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Cheap flights from New York to Chicago from R899

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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.
EWR-ORD
2h 39mdirect
ORD-EWR
2h 08mdirect
Japan Airlines
Find Deal
JFK-ORD
2h 52mdirect
ORD-JFK
2h 22mdirect
EWR-ORD
2h 38mdirect
ORD-EWR
2h 06mdirect
Air New Zealand
Find Deal
EWR-ORD
2h 38mdirect
ORD-EWR
2h 14mdirect
United Airlines
Find Deal
JFK-ORD
2h 57mdirect
ORD-JFK
2h 22mdirect
JFK-ORD
2h 55mdirect
ORD-JFK
2h 12mdirect
LGA-MDW
2h 35mdirect
MDW-LGA
2h 10mdirect
Southwest
Find Deal
JFK-ORD
3h 00mdirect
ORD-JFK
2h 22mdirect
Scandinavian Airlines
Find Deal
JFK-ORD
2h 51mdirect
ORD-JFK
2h 22mdirect
Iberia
Find Deal
JFK-ORD
3h 00mdirect
ORD-JFK
2h 19mdirect
Korean Air
Find Deal
JFK-ORD
2h 46mdirect
ORD-JFK
2h 25mdirect
WestJet
Find Deal
JFK-ORD
2h 51mdirect
ORD-JFK
2h 19mdirect
Singapore Airlines
Find Deal
JFK-ORD
2h 44mdirect
ORD-JFK
2h 16mdirect
Gulf Air
Find Deal
JFK-ORD
2h 48mdirect
ORD-JFK
2h 22mdirect
American Airlines
Find Deal
JFK-ORD
3h 07mdirect
ORD-JFK
2h 25mdirect
JFK-ORD
2h 44mdirect
ORD-JFK
2h 12mdirect
Qatar Airways
Find Deal
EWR-ORD
2h 38mdirect
ORD-EWR
2h 05mdirect
Air Canada
Find Deal
JFK-ORD
3h 07mdirect
ORD-JFK
2h 19mdirect
Air Europa
Find Deal
JFK-ORD
3h 07mdirect
ORD-JFK
2h 25mdirect
Air France
Find Deal
EWR-ORD
2h 46mdirect
ORD-EWR
2h 16mdirect
Emirates
Find Deal
JFK-ORD
3h 00mdirect
ORD-JFK
2h 42mdirect
China Airlines
Find Deal
JFK-ORD
2h 45mdirect
ORD-JFK
2h 22mdirect
Kenya Airways
Find Deal
JFK-ORD
2h 52mdirect
ORD-JFK
2h 24mdirect
China Eastern
Find Deal
JFK-ORD
2h 48mdirect
ORD-JFK
2h 22mdirect
Alaska Airlines
Find Deal
JFK-ORD
2h 55mdirect
ORD-JFK
2h 12mdirect
Royal Air Maroc
Find Deal
JFK-ORD
2h 50mdirect
ORD-JFK
2h 12mdirect
JetBlue
Find Deal
JFK-ORD
2h 51mdirect
ORD-JFK
2h 12mdirect
Etihad Airways
Find Deal
JFK-ORD
2h 55mdirect
ORD-JFK
2h 22mdirect
LATAM Airlines
Find Deal
LGA-ORD
2h 36mdirect
ORD-LGA
2h 16mdirect
Royal Jordanian
Find Deal
JFK-ORD
2h 52mdirect
ORD-JFK
2h 22mdirect
ITA Airways
Find Deal
EWR-ORD
2h 40mdirect
ORD-EWR
2h 15mdirect
JFK-ORD
2h 44mdirect
ORD-JFK
2h 19mdirect
TAP AIR PORTUGAL
Find Deal
EWR-ORD
2h 33mdirect
ORD-EWR
2h 09mdirect
Spirit Airlines
Find Deal
JFK-ORD
2h 55mdirect
ORD-JFK
2h 22mdirect
Virgin Atlantic
Find Deal
JFK-ORD
2h 48mdirect
ORD-JFK
2h 19mdirect
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 228. 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 302.

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

On average, the least expensive day to fly to Chicago from New York is on a Monday. momondo users have found tickets for Monday departures for as low as R0. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Thursday is R16 471.

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 in the evening. Our users have found flights to Chicago in the evening for as low as R2 569. Try not to purchase tickets in the morning because they tend to be around R13 258. 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 John F Kennedy Intl to Chicago O'Hare Intl for the best New York - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from New York when booking 9 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R4 512 when searching 9 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York for as low as R3 999 on momondo.

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 February 2025, prices for New York to Chicago flights are approximately 35% 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.


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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