Worst trades in NHL history

St. Louis Blues acquire Date Ottawa Senators acquire
Pavol Demitra
November 27, 1996
Christer Olsson
Vancouver Canucks acquire Date Pittsburgh Penguins acquire
Markus Naslund
March 20, 1996
Alek Stojanov
Anaheim Ducks acquire Date Winnipeg Jets acquire
1996 4th round pick (#92-Kim Staal)
Teemu Selanne
Marc Chouinard
February 7, 1996
Chad Kilger
Oleg Tverdovsky
1996 3rd round pick (#62-Per-Anton Lundstrom)
Detroit Red Wings acquire Date Winnipeg Jets acquire
Kris Draper
June 30, 1993
future considerations (1$)
Buffalo Sabres acquire Date Chicago Blackhawks acquire
Dominik Hasek
August 7, 1992
Stephane Beauregard
1993 4th round pick (#90-Eric Daze)
New Jersey Devils acquire Date Toronto Maple Leafs acquire
1991 1st round pick (#3-Scott Niedermayer)
October 16, 1989
Tom Kurvers
St. Louis Blues acquire Date Detroit Red Wings acquire
Paul MacLean
Adam Oates
June 15, 1989
Bernie Federko
Tony McKegney
Calgary Flames acquire Date St. Louis Blues acquire
Rob Ramage
Rick Wamsley
March 7, 1988
Steve Bozek
Brett Hull
Washington Capitals acquire Date New York Rangers acquire
Bob Crawford
Kelly Miller
Mike Ridley
January 1, 1987
Bobby Carpenter
1989 2nd round pick (#40-Jason Prosofsky)
Boston Bruins acquire Date Vancouver Canucks acquire
Cam Neely
1987 1st round pick (#3-Glen Wesley)
June 6, 1986
Barry Pederson
Los Angeles Kings acquire Date Washington Capitals acquire
Brian Engblom
Ken Houston
October 18, 1983
Larry Murphy
Boston Bruins acquire Date New York Rangers acquire
Rick Middleton
May 26, 1976
Ken Hodge Sr.
St. Louis Blues acquire Date Detroit Red Wings acquire
Wayne Connelly
Garry Unger
February 6, 1971
Red Berenson
Tim Ecclestone
Montreal Canadiens acquire Date California Golden Seals (Oakland) acquire
1971 1st round pick (#1-Guy Lafleur)
Francois Lacombe
May 22, 1970
1970 1st round pick (#10-Chris Oddleifson)
Ernie Hicke
Comment: This trade changed the history of hockey. Imagine if Lafleur wasn't part of the great 70s Canadiens teams, they would still have had an excellent roster, but would they have won as much?