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The Steelers lost five straight regular season games in 2009. From week 10 through 14 they lost to the Bengals, Chiefs, Ravens, Raiders and Browns.
Prior to the 2009 season, that was Week 7 through Week 9 of the 2006 season when they lost to the Falcons, Raiders and Broncos in succession.
Their most recent three game losing streak was week 14 through 16 of the 2012 season. They lost to the Chargers, Cowboys and Bengals.

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