Cheap flights from New York City to Chicago
Selected dates may not give results due to COVID-19. We suggest you change the dates.
Round trip One way
Round trip
One way
Select departure
No results match your search criteria
  • Latest searches
Select arrival
No results match your search criteria
  • Latest searches
Round trip One way
Round trip
One way
{{ weekDay }}
{{ panel.label }}
Looking for a one-way flight?
{{ fromDate | dateToDayNumber }}

{{ fromDate | dateToMonthName }}

{{ fromDate | dateToDayName }}

{{ flexibleFromDateLabel }}
{{ option.label }}
?
{{ flexibleToDateLabel }}
{{ option.label }}
Class and passengers
Class
Economy
Available for Economy only
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
  • Compare with:
    Sponsored

When is the best time to book a New York - Chicago flight?

Fly Scanner offers you the possibility to find flights from New York to Chicago at the best price thanks to the flexible dates shopping function: compare the prices of flight tickets for dates close to those selected and save money by changing the day of departure or arrival.

Are you looking for a New York - Chicago direct flight?

If you are looking for direct flights only, just filter your search and we will include the best offers for you by selecting the cheapest ones among all the companies and agencies operating on the web. Try to customize your search and find the ideal airline ticket for you!

How to find a New York - Chicago low cost flight?

Fly Scanner compares all types of flights: low cost, direct and solutions also for airports near Chicago. Save time by comparing all flight deals for New York - Chicago in one search and find your airfare at the best price.

Compare only the flights that suit your needs

The flight comparator of Fly Scanner shows you the most suitable solutions for your needs, just enter:

  • Number of passengers
  • Travel class
  • Flight date
Compare also the price of flights from New York to Chicago in the days close to those of your search, and save even more by leaving or arriving a few days earlier or later.

Frequently Asked Questions

Frequently asked questions about flights from New York to Chicago.

How much does a New York - Chicago flight cost?

The lowest price in the last 15 days for an airline ticket from New York to Chicago is $29.

How far is New York City from Chicago?

New York City is about 714 mi from Chicago.

What are the airports in Chicago?

At Chicago there are 3 airports: Midway, O'Hare, Rockford.

What are the airports in New York City?

At New York City there are 3 airports: John F. Kennedy, La Guardia, Newark.

What are the most popular destinations searched for in United States?

The most searched cities in United States according to our users are: Atlanta, Los Angeles, Miami, New York City, Orlando.

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

The cheapest month to fly from New York City to Chicago is October.

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

The most expensive month to fly from New York City to Chicago is May.

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

For flights from New York City to Chicago Wednesday is on average the cheapest day to fly, while Monday is the most expensive day to fly.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more