Cheap flights from New York John F Kennedy Intl Airport to Chicago from $95
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York John F Kennedy Intl Airport to Chicago departing on 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Frontier flights from New York John F Kennedy Intl Airport to Chicago Midway Airport
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Delta flights from New York John F Kennedy Intl Airport to Chicago Midway Airport
Our best Delta deals on New York John F Kennedy Intl Airport to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from New York John F Kennedy Intl Airport to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago Midway Airport?
The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from New York John F Kennedy Intl Airport, with most prices found around $92. If you are unable to visit Chicago Midway Airport during the month of May, then departing from New York John F Kennedy Intl Airport during the month August is also very affordable. Most momondo users find prices during this month for around $186.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from New York John F Kennedy Intl Airport. The lowest ticket price found for a Wednesday departure recently was $259. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from New York John F Kennedy Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $404.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from New York John F Kennedy Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $258 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $351. Of course, these prices can vary depending on the time of year and what airport you fly to.
How have New York John F Kennedy Intl Airport to Chicago Midway Airport flight prices changed over time?
As of June 2025, prices for New York John F Kennedy Intl Airport to Chicago Midway Airport flights are approximately 83% cheaper when compared to flights at the same time last year.
When to book flights from New York John F Kennedy Intl Airport to Chicago Midway Airport
Cheap New York John F Kennedy Intl Airport to Chicago Midway Airport (JFK to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from New York John F Kennedy Intl Airport to Chicago Midway Airport
How far is New York John F Kennedy Intl to Chicago Midway by plane?
Chicago Midway is 728.9 mi away from New York John F Kennedy Intl. Flights usually cover this in 5h 32m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport?
Prices for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport?
There is 1 operator available for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport as of June 2025.
How old do you have to be to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York John F Kennedy Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from New York John F Kennedy Intl Airport to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from New York John F Kennedy Intl Airport to Chicago Midway Airport is Delta, representing 100% of all bookings.
Best airlines flying from New York John F Kennedy Intl Airport to Chicago Midway Airport
Compare and see reviews for airlines that fly from New York John F Kennedy Intl Airport to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $294 | Free Cancellation | Rating 8.0 7,963 reviews |
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Why should I use momondo to find a flight deal from New York to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New York to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from New York to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from New York on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from New York to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.
I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for New York to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.