Stadium: Court 3 North Round: 25 Ground: Hardcourt indoor
| ITF M25 Harlingen | 2019/09/27 00:30 | Adrian Andreev v Andrew Watson | 6-4,6-3 |
| ITF M25 Harlingen | 2019/09/26 02:55 | Zane Khan v Andrew Watson | 4-6,1-6 |
| ITF M25 Harlingen | 2019/09/25 18:30 | Zane Khan v Andrew Watson | 4-6,1-5 |
| ITF M25 Houston | 2019/09/20 00:00 | Dragos Constantin Ignat v Andrew Watson | 6-2,4-6,6-1 |
| ITF M25 Houston | 2019/09/18 19:00 | Jonathan Gray v Andrew Watson | 2-6,3-6 |
| ITF M15 Champaign | 2019/09/12 19:30 | Liam Draxl v Andrew Watson | 6-2,7-5 |
| ITF M15 Champaign | 2019/09/10 18:00 | Grey Hamilton v Andrew Watson | 1-6,1-6 |
| ITF M25 Chiswick | 2019/08/06 12:55 | Andrew Watson v Anton Matusevich | 4-6,6-2,4-6 |
| Challenger Columbus 3 | 2019/09/17 22:00 | Strong Kirchheimer v Enzo Couacaud | 6-2,5-7,0-6 |
| Challenger Columbus 3 | 2019/09/16 17:35 | Robert Cash v Strong Kirchheimer | 3-6,4-6 |
| Challenger Cary | 2019/09/09 23:15 | Strong Kirchheimer v Kevin King | 4-6,6-2,2-6 |
| Challenger New Haven | 2019/09/04 18:20 | Strong Kirchheimer v Christopher Eubanks | 6-7,4-6 |
| Challenger New Haven | 2019/09/03 17:25 | Strong Kirchheimer v Ernesto Escobedo | 6-4,6-4 |
| ATP Winston-Salem | 2019/08/18 19:00 | Damir Dzumhur v Strong Kirchheimer | 4-6,6-2,6-1 |
| ATP Winston-Salem | 2019/08/17 16:00 | Strong Kirchheimer v Kevin Krawietz | 4-6,6-2,6-4 |
| ITF M25 Memphis | 2019/08/14 17:25 | Roberto Cid Subervi v Strong Kirchheimer | 6-4,6-1 |