Ranking the 5 Most Heartbreaking Losses in Detroit Red Wings History

« Prev
1 of 8
Next »
Use your ← → (arrow) keys to browse the slideshow
Ranking the 5 Most Heartbreaking Losses in Detroit Red Wings History
Dave Sandford/Getty Images
Sidney Crosby and Henrik Zetterberg shake hands after Game 7 of the 2009 Stanley Cup Final.

Not every Detroit Red Wings fan has experienced all of the most heartbreaking moments, but that does not mean they didn’t happen—or hurt.

Just as memorable as their 23 consecutive playoff appearances, record 62 wins in 1995-96 and 11 Stanley Cup titles, those heart-wrenching moments are stuck in the back of fans' minds.

The Red Wings have missed the playoffs only twice in this writer’s lifetime, but there are still distressing moments that live in the darkest regions of Red Wings lore.

Detroit has shown the ability in recent decades to reload rather than rebuild.

When fans get accustomed to the success Hockeytown has enjoyed, they tend to take losses much harder. It’s like the cliche gods say, “the bigger they are, the harder they fall.”

This list has been measured by the significance of the stage, the manner in which it occurred and the level of devastation surrounding the loss. With that in mind, here are the five most heartbreaking losses in Detroit Red Wings history.

Begin Slideshow »
Load More Stories

Follow Detroit Red Wings from B/R on Facebook

Follow Detroit Red Wings from B/R on Facebook and get the latest updates straight to your newsfeed!

Out of Bounds

Detroit Red Wings

Subscribe Now

We will never share your email address

Thanks for signing up.