| 2. Round | 02/05/2021 | San Antonio FC | - | Colorado Springs Switchbacks | 3:0 | ||||
| 2. Round | 22/05/2021 | Colorado Springs Switchbacks | - | New Mexico United | 1:3 | ||||
| 3. Round | 06/06/2021 | Colorado Springs Switchbacks | - | San Antonio FC | 1:1 | ||||
| 3. Round | 13/06/2021 | El Paso Locomotive | - | Colorado Springs Switchbacks | 1:1 | ||||
| 4. Round | 10/07/2021 | New Mexico United | - | Colorado Springs Switchbacks | 3:1 | ||||
| 4. Round | 17/07/2021 | Colorado Springs Switchbacks | - | San Antonio FC | 2:3 | ||||
| 4. Round | 01/08/2021 | Loudoun United | - | Colorado Springs Switchbacks | 1:3 | ||||
| 5. Round | 05/08/2021 | Austin Bold | - | Colorado Springs Switchbacks | 2:1 | ||||
| 5. Round | 11/08/2021 | Memphis 901 | - | Colorado Springs Switchbacks | 1:1 | ||||
| 5. Round | 15/08/2021 | Rio Grande Valley FC | - | Colorado Springs Switchbacks | 2:5 |  |
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| 6. Round | 09/09/2021 | Colorado Springs Switchbacks | - | Real Monarchs SLC | 2:0 |
USA