Deal found on July 21, 2026
Pittsburgh to Chicago
$137$33559% off
Round trip
Chicago from Pittsburgh is running $137 round trip, down from a typical $314, a 56% discount and one of the steepest drops we are tracking this week. Deep dish pizza, the Riverwalk, and Lake Michigan's summer waterfront are all just over an hour away. It's a great value fare for a quick city break this season.
Travel dates
Aug 11 to Aug 20
Date options
15 at this price
Lowest we've seen
$95
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