Chicago River and lakefront with Navy Pier Ferris wheel seen from above downtown

Cheap Flights from New York (JFK) to Chicago (ORD)

  • About 738 miles
  • About 2 hours
  • Best months: May, Jun, Sep

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Planning a trip from New York to Chicago? This 738-mile hop between JFK and ORD takes about 2 hours, and JetBlue and American are among the carriers we see on it. Fares start around $244 in recent searches.

Tips for finding a lower fare

  • Aim for May, Jun and Sep when demand to Chicago is softer.
  • Book carry-on only if you can. Basic fares from JetBlue often add bag fees.
  • Look at one-way fares on American and JetBlue separately; mixing airlines can beat a round trip.

Airlines on this route

JetBlue, American, United, Delta

Things to see in Chicago

  • Navy Pier
  • The Art Institute
  • Chicago Riverwalk

Frequently asked questions

When is the cheapest time to fly from New York to Chicago?

Fares on JFK to ORD are often lower in May, Jun and Sep. Prices move with demand, so compare a few dates on the partner site before you decide.

How long is the flight from JFK to ORD?

A nonstop flight takes about 2 hours. Itineraries with a connection take longer, depending on the layover.

Which airlines fly from New York to Chicago?

Carriers we commonly see on this route include JetBlue, American, United and Delta. Schedules and availability change, so check current options when you search.

How far ahead should I book JFK to ORD?

For most domestic trips, booking about 1 to 3 months ahead gives a good balance of price and choice. Holiday travel is better booked earlier.

Is the price I see here the final price?

No. Fares shown on this page are indicative and change often. The final price, taxes and fees are shown on the partner site at booking.

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