Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/15 10:00 | Craig, Henry v Tearney, Finn | 2-6,0-6 |
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/14 10:00 | Johnson, Luke v Craig, Henry | 5-7,6-2,3-6 |
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/13 14:15 | Benjamin Winter Lopez v Craig, Henry | 1-6,3-6 |
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/12 10:00 | Craig, Henry v Coelho, Fabio | 6-3,6-4 |
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/11 10:00 | Craig, Henry v Canas Garcia, Juan Pablo | 6-2,6-3 |
| ITF M15 Loule | 2019/03/08 11:00 | Craig, Henry v Lopez San Martin, Alvaro | 3-6,6-7 |
| ITF M15 Loule | 2019/03/07 13:55 | Craig, Henry v Jonas Forejtek | 6-3,6-3 |
| ITF M15 Loule | 2019/03/06 19:25 | Orlando Luz v Craig, Henry | 1-6,5-7 |
| Portimao, Singles Qualifying M-ITF-POR-16A | 2019/03/12 13:25 | Dima, Dragos v Oscar Jose Gutierrez | 6-1,6-2 |
| ITF M15 Loule | 2019/03/06 17:20 | Oscar Jose Gutierrez v Jonas Forejtek | 1-6,2-6 |
| ITF M15 Faro | 2019/03/02 12:30 | Oscar Jose Gutierrez v Ehrat, Sandro | 3-6,3-6 |
| ITF M15 Faro | 2019/03/01 10:30 | Oscar Jose Gutierrez v Martniez, Mateo Nicolas | 6-4,7-5 |
| ITF M15 Faro | 2019/02/28 10:00 | Giovanni Fonio v Oscar Jose Gutierrez | 4-6,3-6 |
| ITF M15 Faro | 2019/02/27 11:00 | Oscar Jose Gutierrez v Tomas Martin Etcheverry | 3-6,6-4,6-2 |
| ITF M15 Faro | 2019/02/26 11:50 | Oscar Jose Gutierrez v Cayre, Paul | 6-3,6-0 |
| ITF M15 Faro | 2019/02/25 14:50 | Oscar Jose Gutierrez v Pedro Araujo | 6-2,6-2 |