| ITF M25 Santander | 08/26 09:00 | 26 | Andrey Chepelev v Oscar Jose Gutierrez | 3-6,5-7 | |
| ITF M25 Santander | 08/24 10:15 | 25 | Kuzey Cekirge v Oscar Jose Gutierrez | 7-5,2-6,1-6 | |
| ITF M25 Muttenz | 08/20 11:00 | 27 | Jerome Kym v Oscar Jose Gutierrez | 4-6,6-2,6-3 | |
| ITF M25 Muttenz | 08/19 10:35 | 26 | [331] Luca Castelnuovo v Oscar Jose Gutierrez [428] | 1-6,2-6 | |
| ITF M25 Muttenz | 08/17 14:10 | 25 | [448] Mateus Alves v Oscar Jose Gutierrez [428] | 3-6,6-2,1-6 | |
| Challenger San Marino | 08/08 12:50 | 14 | [311] Orlando Luz v Oscar Jose Gutierrez [427] | 7-5,6-3 | |
| ITF M25 Bolzano | 08/03 18:35 | 25 | Arthur Reymond v Oscar Jose Gutierrez | 6-4,3-6,6-2 | |
| Challenger Tampere | 07/19 09:00 | 19 | [327] Geoffrey Blancaneaux v Oscar Jose Gutierrez [419] | 6-4,6-2 | |
| Challenger Tampere | 07/18 08:00 | 14 | Roni Rikkonen v Oscar Jose Gutierrez | 2-6,5-7 | |
| ATP Bastad | 07/11 09:00 | 14 | [109] Arthur Rinderknech v Oscar Jose Gutierrez [420] | 6-4,7-5 | |
| ITF M25 Velenje | 07/08 09:45 | 26 | Oscar Jose Gutierrez v Peter Goldsteiner | 6-7,6-3,4-6 | |
| ITF M25 Velenje | 07/07 08:00 | 25 | Oscar Jose Gutierrez v Constantin B Kouzmine | 4-6,6-3,6-4 | |
| ITF M25 Wroclaw | 07/03 09:00 | 28 | [318] Orlando Luz v Oscar Jose Gutierrez [420] | 6-2,6-4 | |
| ITF M25 Wroclaw | 07/02 09:00 | 27 | [374] Vladyslav Orlov v Oscar Jose Gutierrez [420] | 1-6,1-6 | |
| ITF M25 Wroclaw | 07/01 09:00 | 26 | Tomas Jirousek v Oscar Jose Gutierrez | 3-6,2-6 | |
| ITF M25 Wroclaw | 06/30 09:30 | 25 | Maciej Rajski v Oscar Jose Gutierrez | 3-6,4-6 | |
| ITF M25 Montauban | 06/25 14:00 | 27 | [419] Arthur Cazaux v Oscar Jose Gutierrez [407] | 6-3,6-2 | |
| ITF M25 Montauban | 06/24 13:30 | 26 | Oscar Jose Gutierrez v Nathan Seateun | 6-2,7-5 | |
| ITF M25 Montauban | 06/22 10:00 | 25 | Erik Crepaldi v Oscar Jose Gutierrez | 1-6,2-6 | |
| Challenger Aix en Provence | 06/15 13:05 | 25 | [203] Renzo Olivo v Oscar Jose Gutierrez [412] | 7-6,6-4 | |
| Challenger Aix en Provence | 06/14 08:30 | 19 | [353] Aziz Dougaz v Oscar Jose Gutierrez [412] | 6-4,4-6,6-4 | |
| Challenger Aix en Provence | 06/13 08:30 | 14 | [468] Ronald Slobodchikov v Oscar Jose Gutierrez [417] | 1-6,4-6 | |
| UTR Pro Tennis Series Barcelona | 06/12 11:30 | - | Marcelo Zormann v Oscar Jose Gutierrez | 3-0 | |
| UTR Pro Tennis Series Barcelona | 06/11 11:00 | - | Bruno P Navarro v Oscar Jose Gutierrez | 6-7,4-6 | |
| UTR Pro Tennis Series Barcelona | 06/10 09:30 | - | Pol A Ramos v Oscar Jose Gutierrez | 4-6,7-6,2-5 | |
| UTR Pro Tennis Series Barcelona | 06/09 08:00 | - | Jose J M Cisneros v Oscar Jose Gutierrez | 2-6,2-5 | |
| UTR Pro Tennis Series Barcelona | 06/07 12:30 | - | [363] Oriol Roca Batalla v Oscar Jose Gutierrez [417] | 4-6,6-4,3-6 | |
| UTR Pro Tennis Series Bucharest | 06/06 06:00 | - | Oscar Jose Gutierrez v Stefan Palosi | 7-5,4-6,2-6 | |
| UTR Pro Tennis Series Bucharest | 06/05 07:00 | - | [471] Juan Pablo Paz v Oscar Jose Gutierrez [417] | 3-6,1-6 | |
| UTR Pro Tennis Series Bucharest | 06/04 10:00 | - | Oscar Jose Gutierrez v Kuzey Cekirge | 6-3,6-2 |