| 1. Round | 26/02/2022 | Inter Miami CF | - | Chicago Fire | 0:0 | ||||
| 2. Round | 05/03/2022 | Chicago Fire | - | Orlando City | 0:0 | ||||
| 2. Round | 13/03/2022 | D.C. United | - | Chicago Fire | 0:2 |  |
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| 2. Round | 19/03/2022 | Chicago Fire | - | Sporting Kansas City | 3:1 | ||||
| 3. Round | 02/04/2022 | Chicago Fire | - | FC Dallas | 0:0 | ||||
| 3. Round | 09/04/2022 | Orlando City | - | Chicago Fire | 1:0 | ||||
| 3. Round | 17/04/2022 | Chicago Fire | - | Los Angeles Galaxy | 0:0 | ||||
| 3. Round | 23/04/2022 | Minnesota United FC | - | Chicago Fire | 3:0 | ||||
| 4. Round | 07/05/2022 | Atlanta United FC | - | Chicago Fire | 4:1 | ||||
| 5. Round | 19/06/2022 | Chicago Fire | - | D.C. United | 1:0 | ||||
| 5. Round | 26/06/2022 | Houston Dynamo | - | Chicago Fire | 2:0 | ||||
| 6. Round | 14/07/2022 | Chicago Fire | - | Toronto FC | 2:0 | ||||
| 8. Round | 18/09/2022 | Chicago Fire | - | Charlotte FC | 2:3 | ||||
| 9. Round | 02/10/2022 | FC Cincinnati | - | Chicago Fire | 2:3 | ||||
| 9. Round | 09/10/2022 | Chicago Fire | - | New England Revolution | 1:1 |
Bulgaria