How much should you expect to spend for a flight from New York Newark to Chicago Midway?

Flight prices from New York City to Chicago change depending on demand and time of booking.

$38 is the lowest fare found in the past 15 days.

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

Which departure and arrival airports are available?

Between New York City and Chicago, flight options may depend on the combination of airports available.

• Airports in New York City: New York City is connected by 3 airports - John F. Kennedy, La Guardia, Newark.
• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

Filter and compare flights from New York Newark to Chicago Midway

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Other popular destinations

Want more ideas for your trip to United States? Check these: Atlanta, Los Angeles, Miami, New York City, Orlando.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.