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.

R2 485 Cheap Flights from New York to Chicago in 2025/26

1 adult

0 bags

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from New York to Chicago

Round-trip

One-way

Cheap return flights

Enter your travel dates to find the best prices.

NYC-CHI

1841 kmmulti-stop

CHI-NYC

1841 kmmulti-stop

Multiple Airlines

Find Deal

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

Prices

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from New York, with most prices found around R3 154. If you are unable to visit Chicago during the month of January, then departing from New York during the month February is also very affordable. Most momondo users find prices during this month for around R3 239.

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 Tuesday. momondo users have found tickets for Tuesday departures for as low as R4 042. 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 R10 393.

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 morning. Our users have found flights to Chicago in the morning for as low as R6 084. Try not to purchase tickets in the afternoon because they tend to be around R8 840. 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 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 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R4 289 when searching weeks before you fly. 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 188 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.

Can stopping save me money on New York to Chicago flights?

You could potentially save up to 16% on your flight if you consider stops on a New York to Chicago flight.

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

As of October 2025, prices for New York to Chicago flights are approximately 34% 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.

Search flight deals

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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from New York to Chicago is Boeing 737-800 (19,59% of total bookings). The next most popular plane models are Airbus A321neo (10,50%), Boeing 737 MAX 8 (9,80%), and Boeing 737-900 (7,55%).

Hammond

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.