Stadium: N2 Round: 25 Ground: Hardcourt outdoor
| ITF - Cancun M15 | 2019/08/30 15:45 | Christian Langmo v Nick Chappell | 5-7,6-2,7-5 |
| ITF - Cancun M15 | 2019/08/29 14:00 | Logan Smith v Nick Chappell | 5-7,1-6 |
| ITF - Cancun M15 | 2019/08/28 17:50 | Boris Arias v Nick Chappell | 6-2,2-6,1-6 |
| ITF - Cancun M15 | 2019/08/24 14:00 | Ronan Joncour v Nick Chappell | 3-6,7-6,7-5 |
| ITF - Cancun M15 | 2019/08/23 16:15 | Mwendwa Mbithi v Nick Chappell | 0-6,1-6 |
| ITF - Cancun M15 | 2019/08/22 14:15 | Miles Jones v Nick Chappell | 2-6,6-3,1-6 |
| ITF - Cancun M15 | 2019/08/20 20:05 | Francisco Erramuspe v Nick Chappell | 0-6,1-6 |
| ITF - Cancun M15 | 2019/08/15 16:25 | Nick Chappell v Logan Smith | 6-7,1-6 |
| ITF - Decatur M25 | 2019/07/30 16:40 | Gui Gomes v Siphosothando Montsi | 7-6,1-6,10-8 |
| ITF - Decatur M25 | 2019/07/29 18:00 | A.Trice Pickens v Siphosothando Montsi | 4-6,6-3,6-10 |
| ITF - Champaign M25 | 2019/07/25 23:00 | Axel Geller v Siphosothando Montsi | 6-4,6-2 |
| ITF - Champaign M25 | 2019/07/23 21:25 | Siphosothando Montsi v Mohamed Aziz Dougaz | 6-4,6-3 |
| ITF - Champaign M15 | 2019/06/05 18:15 | Gui Gomes v Siphosothando Montsi | 3-6,6-2,7-6 |
| ITF M25 Tucson | 2019/01/09 21:15 | Siphosothando Montsi v Lloyd Glasspool | 4-6,6-3,3-6 |
| ITF M25 Tucson | 2019/01/08 19:05 | Mousheg Hovhannisyan v Siphosothando Montsi | 4-6,1-6 |
| ITF M25 Tucson | 2019/01/07 18:30 | Kento Tagashira v Siphosothando Montsi | 4-6,1-6 |