Route Price Intelligence
Cheap Flights From Pittsburgh to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$329
Deals From
$282
Usually Costs
$282 – $343
Lowest We've Seen
$95
Based on 8,455 price pointshigh confidence
Monthly Price Guide
Jan
$343
Feb
$343
Mar
$443
Apr
$263
May
$210
Jun
$287
Jul
$318
Aug
$307
Sep
$329
Oct
$337
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 $210. The most expensive month tends to be March at around $443. For the best deals, consider flying in May, April, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9586 price checksWorst: $257