Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| Challenger Knoxville | 2019/11/08 21:20 | Ernesto Escobedo v Christopher O'Connell | 7-6,4-6,4-6 |
| Challenger Knoxville | 2019/11/07 18:00 | Peter Polansky v Christopher O'Connell | 2-6,3-6 |
| Challenger Knoxville | 2019/11/05 22:20 | Kevin King v Christopher O'Connell | 5-7,3-6 |
| Challenger Charlottesville | 2019/11/01 00:50 | Christopher O'Connell v Vasek Pospisil | 3-6,2-6 |
| Challenger Charlottesville | 2019/10/29 15:50 | Christopher O'Connell v Thomaz Bellucci | 6-3,6-4 |
| Challenger Las Vegas | 2019/10/19 19:00 | Christopher O'Connell v Vasek Pospisil | 4-6,3-6 |
| Challenger Las Vegas | 2019/10/18 19:50 | Christopher O'Connell v Marcos Giron | 7-6,3-6,7-6 |
| Challenger Las Vegas | 2019/10/17 20:55 | Ryan Peniston v Christopher O'Connell | 3-6,7-5,2-6 |
| Challenger Knoxville | 2019/11/08 20:05 | Michael Mmoh v Aleksandar Kovacevic | 6-4,6-3 |
| Challenger Knoxville | 2019/11/07 19:30 | Roy Smith v Michael Mmoh | 4-6,2-6 |
| Challenger Knoxville | 2019/11/05 15:00 | Michael Mmoh v Darian King | 6-3,2-6,6-0 |
| Challenger Knoxville | 2019/11/04 19:00 | Roberto Cid Subervi v Michael Mmoh | 1-6,2-6 |
| Challenger Charlottesville | 2019/10/30 14:00 | Darian King v Michael Mmoh | home |
| Challenger Charlottesville | 2019/10/28 17:35 | Michael Mmoh v Alex Rybakov | 7-6,7-6 |
| Challenger Las Vegas | 2019/10/14 22:25 | Vasek Pospisil v Michael Mmoh | 6-3,6-2 |
| Challenger Fairfield | 2019/10/09 02:00 | Steve Johnson v Michael Mmoh | 7-6,6-4 |