Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from New York to Chicago

1 adult
0 bags
'This year, momondo is the #1 place for airfares on the internet.'
Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customise your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from New York to Chicago

Cheap return flights

These are some of the best return flight deals from New York to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from New York to Chicago.

Cheap last-minute flights

Planning a quick getaway from New York to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from New York to Chicago

Find recent round-trip train or bus tickets from New York to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
EWR-ORD
2h 43mdirect
ORD-EWR
2h 20mdirect
American Airlines
Find Deal
EWR-ORD
2h 46mdirect
ORD-EWR
1h 58mdirect
Qatar Airways
Find Deal
EWR-ORD
2h 38mdirect
ORD-EWR
2h 05mdirect
Air Canada
Find Deal
EWR-ORD
2h 43mdirect
ORD-EWR
2h 20mdirect
Alaska Airlines
Find Deal
EWR-ORD
2h 43mdirect
ORD-EWR
2h 15mdirect
Japan Airlines
Find Deal
EWR-ORD
2h 44mdirect
ORD-EWR
2h 16mdirect
Emirates
Find Deal
EWR-ORD
2h 40mdirect
ORD-EWR
2h 15mdirect
EWR-ORD
2h 38mdirect
ORD-EWR
2h 06mdirect
Air New Zealand
Find Deal
EWR-ORD
2h 38mdirect
ORD-EWR
2h 11mdirect
TAP AIR PORTUGAL
Find Deal
EWR-ORD
2h 38mdirect
ORD-EWR
2h 06mdirect
United Airlines
Find Deal
EWR-ORD
2h 35mdirect
ORD-EWR
2h 09mdirect
Spirit Airlines
Find Deal
EWR-ORD
2h 40mdirect
ORD-EWR
2h 22mdirect
British Airways
Find Deal
EWR-ORD
2h 43mdirect
American Airlines
Find Deal
EWR-ORD
2h 46mdirect
Qatar Airways
Find Deal
EWR-ORD
2h 38mdirect
Air Canada
Find Deal
EWR-ORD
2h 43mdirect
Alaska Airlines
Find Deal
EWR-ORD
2h 43mdirect
Japan Airlines
Find Deal
EWR-ORD
2h 44mdirect
Emirates
Find Deal
EWR-ORD
2h 40mdirect
EWR-ORD
2h 38mdirect
Air New Zealand
Find Deal
EWR-ORD
2h 38mdirect
TAP AIR PORTUGAL
Find Deal
EWR-ORD
2h 38mdirect
United Airlines
Find Deal
EWR-ORD
2h 35mdirect
Spirit Airlines
Find Deal
EWR-ORD
2h 40mdirect
British Airways
Find Deal

See travel insights to Chicago from

How to get the cheapest flight ticket from New York to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from New York, with most prices found around R3 221. If you are unable to visit Chicago during the month of September, then departing from New York during the month January is also very affordable. Most momondo users find prices during this month for around R3 587.

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest New York to Chicago flights are usually those with departure times at midday. Our users have found flights to Chicago at midday for as low as R0. Try not to purchase tickets in the morning because they tend to be around R5 446. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest New York to Chicago flight route?

Fly from New York LaGuardia to Chicago Midway for the best New York - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from New York is 33 days out, which is when prices tend to be around R4 487. However, in the past 72 hours, people saw flights from New York for as low as R55 927.

What cabin class options are available on New York to Chicago flights?

There are 2 cabin classes available to choose from on New York to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have New York to Chicago flight prices changed over time?

As of December 2024, prices for New York to Chicago flights are approximately 2% cheaper when compared to flights at the same time last year.

When to book flights from New York to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from New York to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap New York to Chicago (NYC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago

Direct flights

None
There are no direct flights from New York to Chicago. There are no popular flight routes from New York to Chicago.

  • How far is New York to Chicago by plane?

    A flight from New York to Chicago will travel around 1143,9 km.

  • When did momondo last update prices for flights from New York to Chicago?

    Prices for flights from New York to Chicago refresh daily.

  • How old do you have to be to fly from New York to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from New York to Chicago?


Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from New York to Chicago for you.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for New York to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from New York to Chicago?

Once you have performed a search for New York to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from New York to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Thu 26/12
Thu 2/1
Email me momondo's favourite deals

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago