As a long time Philadelphia Flyers fan, I have to say the trade for Eric Lindros turned out to be the worst I've seen. The Flyers traded Peter Forsberg, Kerry Huffman, Steve Duchesne, Mike Ricci, Ron Hextall, Chris Simon, a draft pick and $15 million to the Quebec Nordiques. It was such a terrible trade because of the great expectations that Lindros would bring a Stanley Cup championship or more than one championship to Philadelphia. He had several really good seasons but always battled injuries and the Flyers never won. What made things worse is that the Avalanche eventually won two Stanley Cups over a five year period, which stemmed from the deal. They got some good players from Philadelphia which started their success and the trade for Patrick Roy sealed the deal for the Avalanche. The Flyers had their Legion Of Doom line which include Lindros and John LeClair, but in the end the only doom went to Flyers fans who never got the Cup they anticipated they would get.

Absolutely if you are a Detroit fan, and even if you are not, the worst trade in National Hockey League history undoubtedly was engineered by the usually genius Jimmy Devallano of the Detroit Red Wings. Coach Jacques Demers had had Bernie Federko in St. Louis as a player when he coached the Blues and he loved him. In fact he loved him so much, apparently, that he was able to convince Devellano to do whatever it took to bring him to Detroit for his veteran leadership. So in compliance with his coach’s wishes Devallano obtained the veteran forward in what many feel is the only time Jimmy D was ever rooked in a trade. Current Wing assistant coach Paul MacLean, one of Mike Babcock’s lieutenants, was shipped away in 1989 to St. Louis, along with burgeoning center Adam Oates, for aging center Bernie Federko and plugging forward Tony McKegney. Federko managed one so-so season in Detroit before retiring, and scored 17 goals. McKegney was traded after just 14 games as a Red Wing. He was sent to Quebec for defenseman Robert Picard. Meanwhile in St.Louis, MacLean scored 33 goals and Oates rang up 79 assists that season, and 1,420 points in a stellar career that spanned 20 seasons. The Red Wings got one season and 19 goals and 41 assists combined from Federko and McKegney. There was also a rumor that Jimmy D. was forced into the trade by owner Mike Illitch because Oates had done something he didn’t like, leaving Jimmy’s hands tied.