$147 Cheap Flights from Chicago to New York

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Midway Intl. to John F. Kennedy Intl.

Amazing MDW to JFK Flight Deals

The cheapest flights to John F. Kennedy Intl. found within the past 7 days were $360 round trip and $147 one way. Prices and availability subject to change. Additional terms may apply.

Best John F. Kennedy Intl. Flight and Hotel Packages

John F. Kennedy Intl. flight + hotel packages - economy flights

Park Lane New York
JW Marriott Essex House New York
The Westin New York at Times Square
NoMo SoHo
Arlo NoMad
Don't see what you're looking for?
See all available trips from Midway Intl. to John F. Kennedy Intl.
View all trips

Frequently asked questions

Can I catch a flight from Midway Intl. Airport (MDW) to John F. Kennedy Intl. Airport (JFK) right now?
It’s always prudent to know about any quarantine requirements and travel advice reports in effect in your destination. Ensure you go to our Covid-19 Travel Advisor for up-to-date info on booking a flight to JFK.
Are there direct flights from Chicago Airport to JFK Airport?
You can’t fly straight from Chicago Airport to JFK, but don’t stress. Delta, KLM and Aeromexico operate flights with just one stopover.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to John F. Kennedy Intl. Airport (JFK), please visit our Customer Service Portal.
How long is the flight from Chicago Airport to John F. Kennedy Intl. Airport (JFK)?
The flight time between Midway Intl. Airport (MDW) and JFK is typically around 5 hours and 11 minutes. Make your trip more enjoyable by saving a few episodes on your laptop or tablet and enjoying them with your seat fully reclined.
What is the flight distance from Midway Intl. Airport (MDW) to JFK Airport?
With a flight distance of only 730 mi, a newspaper or your favorite TV show is all you’ll really need to keep yourself amused on the trip between MDW and John F. Kennedy Intl. Airport (JFK). You’ll be filing off the plane and diving headfirst into your thrilling travel itinerary in no time.
What airlines fly from Midway Airport to JFK Airport?
When traveling from Midway Airport to JFK, you’ll need to plan ahead — no airlines currently offer direct flights. Booking well in advance will help you get the best price and route.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Delta, JetBlue or American Airlines you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.


Traveling From
Midway Intl.
Traveling To
John F. Kennedy Intl.
Shortest Flight Time
hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price

Route Info

Flight path for flights from Chicago Midway International Airport to John F. Kennedy International Airport.

739.00 miles

Discover our best flights from Chicago MDW to New York JFK. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 


Find our best return flights from Chicago MDW to New York JFK at the right price  

Airfares to New York JFK from Chicago MDW currently cost between $360 and $486. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 


Book one-way flights from Chicago MDW to New York JFK 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago MDW to New York JFK on Travelocity starting at $147. Prices and availability subject to change. Additional terms may apply. 


Get to New York JFK from Chicago MDW quicker with direct flights. 

Get to New York faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to JFK from MDW to take around hour(s) min(s).  


Find our cheapest airfares for flights from Chicago MDW to New York JFK

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to JFK from MDW. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  


Get our best airfare deals for your flight from Chicago MDW to New York JFK today 

If you’re flexible about when you travel, April is usually the cheapest month to fly from Chicago MDW to New York JFK. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 


Book flexible airline tickets for flights to New York JFK from Chicago MDW 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to JFK from MDW have this option.  


Travel with confidence when you book flights to New York JFK from Chicago MDW with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.