| 3. Round | 21/08/2020 | New York RB | - | New York City FC | 1:0 | ||||
| 3. Round | 25/08/2020 | New York City FC | - | Columbus Crew | 1:0 | ||||
| 3. Round | 30/08/2020 | New York City FC | - | Chicago Fire | 3:1 | ||||
| 4. Round | 07/09/2020 | D.C. United | - | New York City FC | 0:0 | ||||
| 4. Round | 13/09/2020 | New York City FC | - | FC Cincinnati | 2:1 | ||||
| 4. Round | 19/09/2020 | New England Revolution | - | New York City FC | 0:0 |  |
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| 4. Round | 24/09/2020 | New York City FC | - | Toronto FC | 0:1 | ||||
| 4. Round | 27/09/2020 | New York City FC | - | FC Cincinnati | 4:0 | ||||
| 5. Round | 04/10/2020 | Inter Miami CF | - | New York City FC | 2:3 | ||||
| 5. Round | 08/10/2020 | New York City FC | - | D.C. United | 4:1 | ||||
| 5. Round | 11/10/2020 | New York City FC | - | New England Revolution | 1:2 | ||||
| 5. Round | 15/10/2020 | Orlando City | - | New York City FC | 1:1 | ||||
| 5. Round | 18/10/2020 | Columbus Crew | - | New York City FC | 3:1 | ||||
| 5. Round | 25/10/2020 | New York City FC | - | Impact de Montréal | 3:1 | ||||
| 5. Round | 28/10/2020 | Toronto FC | - | New York City FC | 0:1 | ||||
| 6. Round | 02/11/2020 | New York City FC | - | New York RB | 5:2 | ||||
| 6. Round | 08/11/2020 | Chicago Fire | - | New York City FC | 3:4 |
Iceland