Route Price Intelligence
Cheap Flights From Pittsburgh to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$323
Deals From
$285
Usually Costs
$285 – $343
Lowest We've Seen
$95
Based on 8,514 price pointshigh confidence
Monthly Price Guide
Jan
$343
Feb
$345
Mar
$384
Apr
$227
May
$230
Jun
$302
Jul
$323
Aug
$308
Sep
$324
Oct
$329
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 April, when fares average around $227. The most expensive month tends to be March at around $384. For the best deals, consider flying in April, May, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9585 price checksWorst: $257