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Cheap flights from New York to Chicago from $35

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York to Chicago departing on 1/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from New York to Chicago

Cheap round-trip flights

These are some of the best round-trip 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 layovers.

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.
7:59 am - 9:34 amEWR-ORD
2h 35mnonstop
5:50 am - 9:06 amORD-EWR
2h 16mnonstop
$76Spirit Airlines
Find Deal
Thu, Jan 9 - Sat, Jan 11
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
$77Spirit Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 14
3:00 pm - 4:40 pmEWR-ORD
2h 40mnonstop
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
$141American Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 18
1:07 pm - 2:48 pmEWR-ORD
2h 41mnonstop
11:51 am - 3:09 pmORD-EWR
2h 18mnonstop
$143United Airlines
Find Deal
Tue, Jan 21 - Fri, Jan 24
11:32 am - 1:10 pmEWR-ORD
2h 38mnonstop
2:20 pm - 5:35 pmORD-EWR
2h 15mnonstop
$147United Airlines
Find Deal
Tue, Jan 14 - Sat, Jan 18
8:00 am - 9:55 amJFK-ORD
2h 55mnonstop
6:30 pm - 10:06 pmORD-JFK
2h 36mnonstop
$147Delta
Find Deal
Fri, Jan 17 - Sun, Jan 19
6:00 am - 7:50 amLGA-ORD
2h 50mnonstop
6:00 am - 9:25 amORD-LGA
2h 25mnonstop
$147Delta
Find Deal
Fri, Jan 17 - Tue, Jan 21
9:00 am - 10:51 amJFK-ORD
2h 51mnonstop
4:27 pm - 7:40 pmORD-JFK
2h 13mnonstop
$149American Airlines
Find Deal
Tue, Mar 25 - Tue, Mar 25
3:28 pm - 5:18 pmJFK-ORD
2h 50mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$158JetBlue
Find Deal
Sat, Jan 11 - Mon, Jan 13
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
11:44 am - 2:59 pmORD-JFK
2h 15mnonstop
$169JetBlue
Find Deal
Mon, Feb 24 - Tue, Feb 25
7:59 am - 9:34 amEWR-ORD
2h 35mnonstop
$35Spirit Airlines
Find Deal
Sat, Jan 11
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
$37Spirit Airlines
Find Deal
Tue, Jan 14
7:50 am - 9:30 amEWR-ORD
2h 40mnonstop
$74United Airlines
Find Deal
Sun, Jan 26
6:00 am - 7:42 amLGA-ORD
2h 42mnonstop
$74United Airlines
Find Deal
Fri, Jan 24
3:28 pm - 5:18 pmJFK-ORD
2h 50mnonstop
$74JetBlue
Find Deal
Thu, Jan 16
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
$75American Airlines
Find Deal
Fri, Jan 17
6:28 pm - 8:08 pmEWR-ORD
2h 40mnonstop
$79American Airlines
Find Deal
Sat, Feb 22
8:55 pm - 10:42 pmLGA-ORD
2h 47mnonstop
$79Delta
Find Deal
Wed, Apr 23
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
$79JetBlue
Find Deal
Sat, Feb 22
1:10 pm - 5:25 pmEWR-ORD
5h 15m1 stop
$82Delta
Find Deal
Wed, Jan 29
8:35 am - 10:07 amLGA-ORD
2h 32mnonstop
4:45 pm - 8:00 pmORD-LGA
2h 15mnonstop
$179Spirit Airlines
Find Deal
Fri, Dec 27 - Sat, Jan 4
9:05 pm - 10:43 pmLGA-ORD
2h 38mnonstop
11:12 am - 2:24 pmORD-LGA
2h 12mnonstop
$188Spirit Airlines
Find Deal
Sat, Dec 28 - Fri, Jan 3
6:00 am - 9:09 amEWR-ORD
4h 09m1 stop
7:00 am - 12:06 pmORD-EWR
4h 06m1 stop
$278Delta
Find Deal
Sat, Dec 28 - Sat, Jan 4
6:00 am - 9:09 amEWR-ORD
4h 09m1 stop
7:00 am - 12:06 pmORD-EWR
4h 06m1 stop
$288Delta
Find Deal
Sat, Dec 28 - Fri, Jan 3
9:00 am - 10:46 amJFK-ORD
2h 46mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$309American Airlines
Find Deal
Fri, Dec 27 - Fri, Jan 10
7:30 am - 9:03 amLGA-ORD
2h 33mnonstop
10:05 am - 3:07 pmORD-LGA
4h 02m1 stop
$322American Airlines
Find Deal
Wed, Dec 25 - Wed, Dec 25
6:00 am - 7:44 amEWR-ORD
2h 44mnonstop
9:45 pm - 12:57 amORD-EWR
2h 12mnonstop
$347United Airlines
Find Deal
Tue, Dec 24 - Fri, Jan 3
8:10 pm - 9:52 pmEWR-ORD
2h 42mnonstop
9:45 pm - 12:57 amORD-EWR
2h 12mnonstop
$399United Airlines
Find Deal
Wed, Dec 25 - Sun, Jan 5
7:30 am - 9:26 amJFK-ORD
2h 56mnonstop
10:11 am - 1:29 pmORD-JFK
2h 18mnonstop
$440JetBlue
Find Deal
Sat, Dec 28 - Sat, Jan 4
7:30 am - 9:26 amJFK-ORD
2h 56mnonstop
10:11 am - 1:29 pmORD-JFK
2h 18mnonstop
$469JetBlue
Find Deal
Sat, Dec 28 - Fri, Jan 3
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
$77Spirit Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 14
9:19 am - 11:06 amEWR-ORD
2h 47mnonstop
5:15 am - 8:24 amORD-EWR
2h 09mnonstop
$78Spirit Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
7:00 am - 8:46 amEWR-ORD
2h 46mnonstop
10:40 am - 1:54 pmORD-EWR
2h 14mnonstop
$134American Airlines
Find Deal
Wed, Jan 29 - Wed, Jan 29
7:00 am - 8:46 amEWR-ORD
2h 46mnonstop
6:20 pm - 9:32 pmORD-EWR
2h 12mnonstop
$139American Airlines
Find Deal
Wed, Jan 22 - Tue, Feb 4
1:07 pm - 2:48 pmEWR-ORD
2h 41mnonstop
11:51 am - 3:09 pmORD-EWR
2h 18mnonstop
$143United Airlines
Find Deal
Tue, Jan 21 - Fri, Jan 24
9:00 am - 10:44 amEWR-ORD
2h 44mnonstop
7:10 am - 10:25 amORD-EWR
2h 15mnonstop
$147United Airlines
Find Deal
Wed, Jan 15 - Sat, Jan 18
8:00 am - 9:55 amJFK-ORD
2h 55mnonstop
2:03 pm - 5:29 pmORD-JFK
2h 26mnonstop
$147Delta
Find Deal
Fri, Jan 17 - Tue, Jan 21
3:55 pm - 5:47 pmJFK-ORD
2h 52mnonstop
10:05 am - 1:29 pmORD-JFK
2h 24mnonstop
$152Delta
Find Deal
Tue, Feb 11 - Tue, Feb 18
3:28 pm - 5:18 pmJFK-ORD
2h 50mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$158JetBlue
Find Deal
Sat, Jan 11 - Mon, Jan 13
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
11:44 am - 2:59 pmORD-JFK
2h 15mnonstop
$169JetBlue
Find Deal
Mon, Feb 24 - Tue, Feb 25

American Airlines flights from New York to Chicago

Our best American Airlines deals on New York to Chicago flight tickets
American Airlines
Feb 11
EWR3:00 pmNewark
2h 40m
ORD4:40 pmChicago O'Hare Intl
Feb 18
ORD2:50 pmChicago O'Hare Intl
2h 08m
EWR5:58 pmNewark
American Airlines
Mar 25
JFK9:00 amNew York John F Kennedy Intl
2h 51m
ORD10:51 amChicago O'Hare Intl
Mar 25
ORD4:27 pmChicago O'Hare Intl
2h 13m
JFK7:40 pmNew York John F Kennedy Intl
American Airlines
Jan 15
JFK3:50 pmNew York John F Kennedy Intl
2h 48m
ORD5:38 pmChicago O'Hare Intl
Jan 18
ORD4:25 pmChicago O'Hare Intl
2h 15m
JFK7:40 pmNew York John F Kennedy Intl

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets
JetBlue
Jan 11
JFK3:28 pmNew York John F Kennedy Intl
2h 50m
ORD5:18 pmChicago O'Hare Intl
Jan 13
ORD5:05 pmChicago O'Hare Intl
2h 26m
JFK8:31 pmNew York John F Kennedy Intl
JetBlue
Feb 24
JFK2:55 pmNew York John F Kennedy Intl
2h 50m
ORD4:45 pmChicago O'Hare Intl
Feb 25
ORD11:44 amChicago O'Hare Intl
2h 15m
JFK2:59 pmNew York John F Kennedy Intl
JetBlue
Jan 16
JFK3:28 pmNew York John F Kennedy Intl
2h 50m
ORD5:18 pmChicago O'Hare Intl
Jan 19
ORD7:00 amChicago O'Hare Intl
4h 50m
1 stop
JFK12:50 pmNew York John F Kennedy Intl

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 typical price of a round-trip flight between New York and Chicago?

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 $176. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from New York to Chicago during January average around $196.

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

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $197. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from New York to Chicago for around $270.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New York to Chicago during this time can be as low as $214. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $262.

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?

The best time to book a flight to Chicago from New York is 33 days out, which is when prices tend to be around $247. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $167.

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

There are 4 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 34% 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 December 2024, prices for New York to Chicago flights are approximately 5% more expensive 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 round-trip 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

Best Price Found

$35

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from New York in the past 72 hours is $35. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $76.
The fastest flight from New York to Chicago takes 2h 15m
Direct flights go from New York to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from New York to Chicago?

    The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 20h 30m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.

  • Is flying the cheapest way to get from New York to Chicago?

    The cheapest way is to get a flight from New York to Chicago, which can be as cheap as $76. A train from New York to Chicago is more expensive than a flight, with prices starting at $170. A bus from New York to Chicago is also an option, with an average price of $166.

  • How far is New York to Chicago by plane?

    Chicago is 710.8 mi away from New York. Typically, this will take 2h 15m by plane in normal conditions.

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

    Prices for flights from New York to Chicago are updated daily.

  • How many operators does momondo search for flights from New York to Chicago?

  • 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 offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify 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 travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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


Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $68Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
JetBluePriceFrom $87Free CancellationRating
7.4
3,263 reviews
Search JetBlue flights
DeltaPriceFrom $105Free CancellationRating
8.0
8,588 reviews
Search Delta flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $147Free CancellationRating
7.4
9,020 reviews
Search United Airlines flights
SouthwestPriceFrom $148Free CancellationRating
8.1
4,780 reviews
Search Southwest flights
  • Southwest Flights From New York to Chicago

    Southwest flight deals from New York to Chicago start from $148 round-trip. Over the 29 Southwest flights for this route in a normal week, average airfare is usually $255 round-trip - but some users have found much cheaper deals with momondo.

  • Delta Flights From New York to Chicago

    Another popular option for New York to Chicago flights is Delta (8.0/10, 8,588 ratings). Delta flies from New York to Chicago around 32 times per week, with deals starting from $105 round-trip and rising to an average price of around $307.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New York to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from New York to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

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.


Choose the best way to get from New York to Chicago

Buses

21h 25m
$104 one-way$166 round-trip
Nonstop · from $1661 stop · from $140

Distance to downtown

F990.8 mi

Find Buses

New York to Chicago Buses

Trains

19h 32m
$85 one-way$170 round-trip
Nonstop · from $170

Distance to downtown

ZUN0.7 mi

Flights

2h 15m
$35 one-way$76 round-trip
Nonstop · from $761 stop · from $85

Distance to downtown

ORD15.9 mi

An easier way to manage your Chicago trip

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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 78.5 mi from Chicago