| 2. Round | 01/03/2020 | Columbus Crew | - | New York City FC | 1:0 | ||||
| 2. Round | 08/03/2020 | Seattle Sounders | - | Columbus Crew | 1:1 | ||||
| 3. Round | 30/08/2020 | FC Cincinnati | - | Columbus Crew | 0:0 | ||||
| 4. Round | 03/09/2020 | Columbus Crew | - | Philadelphia Union | 1:0 | ||||
| 4. Round | 07/09/2020 | Columbus Crew | - | FC Cincinnati | 3:0 | ||||
| 4. Round | 12/09/2020 | Chicago Fire | - | Columbus Crew | 2:2 | ||||
| 4. Round | 20/09/2020 | Columbus Crew | - | Nashville SC | 2:0 | ||||
| 4. Round | 24/09/2020 | Columbus Crew | - | Minnesota United FC | 2:1 | ||||
| 4. Round | 28/09/2020 | Toronto FC | - | Columbus Crew | 3:1 | ||||
| 5. Round | 04/10/2020 | FC Dallas | - | Columbus Crew | 2:2 |  |
|||
| 5. Round | 25/10/2020 | Houston Dynamo | - | Columbus Crew | 1:1 | ||||
| 5. Round | 29/10/2020 | D.C. United | - | Columbus Crew | 1:0 | ||||
| 6. Round | 01/11/2020 | Columbus Crew | - | Philadelphia Union | 2:1 | ||||
| 6. Round | 05/11/2020 | Orlando City | - | Columbus Crew | 2:1 | ||||
| 6. Round | 08/11/2020 | Columbus Crew | - | Atlanta United FC | 2:1 |
Netherlands