Stadium: Court 6N Round: 27 Ground: Hardcourt outdoor
| ITF M15 Champaign | 2021/09/16 17:55 | Baird, Drew v Emile Hudd | 6-2,7-5 |
| ITF M15 Champaign | 2021/09/15 15:00 | Boyer, Dusty H v Baird, Drew | 4-6,1-6 |
| ITF M25 Champaign | 2021/09/14 17:00 | Baird, Drew v Axel Nefve | 6-4,6-4 |
| UTR Pro Tennis Series California | 2021/09/05 16:00 | Baird, Drew v Tristan Boyer | 3-6,4-6 |
| UTR Pro Tennis Series California | 2021/09/04 18:00 | Baird, Drew v Ryan Seggerman | 6-4,5-3 |
| UTR Pro Tennis Series California | 2021/09/03 15:00 | Pervolarakis, Michail v Baird, Drew | 6-4,3-6,5-7 |
| UTR Pro Tennis Series California | 2021/09/01 21:00 | Baird, Drew v Lawee Sherif | 6-3,5-3 |
| UTR Pro Tennis Series California | 2021/08/31 15:00 | Baird, Drew v Ventre, Alessandro-Damiano | 2-6,6-2,6-4 |
| ITF M15 Champaign | 2021/09/16 15:00 | Kotzen, Alexander v Cannon Kingsley | 4-6,3-6 |
| ITF M15 Champaign | 2021/09/15 15:00 | Cannon Kingsley v Ezekiel Clark | 6-3,6-2 |
| ITF M25 Decatur | 2021/08/06 17:50 | Cannon Kingsley v Aidan Mchugh | 3-6,3-6 |
| ITF M25 Decatur | 2021/08/05 14:45 | Jason Kubler v Cannon Kingsley | 6-7,6-3,3-6 |
| ITF M25 Decatur | 2021/08/04 13:50 | Baker, Blu v Cannon Kingsley | 6-4,3-6,2-6 |
| ITF M25 Champaign | 2021/07/27 16:45 | Perez, Alfredo v Cannon Kingsley | 2-6,6-3,10-7 |
| ITF M25 Champaign | 2021/07/26 15:00 | Lakoseljac, Christian v Cannon Kingsley | 2-6,2-6 |
| ITF M15 Edwardsville | 2021/07/24 16:00 | Rinky Hijikata v Cannon Kingsley | 7-6,6-7,6-2 |