Philadelphia to Chicago flights
Round trip · Economy · Prices per person in USD
Prices updated
Prices are low right now
$146 is $103 (41%) below the usual $249 for Philadelphia → Chicago.
Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when Philadelphia → Chicago drops below your price.Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | $272 |
| October 2026 | $146 (cheapest month) |
| November 2026 | No fares found yet |
| December 2026 | No fares found yet |
| January 2027 | No fares found yet |
| February 2027 | No fares found yet |
| March 2027 | $197 |
| April 2027 | $326 |
| May 2027 | $249 |
| June 2027 | No fares found yet |
| July 2027 | $347 |
Cheapest dates in the next 4 months
Round trip, per person-
Oct 17 – 19 2 nights · leave Sat$146 −41% vs usual$146 −41% vs usual Book
Frontier Airlines Nonstop · 2h 30m -
Oct 16 – 20 4 nights · leave Fri$260$260 Book
Frontier Airlines 1 stop · 2h 30m
-
Oct 1 – 4 3 nights · leave Thu$312 +25% vs usual$312 +25% vs usual Book
Frontier Airlines Nonstop · 2h 36m
-
Oct 7 – 11 4 nights · leave Wed$317 +27% vs usual$317 +27% vs usual Book
Frontier Airlines 1 stop · 4h 42m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in Chicago
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Airport transfer to Chicago
Fixed prices from ORD on KiwitaxiTo see transfer prices here, turn on partner content in .
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Plan the rest of your trip
Chicago · Oct 17 – 19Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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Philadelphia to Chicago: questions
How much is a flight from Philadelphia to Chicago?
The cheapest round trip we have found right now is $146, leaving October 17 and returning October 19. The usual price on this route is about $249, so this fare is 41% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Philadelphia to Chicago?
October 2026, with round trips from $146. The most expensive month in our data is July (from $347). Based on the 6 months ahead we have prices for.
About this route
We track round-trip economy fares from Philadelphia (United States) to Chicago (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $146, departing October 17 and returning October 19 on a nonstop flight, about 41% below the usual $249. The cheapest month to fly in our data is October, from $146. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.