Round: 1
| Challenger Monterrey | 2020/03/05 18:30 | Ulises Blanch v Paolo Lorenzi | 6-4,5-7,6-4 |
| Challenger Monterrey | 2020/03/04 18:00 | James Ward v Paolo Lorenzi | 3-6,7-6,3-6 |
| ATP Santiago | 2020/02/25 23:30 | Paolo Lorenzi v Alejandro Tabilo | 3-6,4-6 |
| ATP Delray Beach | 2020/02/15 16:30 | Paolo Lorenzi v Noah Rubin | 5-7,6-7 |
| ATP New York | 2020/02/12 17:00 | Miomir Kecmanovic v Paolo Lorenzi | 6-3,6-3 |
| ATP New York | 2020/02/11 19:30 | Paolo Lorenzi v Danilo Petrovic | 4-6,6-4,6-0 |
| ATP New York | 2020/02/10 17:00 | Paolo Lorenzi v Noah Rubin | 6-3,6-1 |
| ATP New York | 2020/02/09 18:30 | Paolo Lorenzi v Guillermo Garcia-Lopez | 7-5,6-3 |
| Challenger Indian Wells | 2020/03/03 23:45 | Michael Redlicki v Evgeny Donskoy | 6-7,0-6 |
| Challenger Indian Wells | 2020/03/02 20:40 | Michael Redlicki v Zhe Li | 6-2,6-2 |
| Challenger Drummondville | 2020/02/16 16:25 | Shintaro Imai v Michael Redlicki | 7-6,6-3 |
| Challenger Cleveland | 2020/02/11 15:35 | Geoffrey Blancaneaux v Michael Redlicki | 4-6,6-3,6-0 |
| Challenger Dallas | 2020/02/06 03:30 | Michael Redlicki v Denis Kudla | 2-6,6-7 |
| Challenger Dallas | 2020/02/04 16:00 | Michael Redlicki v Dennis Novikov | 6-4,6-3 |
| Challenger Newport Beach | 2020/01/30 18:00 | Michael Redlicki v Christopher Eubanks | 6-3,1-6,4-6 |
| Challenger Newport Beach | 2020/01/29 21:05 | Marius Copil v Michael Redlicki | 6-7,4-6 |