Stadium: Court 1 Round: 14 Ground: Hardcourt outdoor
| Challenger - Little Rock | 2021/06/03 17:00 | Kelly, Dayne v Oliver Crawford | 4-6,1-6 |
| Challenger - Little Rock | 2021/06/02 16:30 | Kelly, Dayne v Nick Chappell | 6-1,7-5 |
| Challenger - Little Rock | 2021/05/31 15:00 | Brymer, Gage v Kelly, Dayne | 2-6,1-6 |
| Challenger - Little Rock | 2021/05/30 16:15 | Patrick Kypson v Kelly, Dayne | 6-4,3-6,2-6 |
| ITF - M25 Pensacola | 2021/05/20 14:25 | Adrian Andreev v Kelly, Dayne | 6-2,6-2 |
| ITF - M25 Pensacola | 2021/05/19 17:00 | Gomez, Alejandro v Kelly, Dayne | 4-6,4-6 |
| UTR Pro Tennis Series Canberra | 2021/04/24 01:30 | Dane Sweeny v Kelly, Dayne | 6-2,6-4 |
| UTR Pro Tennis Series Canberra | 2021/04/23 01:30 | Kelly, Dayne v Omar Jasika | 6-0,5-3 |
| Challenger - Little Rock | 2021/05/31 16:30 | Redlicki, Michael v Zachary Svajda | 2-6,4-6 |
| Challenger - Little Rock | 2021/05/30 22:35 | Redlicki, Michael v Dane Sweeny | 6-1,6-4 |
| Challenger - Cleveland | 2021/03/18 16:00 | Redlicki, Michael v Brooksby, Jenson | 6-7,4-6 |
| Challenger - Cleveland | 2021/03/17 16:40 | Redlicki, Michael v Liam Draxl | 6-3,6-3 |
| Challenger - Cleveland | 2021/03/15 18:15 | James Duckworth v Redlicki, Michael | 6-7,1-6 |
| ITF - M25 Naples | 2021/02/25 14:50 | Redlicki, Michael v Gonzalo Villanueva | 5-7,6-3,0-6 |
| ITF - M25 Naples | 2021/02/24 16:40 | Christian Langmo v Redlicki, Michael | 6-3,5-7,3-6 |
| ITF - M25 Naples | 2021/02/20 17:00 | Harrison, Christian v Redlicki, Michael | 6-0,7-5 |