Route Price Intelligence
Cheap Flights From Pittsburgh to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$272
Great Deal
Under $181
Typical Range
$181 – $363
Lowest We've Seen
$137
Based on 813 price pointshigh confidence
Monthly Price Guide
Jan
$272
Feb
$272
Mar
$364
Apr
$400
May
—
Jun
—
Jul
$514
Aug
$245
Sep
$181
Oct
$181
Nov
$251
Dec
$272
Cheapest Average Expensive
Best Time to Fly from Pittsburgh to Chicago Midway
The cheapest time to fly from Pittsburgh to Chicago Midway is typically October, when fares average around $181. The most expensive month tends to be July at around $514. For the best deals, consider flying in October, September, 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: August21,807 fares analyzedTypical low: $323