Stadium: Court 1 Round: 44 Ground: Clay
| ITF M25 Weston | 2020/01/27 15:30 | Gomez, Alejandro v Monroe, Shane | 6-4,6-2 |
| ITF M25 Weston | 2020/01/26 15:30 | Gomez, Alejandro v Paty, Michael | 6-0,6-2 |
| Ann Arbor, USA | 2020/01/07 15:35 | Gomez, Alejandro v Redlicki, Martin | 3-6,7-6,6-7 |
| Ann Arbor, USA | 2020/01/06 14:00 | Rodriguez-Pace, Ricardo v Gomez, Alejandro | 4-6,0-6 |
| Santa Marta, Singles M-ITF-COL-02A | 2019/12/08 20:55 | Gomez, Alejandro v Barrientos, Nicolas | 4-6,6-1,6-4 |
| Santa Marta, Singles M-ITF-COL-02A | 2019/12/07 21:30 | Nicolas Mejia v Gomez, Alejandro | 3-6,2-6 |
| Santa Marta, Singles M-ITF-COL-02A | 2019/12/06 20:00 | Gomez, Alejandro v Ignacio Carou | 6-1,6-3 |
| Santa Marta, Singles M-ITF-COL-02A | 2019/12/05 21:25 | Gomez, Alejandro v Murillo, Sebastian | 6-4,6-3 |
| ITF M25 Weston | 2020/01/27 15:30 | Michael Zhu v Drzewiecki, Karol | 6-2,1-6,5-10 |
| ITF M25 Weston | 2020/01/26 15:30 | Drzewiecki, Karol v Bergevi, Filip | 6-3,6-2 |
| ITF M25 Rancho Santa Fe | 2020/01/14 17:30 | Facundo Diaz Acosta v Drzewiecki, Karol | 6-2,6-4 |
| ITF M25 Rancho Santa Fe | 2020/01/13 18:00 | Drzewiecki, Karol v Rapp, Austin | 6-4,6-4 |
| Los Angeles, Singles M-ITF-USA-01A | 2020/01/08 21:40 | Drzewiecki, Karol v Facundo Diaz Acosta | 3-6,3-6 |
| Los Angeles, Singles M-ITF-USA-01A | 2020/01/07 18:00 | Drzewiecki, Karol v Isaiah Strode | 6-4,6-3 |
| Los Angeles, Singles M-ITF-USA-01A | 2020/01/06 18:00 | Adamson, Alec v Drzewiecki, Karol | 1-6,6-7 |
| Helsinki, Finland | 2019/11/11 11:00 | Drzewiecki, Karol v Pospisil, Jaroslav | 4-6,0-6 |