₩262,500 Cheap Flights from Philadelphia (PHL) to Chicago (MDW)

View ₩262,500 flight on Mon, Nov 17, 2025Opens in a new window

Popular airlines from Philadelphia Intl. Airport (PHL) to Chicago Midway Airport (MDW)

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Cheap Flights from Philadelphia to Chicago (PHL-MDW)

Prices were available within the past 7 days and start at ₩262,500 for one-way flights and ₩475,300 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Nov 21 - Mon, Nov 24
PHL
Philadelphia
MDW
Chicago
₩475,300 Roundtrip, found 21 hours ago
₩475,300
Roundtrip
found 21 hours ago
Select Delta flight, departing Fri, Nov 21 from Philadelphia to Chicago, returning Mon, Nov 24, priced at ₩475,300 found 21 hours ago
Delta
Fri, Nov 21 - Mon, Nov 24
PHL
Philadelphia
MDW
Chicago
₩515,700 Roundtrip, found 21 hours ago
₩515,700
Roundtrip
found 21 hours ago
Select Delta flight, departing Fri, Nov 21 from Philadelphia to Chicago, returning Mon, Nov 24, priced at ₩515,700 found 21 hours ago
Delta
Fri, Nov 21 - Mon, Nov 24
PHL
Philadelphia
MDW
Chicago
₩618,400 Roundtrip, found 21 hours ago
₩618,400
Roundtrip
found 21 hours ago
Select Delta flight, departing Fri, Nov 21 from Philadelphia to Chicago, returning Mon, Nov 24, priced at ₩618,400 found 21 hours ago
Delta
Fri, Nov 21 - Mon, Nov 24
PHL
Philadelphia
MDW
Chicago
₩722,300 Roundtrip, found 21 hours ago
₩722,300
Roundtrip
found 21 hours ago
Select Delta flight, departing Fri, Nov 21 from Philadelphia to Chicago, returning Mon, Nov 24, priced at ₩722,300 found 21 hours ago

Find the cheapest month to fly from Philadelphia (PHL) to Chicago (MDW)

October is typically the cheapest month to fly

From ₩112,505 - ₩280,607 per traveler.

Frequently asked questions

How much is a flight from Philadelphia Intl. Airport (PHL) to Chicago Airport?
The lowest price advertised for a round-trip journey from PHL to MDW is ₩475,300. But you better move fast. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Philadelphia Airport to Midway Intl. Airport (MDW)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the simple instructions on our Customer Service Portal.
How do I find cheap flights from Philadelphia Intl. Airport (PHL) to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Philadelphia Airport to Chicago Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Philadelphia Airport to MDW?
You can forget about a movie marathon on this flight — it's only 1,050 kilometers from Philadelphia to Chicago. Sit down, order a snack and you'll be there in next to no time.
Which airlines fly direct from Philadelphia Intl. Airport (PHL) to Midway Intl. Airport (MDW)?
With 117 flights a month operating from Philadelphia Intl. Airport (PHL) to Chicago Airport, Southwest Airlines (WN) is a popular choice. Like some more options? Check out the ticket prices from Frontier Airlines (F9). This carrier offers 30 flights a month between these airports.
Are PHL to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
It is possible to nab an amazing last-minute deal from Philadelphia Intl. Airport (PHL) to Midway Airport, but there's no guarantee. As many airlines release prices up to 12 months in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares air carrier prices and updates flight deals frequently, so you can rest easy knowing you're always seeing the latest offers.

Travel information

Origin airport
Philadelphia Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
₩475,300
Distance
1065 km
Average flight time
1 hour 11 mins

Book with confidence

Philadelphia to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Philadelphia to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with PHL to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Philadelphia for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Philadelphia to Chicago Flights

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Chicago nearby Airports

Chicago

Philadelphia to O'Hare Intl.
₩483,000
*Available to Expedia members.