Cheap flights from New York to Chicago

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

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.

Flights from New York City to Chicago

Plan your journey from New York to Chicago with ease

Use Jetcost to tailor your search — direct or connecting flights, round-trip or one-way, filtered by airline, price, travel time, or agency.

Other popular destinations

Exploring options in United States? These cities are trending: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Flight availability can change quickly — refresh the results if you’ve been away from the page for a while.
Frequently Asked Questions

Frequently asked questions about flights from New York to Chicago.

How much does an airline ticket from New York to Chicago cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from New York to Chicago.

How far is New York City from Chicago?

New York City is about 1149 km from Chicago.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the airports in New York City?

New York City has 3 airports: John F. Kennedy, La Guardia, Newark.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from New York City to Chicago?

This information is not available at the moment.

What is the cheapest month to fly from New York City to Chicago?

This information is not available at the moment.

What is the most expensive month to fly from New York City to Chicago?

This information is not available at the moment.

What is the best day of the week to fly from New York City to Chicago?

This information is not available at the moment.