Worldwide Coverage

Flights to over 5,000 cities

One-stop Service Guarantee

Price guaranteed upon confirmed payment, booking guaranteed once tickets issued

Secure Payment

Convenient & reliable booking and payment system

Find cheap one-way flights from Philadelphia to Chicago starting at US$30.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights?

  • 511
  • 1218
  • 1925
  • Jan

    261
  • 28
  • 915
  • 1622
  • 2329
  • Feb

    305
  • 612
  • 1319
  • 2026
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap flights from Philadelphia to Chicago by different airports

  • PHLMDW
    Tue, Feb 28
    One wayDirect
    From US$30
  • PHLORD
    Wed, Dec 14
    One way1 transfer
    From US$77
  • TTNORD
    Fri, Dec 16
    One way1 transfer
    From US$79
  • TTNMDW
    Mon, Dec 12
    One way1 transfer
    From US$151

Frequently Asked Questions

  • When are flight tickets from Philadelphia to Chicago the cheapest?

    Airlines adjust prices for flights from Philadelphia to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Philadelphia to Chicago?

    According to Trip.com's data, the lowest price is around US$219.
  • How long is a flight from Philadelphia to Chicago?

    It takes about 2 hours 27 minutes to fly from Philadelphia to Chicago.
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What time does the earliest flight from Philadelphia to Chicago depart?

    The earliest flight departs from Philadelphia at 05:20 and arrives in Chicago at 06:35.
  • What time does the latest flight from Philadelphia to Chicago depart?

    The latest flight departs from Philadelphia at 21:53 and arrives in Chicago at 23:17.
  • What are the most popular airlines that fly Philadelphia (PHL) to Chicago (CHI)?

    Airlines with flights from Philadelphia to Chicago: American Airlines.
  • What's the most popular airline for direct flights from Philadelphia (PHL) to Chicago (CHI)?

    American Airlines operates 2 direct flights from Philadelphia (PHL) to Chicago (CHI).
  • How many airports in Chicago (CHI)?

  • When will flights resume to Chicago?

    Entry restrictions and flight schedule changes and cancellations are frequently updated and subject to change. If you plan to travel to Chicago, please obtain the most updated information from the airline you plan to book your travels with. You can also refer to COVID19 Country/Region Entry Restrictions for more information.
  • Which airlines offer free date changes for flights to this city during the COVID19 pandemic?

    There are no airlines with flights to this city that provide this service. Please use this information as a reference only and confirm with the airline prior to booking.

Philadelphia to Chicago Flight Information

Cheapest return ticket price
US$62
Cheapest direct flight price
US$29
Cheapest month
December
Peak season for travel
January