| 1. Round | 03/07/2016 | Minnesota United FC | - | Carolina RailHawks | 5:1 |  |
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| 1. Round | 10/07/2016 | Indy Eleven | - | Minnesota United FC | 1:0 | ||||
| 1. Round | 24/07/2016 | Minnesota United FC | - | Fort Lauderdale Strikers | 3:1 |  |
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| 1. Round | 31/07/2016 | Rayo OKC | - | Minnesota United FC | 2:2 | ||||
| 2. Round | 07/08/2016 | Minnesota United FC | - | Miami FC | 0:4 | ||||
| 2. Round | 14/08/2016 | FC Edmonton | - | Minnesota United FC | 1:0 | |
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| 2. Round | 20/08/2016 | Jacksonville Armada | - | Minnesota United FC | 0:0 | ||||
| 3. Round | 18/09/2016 | Minnesota United FC | - | Ottawa Fury | 2:3 | |
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| 4. Round | 06/10/2016 | Tampa Bay Rowdies | - | Minnesota United FC | 2:2 | ||||
| 4. Round | 30/10/2016 | Minnesota United FC | - | New York Cosmos | 0:1 |
Brazil
Italy