¥21,990 Cheap Flights from New York (JFK) to Chicago (MDW)

Popular airlines from John F. Kennedy Intl. Airport (JFK) to Chicago Midway Airport (MDW)

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Cheap Flights from New York to Chicago (JFK-MDW)

Prices were available within the past 7 days and start at ¥21,990 for one-way flights and ¥48,060 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Find the cheapest month to fly from New York (JFK) to Chicago (MDW)

April is typically the cheapest month to fly

From ¥17,498 - ¥77,762 per traveler.
Flights from New York (JFK) to Chicago (MDW)
Origin airport
John F. Kennedy Intl.
Destination airport
Midway Intl.
Roundtrip price
¥48,060
Distance
1166 km

New York 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 New York to 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 JFK to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind New York 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.

Frequently asked questions

How much is a flight from JFK Airport to Midway Airport?
Based on fares offered within the last 7 days on Expedia for flights departing within the next year, round-trip flights between John F. Kennedy Intl. Airport (JFK) and Midway Airport start from ¥48,060. Book today to secure the best price for your journey. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from John F. Kennedy Intl. Airport (JFK) to Midway Intl. Airport (MDW)?
We get that your situation can change unexpectedly, so we've made it as hassle-free as possible for you to cancel your trip online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from John F. Kennedy Intl. Airport (JFK) to 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 JFK Airport to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from JFK Airport to Midway Airport?
You may like to bring your own entertainment (like some downloaded TV shows), as it takes about 5 hours and 34 minutes to reach Midway Intl. Airport (MDW) from John F. Kennedy Intl. Airport (JFK). A pair of noise-canceling earphones will be handy too.
How far is the flight from JFK to Midway Intl. Airport (MDW)?
It's only 1,150 kilometers between Jamaica and Chicago. It's quite possible that you'll spend more time traveling to and from the airport than actually flying!
Which airlines fly direct from JFK to Midway Intl. Airport (MDW)?
There are no direct flights, so you'll need to make at least one stop between JFK Airport and Chicago Airport. Take advantage of the layover time to stretch your legs and take a break.
Are JFK Airport to Midway Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from JFK Airport to Chicago Airport at the last minute could save you some cash. However, it could end up costing a great deal more! If you'd prefer to err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to a year in advance. If your preferred air carrier hasn't released tickets yet, check back often as deals are updated on Expedia all the time.

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