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Philadelphia to Chicago flights

The cheapest round trip we found from Philadelphia to Chicago is $207 (Dec 10 – 13, Nonstop). It usually costs $207.

PHL to CHI · Round trip · Economy · Prices per person in USD · Price found (3 days ago)

Cheapest found

$207
Dec 10 – 13 · Nonstop · Usually $207
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Typical price — worth watching About the usual $207, and prices have been rising this week. Based on 44 days of prices.
Not ready to book? We'll email you when Philadelphia → Chicago drops below $195.
Dec – Jan · 2–4 nights · Change

Cheapest round trip by month

Lowest fare found per departure month
Cheapest month Below usual Usual price $207
Cheapest round trip from Philadelphia to Chicago by departure month
MonthCheapest round trip
November 2026$250
December 2026$207
January 2027$173 (cheapest month)
February 2027No fares found yet
March 2027No fares found yet
April 2027$351
May 2027$181
June 2027No fares found yet
July 2027$386

Cheapest dates in the next 4 months

Round trip, per person
  • Dec 10 – 13 3 nights · leave Thu
    $207
    Frontier Airlines Nonstop · 2h 39m
    Book
  • Nov 18 – 20 2 nights · leave Wed
    $250 +21% vs usual
    Frontier Airlines 1 stop · 4h 32m
    Book
  • Nov 27 – 30 3 nights · leave Fri
    $275 +33% vs usual
    Frontier Airlines 1 stop · 2h 44m
    Book
  • Dec 31 – Jan 2, 2027 2 nights · leave Thu
    $287 +39% vs usual
    Frontier Airlines 1 stop · 5h 57m
    Book
  • Nov 16 – 20 4 nights · leave Mon
    $315 +52% vs usual
    Frontier Airlines Nonstop · 2h 34m
    Book

Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert

Things to do in Chicago

One Go City pass for Shedd Aquarium, Skydeck Chicago, 360 CHICAGO and more

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Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.

Plan the rest of your trip

Chicago · Dec 10 – 13

Airport transfer · Kiwitaxi

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Good to know

Airline Frontier Airlines Every cheap fare we track on this route is on Frontier Airlines.
Most expensive month July Cheapest round trip that month is $386, vs $173 in the cheapest month.

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More from Philadelphia

All flights from Philadelphia

Flights to Chicago from other cities

All flights to Chicago Flying the other way? Chicago to Philadelphia from $179

Philadelphia to Chicago: questions

How much does a flight from Philadelphia to Chicago cost?

The cheapest round trip we have found right now is $207, leaving December 10 and returning December 13. The usual price on this route is about $207. Prices are per person, economy, in USD.

What is the cheapest month to fly from Philadelphia to Chicago?

January 2027, with round trips from $173. The most expensive month in our data is July (from $386). Based on the 6 months ahead we have prices for.

Which airports do Philadelphia to Chicago flights use?

Philadelphia airports include Philadelphia International (PHL) and Trenton-Mercer (TTN). Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). The prices on this page cover every airport in both cities (PHL and CHI are the city codes).

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 $207, departing December 10 and returning December 13 on a nonstop flight. Right now we're following 5 upcoming date combinations on this route. The cheapest month to fly in our data is January, from $173. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.

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