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Cheap Flights from Chicago to New York $148.6

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Cheapest Flights from Chicago to New York (MDW to JFK)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
New York Airports

New York

$289.80

Newark

$163.60

White Plains

$271.60

Interesting Facts About Flights from Chicago to New York (MDW to JFK)

Question : In the next four weeks, what day should you book your trip?
Answer : Apr 12th has seen bookings (as of Mar 20th) as cheap as $144. That comes in 60% below the average price for this route. Saving on flight costs means you'll have more money to spend on your trip.

Question : What price range should you expect when booking from Chicago (MDW) to New York (JFK)?
Answer : Ranging from $144 to $672, prices for MDW to JFK do fluctuate more than most routes in the United States. Remember, you can save by booking further in advance.

Question : Is there an alternative to Chicago Midway International Airport (MDW) for getting you to New York?
Answer : Lucky for you, there is another airport near Chicago. O'Hare International Airport (ORD) is 16 miles away, and over the next two months, flights are being booked 47% cheaper than flights from Chicago Midway International Airport.

Question : Over the coming months, which airline is getting their passengers to John F. Kennedy International Airport (JFK) round-trip the cheapest?
Answer : Prices are hitting as high as $672 over the next three months when flying to JFK from MDW. Check out Delta Air Lines, as they have been booking customers at just $144.

Question : How long do most people visit New York?
Answer : Of course you're not most people, but if you were, you'd stay roughly six days.

Question : Is price more important than specific travel days for you?
Answer : The best day to fly on a budget this month is Monday. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : Should you be aware of any airlines that have a reputation of delayed arrivals for this route?
Answer : NetJets Aviation is delayed on 100% of flights from Chicago Midway International Airport (MDW) to John F. Kennedy International Airport (JFK) at the moment. If you’re on NetJets Aviation, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : How often are flights late from Chicago Midway International Airport (MDW) to John F. Kennedy International Airport (JFK)?
Answer : The Chicago to New York route has been particularly poor at getting passengers to their destination on time and currently ranks among the worst in the world. When there is a delay, it averages 59 minutes.

Question : What's the likelihood of you being delayed on this route?
Answer : The best measurement of overall promptness combines both on-time percentage and total delay minutes. MDW to JFK currently has 0 stars out of 5, earning it one of the lower scores in the world.