-6 | |
| ITF M25 Donostia-San-Sebastian | 09/01 10:30 | 29 | [458] Oscar Jose Gutierrez v Javier Barranco Cosano [276] | 5-7,0-6 | |
| ITF M25 Donostia-San-Sebastian | 08/31 11:20 | 28 | [458] Oscar Jose Gutierrez v Orlando Luz [389] | 6-2,6-3 | |
| ITF M25 Donostia-San-Sebastian | 08/30 10:35 | 27 | [252] Jose Hernandez-Fernandez v Oscar Jose Gutierrez [458] | 3-6,4-6 | |
| ITF M25 Donostia-San-Sebastian | 08/29 16:00 | 26 | [458] Oscar Jose Gutierrez v Eduard Esteve Lobato [406] | Retired | |
| ITF M25 Donostia-San-Sebastian | 08/28 11:30 | 25 | Oscar Jose Gutierrez v Alexis Musialek | 7-5,6-4 | |
| ITF M25 Santander | 08/25 09:00 | 29 | [500] Oscar Jose Gutierrez v Orlando Luz [390] | 6-4,6-1 | |
| ITF M25 Santander | 08/24 10:00 | 28 | Imanol L Morillo v Oscar Jose Gutierrez | 3-6,2-6 | |
| ITF M25 Santander | 08/23 12:30 | 27 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-4,6-2 |