Route Price Intelligence
Cheap Flights From Pittsburgh to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$335
Great Deal
Under $137
Typical Range
$137 – $343
Lowest We've Seen
$95
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$343
Feb
—
Mar
—
Apr
$446
May
$284
Jun
$296
Jul
$304
Aug
$302
Sep
$314
Oct
$339
Nov
$343
Dec
$343
Cheapest Average Expensive
Best Time to Fly from Pittsburgh to Chicago
The cheapest time to fly from Pittsburgh to Chicago is typically May, when fares average around $284. The most expensive month tends to be April at around $446. For the best deals, consider flying in May, June, August.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: October9,691 fares analyzedTypical low: $309
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