Duane Rupp trades
| Minnesota North Stars acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Leo Boivin | January 24, 1969 | Duane Rupp |  |
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Ed Ehrenverth | June 25, 1964 | Lou Angotti |  |
| Duane Rupp | Ed Lawson | |||
History of NHL trades
| Minnesota North Stars acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Leo Boivin | January 24, 1969 | Duane Rupp | |
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Ed Ehrenverth | June 25, 1964 | Lou Angotti | |
| Duane Rupp | Ed Lawson | |||