Top 5 teams with longest NFL playoff win drought ft. Dolphins

Pittsburgh Steelers v Miami Dolphins
Top 5 teams with longest NFL playoff win drought ft. Dolphins

#4) Chicago Bears (last playoff win: Jan. 16, 2011)

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The last time the Chicago Bears won a playoff game was with legendary linebacker Brian Urlacher
The last time the Chicago Bears won a playoff game was with legendary linebacker Brian Urlacher

When the Chicago Bears reached Super Bowl XLI in 2006-07, they had not been true title contenders since the days of the legendary Mike Ditka. But they had taken the NFC North by storm thanks to an elite defense helmed by future Hall of Fame linebacker Brian Urlacher.

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They lost to Peyton Manning's Indianapolis Colts because of poor quarterback play, and for the next three non-playoff seasons it seemed they had wasted their chance. But in 2010, the Bears returned to the top of the division and, armed with a first-round bye, easily made their way to the NFC Championship Game.

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Awaiting them were Aaron Rodgers and the No. 6 seed Green Bay Packers. They lost, and have not gone that deep since.

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Edited by Veer Badani
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