Route Price Intelligence
Cheap Flights From Pittsburgh to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$354
Deals From
$343
Usually Costs
$343 – $374
Lowest We've Seen
$138
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$374
Feb
—
Mar
—
Apr
$566
May
$343
Jun
$343
Jul
$343
Aug
$343
Sep
$343
Oct
$343
Nov
$374
Dec
$403
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 $343. The most expensive month tends to be April at around $566. For the best deals, consider flying in October, May, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $13868 price checksWorst: $283