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฿4,705 Cheap Flights from Philadelphia (PHL) to Chicago (MDW)

View ฿4,705 flight on Tue, 25 Aug 2026Opens in a new window

Flight 1

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

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Cheap Flights from Philadelphia (PHL) to Chicago (MDW)

Prices were available within the past 7 days and start at ฿4,705 for one-way flights and ฿9,410 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿9,410 Return, found 6 days ago
฿9,410
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿9,410 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿9,990 Return, found 6 days ago
฿9,990
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿9,990 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿10,770 Return, found 6 days ago
฿10,770
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿10,770 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿10,940 Return, found 6 days ago
฿10,940
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿10,940 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿11,350 Return, found 6 days ago
฿11,350
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿11,350 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿11,515 Return, found 6 days ago
฿11,515
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿11,515 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿11,520 Return, found 6 days ago
฿11,520
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿11,520 found 6 days ago
Delta
Tue, 25 Aug - Thu, 27 Aug
PHL
Philadelphia
MDW
Chicago
฿11,790 Return, found 6 days ago
฿11,790
Return
found 6 days ago
Select Delta flight, departing Tue, 25 Aug from Philadelphia to Chicago, returning Thu, 27 Aug, priced at ฿11,790 found 6 days ago

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

February is typically the cheapest month to fly

From ฿4,245 - ฿8,857 per traveller.

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 ฿9,410. 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 kilometres 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.
Return price
฿9,410
Distance
1065 km
Average flight time
1 hour 3 mins

Book with confidence

Perfect flights from Philadelphia to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Philadelphia to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Philadelphia Intl. to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿4,705 and roundtrip prices from ฿9,410. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Midway Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
Perfect flights from Philadelphia to Chicago
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