
Popular airlines from Philadelphia International Airport (PHL) to Chicago
- Nok Air
Nok Air
- Thai AirAsia
Thai AirAsia
- Thai Airways International
Thai Airways International
- Thai AirAsia X
Thai AirAsia X
- Hong Kong Airlines
Hong Kong Airlines
- AirAsia
AirAsia
- Scoot
Scoot
- Plan, book, fly with confidence
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Cheap Flights from Philadelphia (PHL) to Chicago (CHI)
Prices were available within the past 7 days and start at ฿3,215 for one-way flights and ฿6,425 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
MDW
Chicago
฿6,425 Return, found 2 days ago
฿6,425
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿6,425 Return, found 2 days ago
฿6,425
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿6,925 Return, found 2 days ago
฿6,925
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿7,245 Return, found 2 days ago
฿7,245
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿7,415 Return, found 2 days ago
฿7,415
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿7,415 Return, found 2 days ago
฿7,415
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿7,420 Return, found 2 days ago
฿7,420
Return
found 2 days ago

Thu, 21 Aug - Mon, 25 Aug
PHL
Philadelphia
ORD
Chicago
฿7,735 Return, found 2 days ago
฿7,735
Return
found 2 days ago

Thu, 28 Aug - Sun, 31 Aug
PHL
Philadelphia
ORD
Chicago
฿7,740 Return, found 2 days ago
฿7,740
Return
found 2 days ago

Thu, 28 Aug - Sun, 31 Aug
PHL
Philadelphia
ORD
Chicago
฿7,745 Return, found 2 days ago
฿7,745
Return
found 2 days ago
Find the cheapest month to fly from Philadelphia (PHL) to Chicago (CHI)
August is typically the cheapest month to fly
From ฿1,562 - ฿5,554 per traveller.
Graph displaying average flight prices per month
Origin airport | Philadelphia Intl. |
Destination airport | Midway Intl. |
Return price | ฿6,425 |
Distance | 1065 km |
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 CHI-All Airports ticket options cater to your travel preferences, with incredible one-way fares from ฿3,215 and roundtrip prices from ฿6,425. 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 CHI-All Airports 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.
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