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

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

Pick a travel date to see today’s available fares.

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.

Is there more than one airport in New York City or Chicago?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

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

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Chicago as well.

Match your flight search to your preferences: New York JFK – Chicago Midway

Jetcost makes it easy to find the right flight. Set filters for flight time, price, number of stops, and preferred airline. You’ll see offers from Expedia, Ryanair, British Airways, Easyjet, and more.

Other popular destinations

Thinking about traveling to United States? Other users also viewed: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.