Cheap flights from Philadelphia to Chicago
Fares from $32 in March 2027. Compare every month below, then book with the site you like.
Search Philadelphia → Chicago flightsCheapest Philadelphia to Chicago fares by month
Lowest price per person found in recent searches. Prices change often and are checked when you book.
- October 2026Oct 31 · one way · Frontier · 1 stop$140See deal
- November 2026Nov 25 · one way · Frontier · Direct$101See deal
- December 2026Dec 19 · one way · Frontier · Direct$78See deal
- March 2027Mar 1 · one way · Frontier · Direct$32See deal
Philadelphia to Chicago at a glance
- Distance676 miles
- Nonstop flight timeabout 2h
- Cheapest monthMarch 2027
- Airport codesPHL → CHI
Plan your Chicago trip
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 2026 is the most expensive, from $140.
- 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.
- 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.
More flights from Philadelphia
- Philadelphia to New York
- Philadelphia to Los Angeles
- Philadelphia to Miami
- Philadelphia to Orlando
- Philadelphia to Las Vegas
- Philadelphia to San Francisco
- Philadelphia to Washington, D.C.
- Philadelphia to Boston
- Philadelphia to Atlanta
- Philadelphia to Dallas
- Philadelphia to Houston
- Philadelphia to Seattle