Route Price Intelligence
Cheap Flights From Pittsburgh to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$314
Deals From
$256
Usually Costs
$256 – $343
Lowest We've Seen
$95
Based on 3,697 price pointshigh confidence
Monthly Price Guide
Jan
$343
Feb
$343
Mar
$363
Apr
$358
May
$186
Jun
$251
Jul
$300
Aug
$256
Sep
$298
Oct
$343
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 $186. The most expensive month tends to be March at around $363. For the best deals, consider flying in May, June, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9572 price checksWorst: $257