Stadium: Court 1 Round: 45 Ground: Hardcourt outdoor
| Challenger - Punta del Este | 2019/01/21 21:00 | Gonzalo Lama v Oscar Jose Gutierrez | 7-6,6-2 |
| ITF Dominican Republic F3 | 2018/12/14 15:00 | Oscar Jose Gutierrez v Nick Hardt | 2-6,2-6 |
| ITF Dominican Republic F3 | 2018/12/13 17:10 | Oscar Jose Gutierrez v Maksim Tikhomirov | 6-3,6-3 |
| ITF Dominican Republic F3 | 2018/12/12 15:55 | Oscar Jose Gutierrez v Joao Hinsching | 6-3,6-3 |
| ITF Dominican Republic F3 | 2018/12/11 18:20 | Oscar Jose Gutierrez v Alex Blumenberg | 6-4,6-3 |
| ITF Dominican Republic F2 | 2018/12/03 14:30 | Alec Adamson v Oscar Jose Gutierrez | 6-4,3-6,7-5 |
| ITF Dominican Republic F1 | 2018/11/30 14:00 | Baptiste Crepatte v Oscar Jose Gutierrez | 6-4,4-6,7-5 |
| ITF Dominican Republic F1 | 2018/11/29 13:30 | Oscar Jose Gutierrez v Ricardo Rodriguez-Pace | 6-4,6-4 |
| ITF Portugal F20 | 2018/10/11 17:00 | Maksim Tikhomirov v Pedro Araujo | 6-4,6-1 |
| ITF Portugal F20 | 2018/10/09 09:00 | Thomas Brechemier v Pedro Araujo | 5-7,1-6 |
| ITF Portugal F19 | 2018/09/30 10:30 | Pedro Araujo v Afonso Salgado | 7-6,1-6,2-6 |
| ITF Portugal F18 | 2018/09/27 09:00 | Pedro Araujo v Yannick Mertens | 2-6,3-6 |
| ITF Portugal F18 | 2018/09/25 10:35 | Pedro Araujo v Rafael Mazon-Hernandez | 7-5,6-0 |
| ITF Portugal F18 | 2018/09/24 13:10 | Pedro Araujo v Tiago Torres | 4-6,6-4,6-4 |
| ITF Portugal F11 Qual | 2018/07/01 09:00 | Henrique W Osorio v Pedro Araujo | 3-6,6-1,6-0 |
| ITF Portugal F10 | 2018/06/28 10:30 | Benjamin Lock v Pedro Araujo | 6-2,6-2 |