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Flights from Chicago to Philadelphia
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Find Chicago to Philadelphia flights starting at CAD 36.

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        MDW18:48
        2h 1m
        Nonstop
        PHL21:49
        Sat, Nov 23|Chicago - Philadelphia|Frontier Airlines
        CAD 36CAD 57
        38% OFF
        38% OFF
        CAD 57CAD 36

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Sat, Nov 23, arriving at Philadelphia International Airport. One-way Prices start from CAD 36 including taxes and charges.

      • MDW10:59
        1h 59m
        Nonstop
        PHL13:58
        Wed, Feb 12|Chicago - Philadelphia|Frontier Airlines
        CAD 36CAD 57
        38% OFF
        38% OFF
        CAD 57CAD 36

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Wed, Feb 12, arriving at Philadelphia International Airport. One-way Prices start from CAD 36 including taxes and charges.

      • ORD22:22
        2h 7m
        Nonstop
        PHL01:29
        Wed, Dec 18|Chicago - Philadelphia|Frontier Airlines
        CAD 36CAD 57
        37% OFF
        37% OFF
        CAD 57CAD 36

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Wed, Dec 18, arriving at Philadelphia International Airport. One-way Prices start from CAD 36 including taxes and charges.

      • MDW07:45
        2h 3m
        Nonstop
        PHL10:48
        Tue, Dec 17|Chicago - Philadelphia|Frontier Airlines
        CAD 36
        CAD 36

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Tue, Dec 17, arriving at Philadelphia International Airport. One-way Prices start from CAD 36 including taxes and charges.

      • MDW07:45
        2h 3m
        Nonstop
        PHL10:48
        Tue, Dec 24|Chicago - Philadelphia|Frontier Airlines
        CAD 36
        CAD 36

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Tue, Dec 24, arriving at Philadelphia International Airport. One-way Prices start from CAD 36 including taxes and charges.

      • ORD22:22
        2h 7m
        Nonstop
        PHL01:29
        Wed, Dec 25|Chicago - Philadelphia|Frontier Airlines
        CAD 36
        CAD 36

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Wed, Dec 25, arriving at Philadelphia International Airport. One-way Prices start from CAD 36 including taxes and charges.

      • ORD22:22
        2h 7m
        Nonstop
        PHL01:29
        Wed, Jan 1|Chicago - Philadelphia|Frontier Airlines
        CAD 39
        CAD 39

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from O'Hare International Airport on Wed, Jan 1, arriving at Philadelphia International Airport. One-way Prices start from CAD 39 including taxes and charges.

      • MDW10:59
        1h 59m
        Nonstop
        PHL13:58
        Wed, Dec 11|Chicago - Philadelphia|Frontier Airlines
        CAD 39
        CAD 39

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Wed, Dec 11, arriving at Philadelphia International Airport. One-way Prices start from CAD 39 including taxes and charges.

      • MDW10:59
        1h 59m
        Nonstop
        PHL13:58
        Sat, Dec 7|Chicago - Philadelphia|Frontier Airlines
        CAD 40
        CAD 40

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Sat, Dec 7, arriving at Philadelphia International Airport. One-way Prices start from CAD 40 including taxes and charges.

      • MDW10:59
        1h 59m
        Nonstop
        PHL13:58
        Wed, Dec 4|Chicago - Philadelphia|Frontier Airlines
        CAD 42
        CAD 42

        Choose Frontier Airlines flights from Chicago to Philadelphia. The one-way direct flight with Frontier Airlines departs from Midway International Airport on Wed, Dec 4, arriving at Philadelphia International Airport. One-way Prices start from CAD 42 including taxes and charges.

      • CHI13:00
        3h 5m
        Nonstop
        PHL14:00
        Fri, Nov 29|Chicago - Philadelphia|Frontier Airlines
        Find More Flights
        Find More Flights

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

When is the cheapest time to fly from Chicago to Philadelphia?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Chicago to Philadelphia

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From CAD 36
American Airlines
From CAD 71
Delta Air Lines
From CAD 101
Southwest Airlines
From CAD 123
Sun Country Airlines
From CAD 150
United Airlines
From CAD 155
Jetblue Airways
From CAD 200
Spirit Airlines
From CAD 231

Find more flights and airlines

Alternative Routes for Chicago to Philadelphia Flights

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Philadelphia.

  • Cheapest
    Frontier Airlines
    MDW
    18:48
    2h 1m
    Nonstop
    PHL
    21:49
    Midway International Airport - Philadelphia International Airport
    Sat, Nov 23Frontier Airlines
    CAD 36
  • Frontier Airlines
    ORD
    22:22
    2h 7m
    Nonstop
    PHL
    01:29
    O'Hare International Airport - Philadelphia International Airport
    Wed, Dec 18Frontier Airlines
    CAD 36
  • Frontier Airlines
    MDW
    06:05
    12h 59m
    1 transfer
    TTN
    20:04
    Midway International Airport - Trenton Mercer Airport
    Sat, Nov 23Frontier Airlines
    CAD 61
  • Frontier Airlines
    MDW
    06:05
    12h 59m
    1 transfer
    TTN
    20:04
    Midway International Airport - Trenton Mercer Airport
    Sat, Nov 23Frontier Airlines
    CAD 61
    Find More Flights

FAQ

  • When are flight tickets from Chicago (CHI) to Philadelphia (PHL) the cheapest?

    Airlines adjust prices for flights from Chicago to Philadelphia 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 Chicago (CHI) to Philadelphia (PHL) cost?

    According to Trip.com's data, the lowest price is around CAD 227.

  • How long is the flight from Chicago (CHI) to Philadelphia (PHL)?

    It takes about 1 hour 57 minutes to fly from Chicago (CHI) to Philadelphia (PHL).

  • What are the most popular airlines that fly from Chicago (CHI) to Philadelphia (PHL)?

    Airlines with flights from Chicago (CHI) to Philadelphia (PHL): Alaska Airlines, American Airlines, United Airlines, Southwest Airlines, Iberia and Qatar Airways.

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

    United Airlines operates 3 direct flights from Chicago (CHI) to Philadelphia (PHL).

  • How many airports in Philadelphia (PHL)?

How to find a cheap flight from Chicago to Philadelphia

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Philadelphia. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information for Chicago to Philadelphia Flights

Cheapest direct flight priceCAD 35
Cheapest return ticket priceCAD 82
Off-season travel monthDecember
Peak season for travelAugust
Flight distance1,065.25km
Average flight time1 hour 57 minutes
Popular airlineAmerican Airlines

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