Chicago FC: every transfer in and out, fees paid and earned, squad market value.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2023-07-01 | Kayne Rizvanovich | Chicago FC | FCC Academy | Free |
| 2022-04-01 | Kahveh Zahiroleslam | Yale Bulldogs | Chicago FC | Loan |
| 2021-07-01 | David Poreba | Chicago FC | Stal Mielec II | Free |
| 2020-07-01 | Nate Crockford | Chicago FC | Fire Academy | Free |
| 2019-08-01 | Jonathan Robinson | Chicago FC | Golden Eagles | Free |
| 2018-05-01 | Luis Barraza | Golden Eagles | Chicago FC | Loan |
| 2017-05-01 | Tom Barlow | Badgers | Chicago FC | Loan |
| 2017-05-01 | Chris Mueller | Badgers | Chicago FC | Loan |
| 2016-05-01 | Andrew Gutman | Indiana Hoosier | Chicago FC | Loan |