Stadium: Court 3 Round: 44 Ground: Clay
| ITF - M25 Naples | 2019/10/28 14:00 | Oliver Crawford v Bosancic, Thomas | 6-3,6-2 |
| ITF - M25 Naples | 2019/10/27 14:00 | Oliver Crawford v Daciek, Patrick | 6-2,6-0 |
| Challenger Tiburon | 2019/09/24 17:00 | Edan Leshem v Oliver Crawford | 6-7,6-4,6-4 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/21 01:00 | Oliver Crawford v Hugo Gaston | 3-6,2-6 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/20 00:00 | Rodriguez-Pace, Ricardo v Oliver Crawford | 6-3,6-7,6-7 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/18 23:45 | Sumit Sarkar v Oliver Crawford | 3-6,5-7 |
| Challenger Lexington | 2019/07/30 23:40 | Enzo Wallart v Oliver Crawford | 6-4,6-3 |
| ITF M25 Champaign | 2019/07/28 16:00 | Oliver Crawford v Brooksby, Jenson | 2-6,1-6 |
| ITF - M25 Naples | 2019/10/28 21:00 | Johnson, Janmagnus v Labrador, Daniel | 2-6,6-7 |
| ITF - M25 Naples | 2019/10/27 14:00 | Labrador, Daniel v Parker, Jordan | 3-6,6-1,15-13 |
| ITF M25 Oviedo | 2019/09/03 18:30 | Labrador, Daniel v Martos Gornes, Sergio | 0-6,6-3,1-6 |
| ITF Spain F28 Qual | 2018/09/15 15:30 | Labrador, Daniel v Pol Martin Tiffon | 0-6,3-6 |
| ITF Spain F26 | 2018/09/04 15:40 | Samper-Montana, Jordi v Labrador, Daniel | 7-5,6-1 |
| ITF Spain F30 Qual | 2017/09/17 13:30 | Tashi, Vullnet v Labrador, Daniel | 6-1,6-2 |
| ITF Spain F30 Qual | 2017/09/16 12:30 | Juan Granell Heredero v Labrador, Daniel | 3-6,2-6 |
| ITF Spain F28 Qual | 2017/09/03 11:30 | Roglan, Albert v Labrador, Daniel | 6-1,6-0 |