Route Price Intelligence
Cheap Flights From Philadelphia to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
⭐ Great DealFound 3d ago
$116Frontier is flying nonstop from Philly to Chicago for just $116 right now — 47% below the typical fare on this route. It's a steal for a quick city weekend or as a cheap positioning flight. No cooldown conflicts here, so grab it before it's gone.
✓ 3 date combinations found at this price
Search Google FlightsTypical Price
$259
Deals From
$116
Usually Costs
$116 – $291
Lowest We've Seen
$61
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$291
Feb
—
Mar
—
Apr
$215
May
$181
Jun
$201
Jul
$224
Aug
$219
Sep
$291
Oct
$291
Nov
$291
Dec
$291
Cheapest Average Expensive
Best Time to Fly from Philadelphia to Chicago
The cheapest time to fly from Philadelphia to Chicago is typically May, when fares average around $181. The most expensive month tends to be September at around $291. For the best deals, consider flying in May, June, April.
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: August21,925 fares analyzedTypical low: $224