Stan Bowman trades
| Calgary Flames acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Nikita Zadorov | July 28, 2021 | 2022 3rd round pick |  |
| Chicago Blackhawks acquire | Date | Vegas Golden Knights acquire | ||
|---|---|---|---|---|
| Marc-Andre Fleury | July 27, 2021 | Mikael Hakkarainen |  |
| Chicago Blackhawks acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
| Tyler Johnson | July 27, 2021 | Brent Seabrook |  |
| 2023 2nd round pick | ||||
| Comment: Basically a salary dump as Seabrook is retiring | ||||
| Chicago Blackhawks acquire | Date | Columbus Blue Jackets acquire | ||
|---|---|---|---|---|
| Seth Jones | July 23, 2021 | Adam Boqvist |  |
| 2021 1st round pick | 2021 1st round pick | |||
| 2022 6th round pick | 2021 2nd round pick | |||
| 2022 1st round pick | ||||
| Edmonton Oilers acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Duncan Keith | July 12, 2021 | Caleb Jones | |
| Tim Soderlund | 2022 conditional 3rd round pick | |||
| Comment: The conditional third-round pick becomes a second-round pick if Edmonton wins three rounds in the 2022 Stanley Cup playoffs and Keith is among the top four Edmonton defensemen in total ice time through those rounds. | ||||
| Vancouver Canucks acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Madison Bowey | April 12, 2021 | 2021 4th round pick | |
| 2021 5th round pick | ||||
| Colorado Avalanche acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Carl Soderberg | April 12, 2021 | Ryder Rolston | |
| Josh Dickinson | ||||
| Vegas Golden Knights acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Nick DeSimone | April 12, 2021 | 2021 2nd round pick | |
| 2022 5th round pick | 2022 3rd round pick | |||
| Chicago Blackhawks acquire | Date | San Jose Sharks acquire | ||
|---|---|---|---|---|
| Nick DeSimone | April 12, 2021 | Mattias Janmark |  |
| Chicago Blackhawks acquire | Date | Vancouver Canucks acquire | ||
|---|---|---|---|---|
| Adam Gaudette | April 12, 2021 | Matthew Highmore | |
| Colorado Avalanche acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Brandon Saad | October 10, 2020 | Nikita Zadorov | |
| Dennis Gilbert | Anton Lindholm | |||
| Chicago Blackhawks acquire | Date | Los Angeles Kings acquire | ||
|---|---|---|---|---|
| Brad Morrison | October 4, 2020 | Olli Maatta |  |
| Chicago Blackhawks acquire | Date | Vegas Golden Knights acquire | ||
|---|---|---|---|---|
| Brandon Pirri | September 28, 2020 | Dylan Sikura | |
| Calgary Flames acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Erik Gustafsson | February 24, 2020 | 2020 3rd round pick | |
| Comment: Chicago Blackhawks will receive the earlier of Calgary Flames two 3rd round picks in 2020. | ||||
| Vegas Golden Knights acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Robin Lehner | February 24, 2020 | Malcom Subban | |
| Slava Demin | ||||
| 2020 2nd round pick | ||||
| Comment: The 2nd round pick is the Penguins pick. | ||||
| Philadelphia Flyers acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Nathan Noel | February 24, 2020 | T.J. Brennan | |
| Chicago Blackhawks acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Joseph Cramarossa | November 20, 2019 | Graham Knott |  |
| Detroit Red Wings acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Brendan Perlini | October 28, 2019 | Alec Regula | |
| Chicago Blackhawks acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
| Ian McCoshen | October 22, 2019 | Aleksi Saarela |  |
| Chicago Blackhawks acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
| Zack Smith | July 16, 2019 | Artem Anisimov |  |