| UTR Pro Tennis Series Florida | 2020/12/17 18:00 | JanMagnus Johnson v Cannon Kingsley | 5-7,4-6 |
| UTR Pro Tennis Series Florida | 2020/12/16 14:00 | Cannon Kingsley v Tyler Zink | 6-3,6-3 |
| UTR Pro Tennis Series Florida | 2020/12/15 16:15 | Cannon Kingsley v Garrett Johns | 5-7,6-4,7-6 |
| UTR Pro Tennis Series Florida | 2020/12/14 16:00 | Cannon Kingsley v Tristan McCormick | 7-5,6-6 |
| ITF M15 Fayetteville | 2020/11/03 19:00 | Aleksandar Kovacevic v Cannon Kingsley | 6-4,6-2 |
| UTR Pro Tennis Series Florida | 2020/06/27 15:25 | Dmitry Popko v Cannon Kingsley | 7-6,4-6,10-4 |
| UTR Pro Tennis Series Florida | 2020/06/27 12:00 | Cannon Kingsley v Alejandro Tabilo | 7-6,2-6,10-12 |
| UTR Pro Tennis Series Florida | 2020/06/26 16:45 | Cannon Kingsley v Michael Redlicki | 6-3,6-1 |
| UTR Pro Tennis Series Florida | 2020/12/17 18:00 | Cristian C. Rodriguez Sanchez v Felix Corwin | 7-6,6-6 |
| UTR Pro Tennis Series Florida | 2020/12/16 20:00 | Anuj Watane v Cristian C. Rodriguez Sanchez | 2-6,1-6 |
| UTR Pro Tennis Series Florida | 2020/12/15 18:30 | Mesa Mei v Cristian C. Rodriguez Sanchez | 1-6,2-5 |
| UTR Pro Tennis Series Florida | 2020/12/14 20:00 | Tin Chen v Cristian C. Rodriguez Sanchez | 1-6,1-6 |