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Cheap Flights from New York to Chicago $143.2

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

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

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

Question : What day in the next four weeks has the best fares?
Answer : December 15th offers bookings (as of December 5th) that are 57% below the average price for this route. Saving on flight costs means you'll have more money in your pocket for the trip.

Question : How long are most people's visits to Chicago when they fly in from New York?
Answer : Over the next two months, travelers from JFK to MDW are planning on staying for 12 days on average.

Question : Can you cut down on flight costs by changing the day of the week you travel to Chicago?
Answer : The best day to fly on a budget this month is Friday. Having flexibility in your travel plans means you can save, so be sure to plan ahead when possible.

Question : Do prices change more for this route than others?
Answer : Flight prices for JFK to MDW fluctuate much more than most routes. Prices tend to be lower the further out you book.

Question : In terms of overall promptness, how does JFK to MDW rank compared to the rest of the world?
Answer : The best way to measure a flight's promptness combines both on-time percentage and total delay minutes. JFK to MDW currently has 0.1 stars out of 5, earning the route one of the lower scores in the world.