2. Round | 01/05/2021 | New York RB | - | Chicago Fire | 2:0 | ||||
2. Round | 08/05/2021 | Chicago Fire | - | Philadelphia Union | 0:2 | ||||
2. Round | 14/05/2021 | D.C. United | - | Chicago Fire | 1:0 | ||||
2. Round | 22/05/2021 | Chicago Fire | - | Inter Miami CF | 1:0 | ||||
3. Round | 20/06/2021 | Columbus Crew | - | Chicago Fire | 2:0 | ||||
3. Round | 27/06/2021 | Chicago Fire | - | Philadelphia Union | 3:3 | ||||
4. Round | 04/07/2021 | Chicago Fire | - | Atlanta United FC | 3:0 | ||||
4. Round | 08/07/2021 | Chicago Fire | - | Orlando City | 3:1 | ||||
5. Round | 08/08/2021 | Chicago Fire | - | New York RB | 2:1 | ||||
5. Round | 15/08/2021 | Chicago Fire | - | Columbus Crew | 1:0 | ||||
5. Round | 19/08/2021 | Inter Miami CF | - | Chicago Fire | 3:2 | ||||
5. Round | 22/08/2021 | Orlando City | - | Chicago Fire | 1:0 | ||||
5. Round | 28/08/2021 | New York RB | - | Chicago Fire | 0:1 | ||||
6. Round | 16/09/2021 | D.C. United | - | Chicago Fire | 3:0 | ||||
6. Round | 19/09/2021 | CF Montréal | - | Chicago Fire | 2:0 | ||||
7. Round | 03/10/2021 | Toronto FC | - | Chicago Fire | 3:1 | ||||
7. Round | 17/10/2021 | New England Revolution | - | Chicago Fire | 2:2 |