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Cheap flights from New York to Chicago from $31

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 11/12. 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.
8:29 pm - 10:06 pmLGA-ORD
2h 37mnonstop
7:46 pm - 9:00 amORD-LGA
12h 14m1 stop
$101Spirit Airlines
Find Deal
Tue, Nov 12 - Fri, Nov 15
5:59 pm - 12:17 amLGA-ORD
7h 18m1 stop
8:04 pm - 7:30 amORD-LGA
10h 26m1 stop
Fri, Nov 15 - Wed, Nov 20
6:25 am - 8:03 amLGA-ORD
2h 38mnonstop
6:30 pm - 9:44 pmORD-LGA
2h 14mnonstop
$117United Airlines
Find Deal
Thu, Nov 21 - Mon, Nov 25
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$117JetBlue
Find Deal
Thu, Nov 14 - Tue, Nov 19
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$118JetBlue
Find Deal
Thu, Nov 14 - Mon, Nov 18
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$133American Airlines
Find Deal
Fri, Jan 24 - Wed, Jan 29
9:00 pm - 10:40 pmEWR-ORD
2h 40mnonstop
6:47 pm - 9:59 pmORD-EWR
2h 12mnonstop
$147American Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
8:59 pm - 10:44 pmLGA-ORD
2h 45mnonstop
7:30 pm - 10:53 pmORD-LGA
2h 23mnonstop
$147Delta
Find Deal
Fri, Dec 6 - Fri, Jan 10
3:15 pm - 5:15 pmJFK-ORD
3h 00mnonstop
6:05 pm - 9:46 pmORD-JFK
2h 41mnonstop
$152Delta
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Fri, Dec 13 - Sat, Dec 14
9:29 pm - 11:00 pmEWR-ORD
2h 31mnonstop
9:15 am - 12:29 pmORD-EWR
2h 14mnonstop
$157United Airlines
Find Deal
Mon, Nov 11 - Tue, Nov 12
12:08 pm - 1:44 pmEWR-ORD
2h 36mnonstop
$31Spirit Airlines
Find Deal
Tue, Nov 12
8:35 am - 10:05 amLGA-ORD
2h 30mnonstop
$31Spirit Airlines
Find Deal
Tue, Nov 12
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
$59JetBlue
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Tue, Nov 12
9:00 am - 10:44 amEWR-ORD
2h 44mnonstop
$74United Airlines
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Sun, Feb 2
8:55 pm - 10:46 pmLGA-ORD
2h 51mnonstop
$74Delta
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Thu, Jan 9
3:28 pm - 5:18 pmJFK-ORD
2h 50mnonstop
$74JetBlue
Find Deal
Fri, Jan 31
7:00 am - 8:46 amEWR-ORD
2h 46mnonstop
$75American Airlines
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Thu, Jan 9
3:50 pm - 5:35 pmJFK-ORD
2h 45mnonstop
$78American Airlines
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Tue, Nov 5
7:29 am - 9:19 amLGA-ORD
2h 50mnonstop
$78Delta
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Thu, Nov 21
7:25 am - 9:05 amLGA-ORD
2h 40mnonstop
$79United Airlines
Find Deal
Sun, Dec 15
10:05 pm - 11:39 pmEWR-ORD
2h 34mnonstop
2:27 pm - 9:04 pmORD-EWR
5h 37m1 stop
Sat, Nov 2 - Wed, Nov 6
12:40 pm - 12:30 amEWR-ORD
12h 50m1 stop
8:00 am - 11:23 amORD-EWR
2h 23mnonstop
$108Spirit Airlines
Find Deal
Sat, Nov 2 - Tue, Nov 5
5:58 am - 7:37 amEWR-ORD
2h 39mnonstop
4:45 pm - 7:53 pmORD-EWR
2h 08mnonstop
$157American Airlines
Find Deal
Sun, Nov 3 - Mon, Nov 4
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$165JetBlue
Find Deal
Sun, Nov 3 - Tue, Nov 5
8:05 am - 9:54 amJFK-ORD
2h 49mnonstop
10:40 am - 1:57 pmORD-JFK
2h 17mnonstop
$184Delta
Find Deal
Sun, Nov 3 - Mon, Nov 4
7:00 am - 8:44 amJFK-ORD
2h 44mnonstop
2:10 pm - 8:00 pmORD-JFK
4h 50m1 stop
$205American Airlines
Find Deal
Sun, Nov 3 - Sun, Nov 3
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
8:41 am - 4:25 pmORD-JFK
6h 44m1 stop
$244JetBlue
Find Deal
Sun, Nov 3 - Mon, Nov 4
8:05 am - 9:54 amJFK-ORD
2h 49mnonstop
6:00 am - 12:00 pmORD-JFK
5h 00m1 stop
$251Delta
Find Deal
Sun, Nov 3 - Mon, Nov 4
5:30 am - 1:55 pmLGA-MDW
9h 25m1 stop
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
$287Southwest
Find Deal
Sun, Nov 3 - Wed, Nov 6
5:30 am - 1:55 pmLGA-MDW
9h 25m1 stop
9:50 am - 9:10 pmMDW-LGA
10h 20m1 stop
$296Southwest
Find Deal
Sun, Nov 3 - Wed, Nov 6
9:29 pm - 11:07 pmLGA-ORD
2h 38mnonstop
4:19 pm - 7:29 pmORD-LGA
2h 10mnonstop
$55Spirit Airlines
Find Deal
Tue, Dec 10 - Wed, Dec 11
8:35 am - 10:05 amLGA-ORD
2h 30mnonstop
4:21 pm - 7:24 pmORD-LGA
2h 03mnonstop
$62Spirit Airlines
Find Deal
Tue, Nov 12 - Wed, Nov 13
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$117JetBlue
Find Deal
Thu, Nov 14 - Mon, Nov 18
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$118JetBlue
Find Deal
Thu, Nov 14 - Mon, Nov 18
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$133American Airlines
Find Deal
Fri, Jan 24 - Wed, Jan 29
7:07 am - 9:01 amEWR-ORD
2h 54mnonstop
6:47 pm - 9:59 pmORD-EWR
2h 12mnonstop
$147American Airlines
Find Deal
Thu, Dec 5 - Sat, Dec 7
4:40 pm - 6:31 pmLGA-ORD
2h 51mnonstop
7:00 am - 10:25 amORD-LGA
2h 25mnonstop
$147Delta
Find Deal
Fri, Dec 6 - Wed, Jan 8
7:30 am - 9:18 amLGA-ORD
2h 48mnonstop
6:00 am - 9:20 amORD-LGA
2h 20mnonstop
$148Delta
Find Deal
Sat, Nov 16 - Mon, Nov 18
9:29 pm - 11:00 pmEWR-ORD
2h 31mnonstop
9:15 am - 12:29 pmORD-EWR
2h 14mnonstop
$157United Airlines
Find Deal
Mon, Nov 11 - Tue, Nov 12
9:29 pm - 11:00 pmEWR-ORD
2h 31mnonstop
6:00 am - 9:10 amORD-EWR
2h 10mnonstop
$167United Airlines
Find Deal
Fri, Nov 15 - Sun, Nov 17

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets
JetBlue
Nov 14
JFK7:14 amNew York John F Kennedy Intl
2h 49m
ORD9:03 amChicago O'Hare Intl
Nov 19
ORD9:48 amChicago O'Hare Intl
2h 11m
JFK12:59 pmNew York John F Kennedy Intl
JetBlue
Nov 14
JFK7:14 amNew York John F Kennedy Intl
2h 49m
ORD9:03 amChicago O'Hare Intl
Nov 18
ORD9:48 amChicago O'Hare Intl
2h 11m
JFK12:59 pmNew York John F Kennedy Intl
JetBlue
Nov 17
JFK7:14 amNew York John F Kennedy Intl
2h 49m
ORD9:03 amChicago O'Hare Intl
Dec 10
ORD10:14 amChicago O'Hare Intl
2h 16m
JFK1:30 pmNew York John F Kennedy Intl

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
Nov 21
LGA6:25 amNew York LaGuardia
2h 38m
ORD8:03 amChicago O'Hare Intl
Nov 25
ORD6:30 pmChicago O'Hare Intl
2h 14m
LGA9:44 pmNew York LaGuardia
United Airlines
Nov 11
EWR9:29 pmNewark
2h 31m
ORD11:00 pmChicago O'Hare Intl
Nov 12
ORD9:15 amChicago O'Hare Intl
2h 14m
EWR12:29 pmNewark
United Airlines
Nov 22
EWR2:09 pmNewark
2h 34m
ORD3:43 pmChicago O'Hare Intl
Nov 24
ORD8:57 amChicago O'Hare Intl
4h 18m
1 stop
EWR2:15 pmNewark

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 from New York to Chicago?

September. The cheapest time of year to fly to Chicago from New York is September. Most expensive is December

What is the cheapest day to depart New York for Chicago?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from New York to Chicago?

In the evening. New York to Chicago flights are approximately 19% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from New York?

Spirit Airlines. Spirit Airlines, Southwest, and JetBlue are the most popular carriers operating from New York to Chicago

What is the cheapest New York to Chicago flight route?

New York LaGuardia - Chicago O'Hare Intl. Fly from New York LaGuardia to Chicago O'Hare Intl for the best New York - Chicago flight prices

How far in advance should you book New York to Chicago flights?

30 days before. The cheapest time to buy a flight from New York to Chicago is approximately 30 days to departure

How many flights depart from New York to Chicago on average per day?

As of October 2024, 110 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 41% of daily flights taking off at noon.

How many flights depart from New York to Chicago on average per week?

775 flights are operational weekly from New York to Chicago as of October 2024. The most popular departure day for this route is Tuesday, with 23% of flights per week taking off on this day.

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?

No. A direct flight is the cheapest option for a flight between New York to Chicago.

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

As of October 2024, prices for New York to Chicago flights are approximately 36% 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 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

$31

Fastest flight time

2h 20m

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 $31. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $101.
The fastest flight from New York to Chicago takes 2h 20m
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 19h 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 $101. 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 $217.

  • How far is New York to Chicago by plane?

    Chicago is 710.8 mi away from New York. Typically, this will take 2h 25m 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 $67Free CancellationRating
6.3
8,196 reviews
Search Spirit Airlines flights
JetBluePriceFrom $87Free CancellationRating
7.5
3,524 reviews
Search JetBlue flights
DeltaPriceFrom $102Free CancellationRating
8.0
8,845 reviews
Search Delta flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $142Free CancellationRating
7.4
9,249 reviews
Search United Airlines flights
SouthwestPriceFrom $146Free CancellationRating
8.1
5,125 reviews
Search Southwest flights
  • Southwest Flights From New York to Chicago

    Southwest flight deals from New York to Chicago start from $146 round-trip. Over the 22 Southwest flights for this route in a normal week, average airfare is usually $240 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, 8,845 ratings). Delta flies from New York to Chicago around 59 times per week, with deals starting from $102 round-trip and rising to an average price of around $420.


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
$98 one-way$217 round-trip
Nonstop · from $2171 stop · from $104

Distance to downtown

G1N10.6 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 20m
$31 one-way$101 round-trip
Nonstop · from $1051 stop · from $101

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