Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Champaign | 2019/06/05 18:15 | Gui Gomes v Siphosothando Montsi | 3-6,6-2,7-6 |
| ITF M25 Champaign | 2019/07/23 15:00 | Kareem Allaf v Gui Gomes | 6-3,6-2 |
| ITF M25 Iowa City | 2019/07/17 15:00 | Gui Gomes v Ricardo Rodriguez-Pace | 2-6,0-6 |
| ITF M25 Iowa City | 2019/07/16 16:55 | Alexander Klintcharov v Gui Gomes | 6-3,6-7,4-10 |
| ITF M25 Iowa City | 2019/07/15 15:00 | Kooros Ghasemi v Gui Gomes | 6-7,0-6 |
| ITF M15 Champaign | 2019/06/06 19:15 | Nathan Ponwith v Gui Gomes | 6-4,1-6,6-3 |
| ITF M15 Champaign | 2019/06/05 18:15 | Gui Gomes v Siphosothando Montsi | 3-6,6-2,7-6 |
| ITF M15 Champaign | 2019/06/04 15:00 | Gui Gomes v Eric Hadigian | 1-6,7-6,12-10 |
| ITF M15 Champaign | 2019/06/03 15:00 | Preston Brown v Gui Gomes | 2-6,2-6 |
| ITF M25 Decatur | 2019/07/29 18:00 | A.trice Pickens v Siphosothando Montsi | 4-6,6-3,6-10 |
| ITF M25 Champaign | 2019/07/25 23:00 | Axel Geller v Siphosothando Montsi | 6-4,6-2 |
| ITF M25 Champaign | 2019/07/23 21:25 | Siphosothando Montsi v Mohamed Aziz Dougaz | 6-4,6-3 |
| ITF M15 Champaign | 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 |
| ITF Zimbabwe F3 | 2018/06/11 07:00 | Niki Kaliyanda Poonacha v Siphosothando Montsi | 5-7,6-1,6-2 |