Stadium: Court 1 Round: 44 Ground: Clay
| ITF M25 Naples | 2019/11/18 14:00 | Oliver Crawford v Aidan Mayo | 6-1,6-1 |
| ITF M25 Naples | 2019/11/17 14:00 | Oliver Crawford v JanMagnus Johnson | 7-6,6-1 |
| Challenger Houston | 2019/11/11 19:05 | Govind Nanda v Oliver Crawford | 6-4,6-3 |
| ITF M25 Naples | 2019/10/31 16:05 | Oliver Crawford v Cristian Rodriguez | 2-6,3-6 |
| ITF M25 Naples | 2019/10/29 15:40 | Oliver Crawford v Daniel Labrador | 6-1,6-1 |
| ITF M25 Naples | 2019/10/28 14:00 | Oliver Crawford v Thomas Bosancic | 6-3,6-2 |
| ITF M25 Naples | 2019/10/27 14:00 | Oliver Crawford v Patrick Daciek | 6-2,6-0 |
| Challenger Tiburon | 2019/09/24 17:00 | Edan Leshem v Oliver Crawford | 6-7,6-4,6-4 |
| ITF M25 Naples | 2019/11/18 14:00 | Rowland Phillips v Dragos Constantin Ignat | 6-7,4-6 |
| ITF M25 Orlando | 2019/11/15 19:00 | Nicolas Alvarez v Dragos Constantin Ignat | 6-0,6-2 |
| ITF M25 Orlando | 2019/11/14 15:00 | Dragos Constantin Ignat v Alfredo Perez | 6-4,6-2 |
| ITF M25 Orlando | 2019/11/13 19:30 | Dragos Constantin Ignat v Martin Damm | 4-6,6-3,7-5 |
| ITF M25 Orlando | 2019/11/12 15:00 | Dragos Constantin Ignat v Eliot Spizzirri | 5-7,6-2,10-4 |
| ITF M25 Orlando | 2019/11/11 15:00 | Dragos Constantin Ignat v John Bernard | 6-1,1-6,10-5 |
| ITF M25 Fort Worth | 2019/10/23 19:05 | Hendrik Jebens v Dragos Constantin Ignat | 7-6,6-4 |
| ITF M25 Waco | 2019/10/13 20:00 | Dragos Constantin Ignat v Alfredo Perez | 1-6,4-6 |