Deal found on August 15, 2026
Tampa Bay Area to Chicago
$131$21238% off
Round trip
Chicago from Tampa is running $131 round trip, about half the usual $267 fare. That covers deep-dish, an architecture river cruise, and Lake Michigan views, with fall dates open now ahead of the city's holiday season. A 51% discount is one of the better Midwest fares we've tracked recently.
Travel dates
Dates in September
e.g. Sep 5 – Sep 14 · 9 nights
Date options
5 at this price
Lowest we've seen
$46
Get deals like this from Tampa Bay Area
Free email alerts when we find a fare worth booking. No spam.