Stadium: Court Smart Trade Round: 25 Ground: Clay
| Challenger Indian Wells | 2020/03/03 23:15 | Christopher O'Connell v Sebastian Korda | 1-6,1-6 |
| Challenger Columbus | 2020/02/27 15:00 | Christopher O'Connell v Jurij Rodionov | 7-6,6-7,2-6 |
| Challenger Columbus | 2020/02/26 17:35 | Christopher O'Connell v Sekou Bangoura | 6-4,6-2 |
| Challenger Drummondville | 2020/02/22 18:50 | Arthur Rinderknech v Christopher O'Connell | 6-4,6-2 |
| Challenger Drummondville | 2020/02/22 00:00 | Christopher O'Connell v Sebastian Korda | 6-3,6-4 |
| Challenger Drummondville | 2020/02/20 16:55 | Christopher O'Connell v Ji Sung Nam | 6-1,4-6,6-4 |
| Challenger Drummondville | 2020/02/19 19:00 | Christopher O'Connell v Antoine Escoffier | 6-3,6-4 |
| Challenger Cleveland | 2020/02/11 15:30 | JC Aragone v Christopher O'Connell | 7-6,6-2 |
| Challenger Koblenz | 2020/02/19 11:50 | Vit Kopriva v Oscar Otte | 6-4,7-6 |
| Challenger Rennes | 2020/01/22 12:30 | Corentin Denolly v Oscar Otte | 6-4,6-2 |
| Australian Open | 2020/01/15 23:00 | Mathias Bourgue v Oscar Otte | 5-7,6-1,6-1 |
| Challenger Canberra | 2020/01/08 04:05 | Henri Laaksonen v Oscar Otte | 3-6,6-4,6-4 |
| Challenger Canberra | 2020/01/06 06:35 | Oscar Otte v Lorenzo Giustino | 5-7,6-1,6-4 |
| Challenger Ortisei | 2019/11/12 13:35 | Jan Choinski v Oscar Otte | 7-6,6-3 |
| Challenger Bratislava | 2019/11/05 14:50 | Yannick Maden v Oscar Otte | 6-4,2-6,6-4 |
| Challenger Bratislava | 2019/11/04 16:10 | Oscar Otte v Mukund Sasikumar | 6-1,6-2 |