Detroit Red Wings trades
| Detroit Red Wings acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Billy Dea | October 28, 1969 | Mike McMahon Jr. |  |
| Detroit Red Wings acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Larry Jeffrey | June 17, 1969 | Terry Sawchuk |  |
| Sandy Snow | ||||
| Montreal Canadiens acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Chuck Hamilton | June 11, 1969 | cash | |
| Montreal Canadiens acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Bart Crashley | June 6, 1969 | Garry Monahan | |
| Pete Mahovlich | Doug Piper | |||
| Minnesota North Stars acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Danny Lawson | February 15, 1969 | Wayne Connelly | |
| rights to Brian Conacher | ||||
| Los Angeles Kings acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Ron Anderson | November 12, 1968 | Poul Popiel | |
| Los Angeles Kings acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Jimmy Peters Jr. | October 10, 1968 | Terry Sawchuk | |
| Detroit Red Wings acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| cash | October 1, 1968 | Doug Barrie | |
| Comment: Exact date unknown | ||||
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | cash | June 6, 1968 | Doug Barrie | |
| California Golden Seals (Oakland) acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
.gif){kind=small} | Gary Jarrett | May 27, 1968 | Bob Baun | |
| Doug Roberts | Ron Harris | |||
| Chris Worthy | ||||
| Howie Young | ||||
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Norm Ullman | March 3, 1968 | Garry Unger | |
| Floyd Smith | Pete Stemkowski | |||
| Paul Henderson | Frank Mahovlich | |||
| Doug Barrie | rights to Carl Brewer | |||
| California Golden Seals (Oakland) acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| John Brenneman | January 9, 1968 | Kent Douglas | |
| Ted Hampson | ||||
| Bert Marshall | ||||
| Minnesota North Stars acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Duke Harris | October 19, 1967 | Dave Richardson | |
| Bob McCord | Jean-Guy Talbot | |||
| St. Louis Blues acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Craig Cameron | October 9, 1967 | John Brenneman | |
| Don Giesebrecht | ||||
| Larry Hornung | ||||
| Detroit Red Wings acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| cash | September 14, 1967 | Dick Sarrazin |  |
| Detroit Red Wings acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Roy Edwards | September 7, 1967 | Hank Bassen | |
| Detroit Red Wings acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| cash | June 14, 1967 | Les Binkley | |
| Detroit Red Wings acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Howie Young | December 20, 1966 | Al LeBrun |  |
| Rick Morris | ||||
| future considerations | ||||
| loan of Murray Hall and Al Lebrun for remainder of 1966-67 season | ||||
| Boston Bruins acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Ron Murphy | February 18, 1966 | Dean Prentice | |
| Boston Bruins acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Gary Doak | February 16, 1966 | Leo Boivin | |
| Bill Lesuk | Dean Prentice | |||
| Ron Murphy | ||||
| future considerations (Steve Atkinson) | ||||