| 1. Round | 17/07/2016 | Minnesota United FC | - | Indy Eleven | 2:0 | ||||
| 1. Round | 31/07/2016 | Rayo OKC | - | Minnesota United FC | 2:2 | ||||
| 2. Round | 07/08/2016 | Minnesota United FC | - | Miami FC | 0:4 |  |
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| 2. Round | 18/08/2016 | Minnesota United FC | - | Tampa Bay Rowdies | 2:0 |  |
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| 2. Round | 28/08/2016 | Miami FC | - | Minnesota United FC | 1:1 | ||||
| 2. Round | 01/09/2016 | Fort Lauderdale Strikers | - | Minnesota United FC | 0:0 | ||||
| 3. Round | 04/09/2016 | Minnesota United FC | - | Rayo OKC | 1:0 | ||||
| 3. Round | 25/09/2016 | Ottawa Fury | - | Minnesota United FC | 3:1 | ||||
| 4. Round | 30/10/2016 | Minnesota United FC | - | New York Cosmos | 0:1 |
England