Popular airlines from John F. Kennedy Intl. Airport (JFK) to Chicago Midway Airport (MDW)
- Delta
Delta
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Cheap flights from New York to Chicago (JFK-MDW)
Prices were available within the past 7 days and start at €136 for one-way flights and €245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, 6 May - Sat, 10 May
JFK
New York
MDW
Chicago
€245 Return, found 2 days ago
€245
Return
found 2 days ago

Sat, 19 Apr - Fri, 25 Apr
JFK
New York
MDW
Chicago
€279 Return, found 3 days ago
€279
Return
found 3 days ago

Tue, 6 May - Sat, 10 May
JFK
New York
MDW
Chicago
€286 Return, found 2 days ago
€286
Return
found 2 days ago

Tue, 6 May - Sat, 10 May
JFK
New York
MDW
Chicago
€301 Return, found 2 days ago
€301
Return
found 2 days ago

Sat, 28 Jun - Wed, 2 Jul
JFK
New York
MDW
Chicago
€331 Return, found 1 day ago
€331
Return
found 1 day ago

Fri, 8 Aug - Mon, 11 Aug
JFK
New York
MDW
Chicago
€354 Return, found 1 day ago
€354
Return
found 1 day ago

Sun, 11 May - Tue, 13 May
JFK
New York
MDW
Chicago
€357 Return, just found
€357
Return
just found

Mon, 14 Jul - Wed, 16 Jul
JFK
New York
MDW
Chicago
€363 Return, found 1 day ago
€363
Return
found 1 day ago

Mon, 14 Jul - Wed, 16 Jul
JFK
New York
MDW
Chicago
€378 Return, found 1 day ago
€378
Return
found 1 day ago

Fri, 8 Aug - Mon, 11 Aug
JFK
New York
MDW
Chicago
€387 Return, found 1 day ago
€387
Return
found 1 day ago
Origin airport | John F. Kennedy Intl. |
Destination airport | Midway Intl. |
Airlines serving | Delta |
Return price | €244 |
Distance | 1166 km |
Perfect flights from New York to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from New York 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 John F. Kennedy Intl. to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from €136 and roundtrip prices from €245. 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.
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