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- Flights from New York City to Chicago
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.
Planning flights between New York City and Chicago? Don’t forget the airport options
Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.
- Airports in New York City: 3 airports are listed in New York City - John F. Kennedy, La Guardia, Newark.
- Airports in Chicago: Chicago features 3 airports - Midway, O'Hare, Rockford.
Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.
Compare flights from New York to Chicago with advanced filters
Find your ideal flight using Jetcost. Select whether you want nonstop or connecting flights, round-trip or one-way, and filter by airline, price, or booking site.
Other popular destinations
Looking for alternatives in United States? Travelers also liked: Las Vegas, Los Angeles, Miami, New York City, Orlando.
If you have a preferred time to leave or arrive, filters can help you show only the matching flights. You can also filter by your favorite airline and see only those deals.
Frequently asked questions about flights from New York to Chicago.
How much does an airline ticket from New York to Chicago cost?
How far is New York City from Chicago?
What are the airports in Chicago?
What are the airports in New York City?
What are the most popular cities in United States?
When should I book a flight from New York City to Chicago?
What is the cheapest month to fly from New York City to Chicago?
What is the most expensive month to fly from New York City to Chicago?
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