Cheap flights from New York-John F. Kennedy to Chicago-Midway

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Chicago-Midway flight facts

What you need to know

What are the cheapest airlines?

  • Spirit Airlines
  • Frontier Airlines
  • American Airlines

These airlines usually offer the cheapest flights from New York-John F. Kennedy to Chicago-Midway.

What airlines fly indirectly?

  • Delta Air Lines
  • United Airlines
  • Southwest Airlines

These airlines fly from New York-John F. Kennedy to Chicago-Midway, but you’ll have at least one layover.

How long is the flight?

2 hours 30 minutes

This is the shortest flight time from New York-John F. Kennedy to Chicago-Midway.

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Today alone, Netflights has searched over five flights. 05 / Feb / 2026 is currently the lowest priced day of the year to fly the New York-John F. Kennedy/Chicago-Midway route. There are around 35 flights on any given week from the UK to Chicago-Midway and the cheapest month to fly right now is February. Not suitable? Try running another search or viewing all cheap flight deals.

How to get cheap flights from New York-John F. Kennedy to Chicago-Midway

Tips and advice from our flight experts

You've searched for flights from New York to Chicago. We've found 25 flights and compared them to give you the best offer. Spirit Airlines is, on average, the cheapest for this route. Look out for them! The cheapest offer we've found is a one-way ticket for £79 from New York to Chicago on 03/07/2026 at 09:05.

We've scanned hundreds of airfares from dozens of airlines across the globe. In total, we've found 10 airlines that operate the 1145 km flight from New York to Chicago.

To find the best offers, consider booking 2-3 months in advance or last minute for deals. Spirit Airlines is a popular choice for this route, with an average flight duration of 2 hours 30 minutes. After selecting an offer, fill out your information, complete the payment, and consider booking a hotel with us or using our flight + hotel service to save time and money.