Route Price Intelligence
Cheap Flights From St. Louis to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Chicago is $117 round trip on American, nonstop, a 42% discount off the usual $203. 6 date combinations are open from November 2026 through March 2027 for deep dish, the Art Institute and the Chicago Riverwalk. It's one of the most bookable fares out of St. Louis right now.
✓ 6 date combinations found at this price
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Best Time to Fly from St. Louis to Chicago
The cheapest time to fly from St. Louis to Chicago is typically October, when fares average around $117. The most expensive month tends to be November at around $203. For the best deals, consider flying in October, December, January.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route