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Cheap flights from Philadelphia to Chicago

Fares from $32 in March 2027. Compare every month below, then book with the site you like.

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Cheapest Philadelphia to Chicago fares by month

Lowest price per person found in recent searches. Prices change often and are checked when you book.

Philadelphia to Chicago at a glance

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Frequently asked questions

How much is a flight from Philadelphia to Chicago?
The cheapest fare we found recently is $32 per person, departing Mar 1 on Frontier. Prices change daily, so search your dates to see today's fares.
What is the cheapest month to fly from Philadelphia to Chicago?
March 2027 is currently the cheapest month, from $32. October 2027 is the most expensive, from $1,313.
Are there direct flights from Philadelphia to Chicago?
Yes. Recent searches found nonstop fares from $32.
Which airlines fly from Philadelphia to Chicago?
The cheapest recent fares on this route were on Frontier, Air Canada.
How long is the flight from Philadelphia to Chicago?
Philadelphia and Chicago are about 676 miles apart, so a nonstop flight takes roughly 2h. Flights with a stop take longer, depending on the connection.
How do I find the cheapest flight from Philadelphia to Chicago?
Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.

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