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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 9/18. 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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Easily compare round-trip flights from New York to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from New York to Chicago by changing tabs
Spirit Airlines
Sep 10
LGA8:13 pmNew York LaGuardia
2h 39m
ORD9:52 pmChicago O'Hare Intl
Sep 11
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
Multiple Airlines
Aug 31
LGA10:00 pmNew York LaGuardia
15h 19m
1 stop
ORD12:19 pmChicago O'Hare Intl
Sep 11
ORD11:10 amChicago O'Hare Intl
2h 09m
LGA2:19 pmNew York LaGuardia
Frontier
Oct 22
JFK8:56 amNew York John F Kennedy Intl
5h 32m
1 stop
MDW1:28 pmChicago Midway
Oct 30
MDW9:44 pmChicago Midway
9h 22m
1 stop
JFK8:06 amNew York John F Kennedy Intl
Spirit Airlines
Sep 10
LGA8:13 pmNew York LaGuardia
2h 39m
ORD9:52 pmChicago O'Hare Intl
Sep 11
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
JetBlue
Sep 14
JFK7:00 amNew York John F Kennedy Intl
2h 40m
ORD8:40 amChicago O'Hare Intl
Sep 16
ORD6:20 pmChicago O'Hare Intl
2h 31m
JFK9:51 pmNew York John F Kennedy Intl
Delta
Sep 14
JFK3:20 pmNew York John F Kennedy Intl
2h 56m
ORD5:16 pmChicago O'Hare Intl
Sep 16
ORD6:23 pmChicago O'Hare Intl
2h 37m
JFK10:00 pmNew York John F Kennedy Intl

Find the cheapest one-way flights from New York to Chicago

If you're looking for one-way flights from New York to Chicago, view some of our deals below provided by Frontier, Southwest and Spirit Airlines
Spirit Airlines
Sep 18
EWR9:27 pmNewark
2h 38m
ORD11:05 pmChicago O'Hare Intl
Frontier
Sep 10
JFK8:56 amNew York John F Kennedy Intl
5h 33m
1 stop
MDW1:29 pmChicago Midway
Multiple Airlines
Sep 26
LGA7:00 amNew York LaGuardia
28h 04m
1 stop
RFD10:04 amChicago Greater Rockford

Find the cheapest direct flights from New York to Chicago

Spirit Airlines
Sep 10
LGA8:13 pmNew York LaGuardia
2h 39m
ORD9:52 pmChicago O'Hare Intl
Sep 11
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
Spirit Airlines
Sep 10
LGA8:30 amNew York LaGuardia
2h 40m
ORD10:10 amChicago O'Hare Intl
Sep 11
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
JetBlue
Sep 14
JFK7:00 amNew York John F Kennedy Intl
2h 40m
ORD8:40 amChicago O'Hare Intl
Sep 16
ORD6:20 pmChicago O'Hare Intl
2h 31m
JFK9:51 pmNew York John F Kennedy Intl
Delta
Sep 14
JFK3:20 pmNew York John F Kennedy Intl
2h 56m
ORD5:16 pmChicago O'Hare Intl
Sep 16
ORD6:23 pmChicago O'Hare Intl
2h 37m
JFK10:00 pmNew York John F Kennedy Intl
Spirit Airlines
Sep 10
LGA8:30 amNew York LaGuardia
2h 40m
ORD10:10 amChicago O'Hare Intl
Sep 10
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
Southwest
Sep 18
LGA7:30 pmNew York LaGuardia
2h 30m
MDW9:00 pmChicago Midway
Sep 25
MDW6:05 amChicago Midway
2h 05m
LGA9:10 amNew York LaGuardia

Search last-minute flights to Chicago from New York

Find and compare round-trip flight prices for your last-minute flight from New York to Chicago
Spirit Airlines
Aug 28
LGA8:30 amNew York LaGuardia
2h 32m
ORD10:02 amChicago O'Hare Intl
Sep 4
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
Multiple Airlines
Aug 26
LGA8:18 pmNew York LaGuardia
2h 39m
ORD9:57 pmChicago O'Hare Intl
Aug 27
ORD8:00 amChicago O'Hare Intl
13h 00m
1 stop
LGA10:00 pmNew York LaGuardia
JetBlue
Aug 28
JFK7:40 amNew York John F Kennedy Intl
2h 45m
ORD9:25 amChicago O'Hare Intl
Sep 4
ORD6:20 pmChicago O'Hare Intl
2h 31m
JFK9:51 pmNew York John F Kennedy Intl
Delta
Aug 26
LGA5:30 pmNew York LaGuardia
2h 54m
ORD7:24 pmChicago O'Hare Intl
Aug 28
ORD6:00 amChicago O'Hare Intl
2h 09m
LGA9:09 amNew York LaGuardia
Spirit Airlines
Aug 28
EWR9:21 pmNewark
2h 37m
ORD10:58 pmChicago O'Hare Intl
Sep 4
ORD4:30 pmChicago O'Hare Intl
2h 22m
EWR7:52 pmNewark
Spirit Airlines
Aug 28
LGA8:30 amNew York LaGuardia
2h 32m
ORD10:02 amChicago O'Hare Intl
Sep 4
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
Sep 10
LGA8:13 pmNew York LaGuardia
2h 39m
ORD9:52 pmChicago O'Hare Intl
Sep 11
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
Spirit Airlines
Sep 10
LGA8:13 pmNew York LaGuardia
2h 39m
ORD9:52 pmChicago O'Hare Intl
Sep 11
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia
Spirit Airlines
Sep 10
LGA8:30 amNew York LaGuardia
2h 40m
ORD10:10 amChicago O'Hare Intl
Sep 10
ORD5:14 pmChicago O'Hare Intl
2h 15m
LGA8:29 pmNew York LaGuardia

Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets
Delta
Sep 14
JFK3:20 pmNew York John F Kennedy Intl
2h 56m
ORD5:16 pmChicago O'Hare Intl
Sep 16
ORD6:23 pmChicago O'Hare Intl
2h 37m
JFK10:00 pmNew York John F Kennedy Intl
Delta
Sep 14
JFK3:20 pmNew York John F Kennedy Intl
2h 56m
ORD5:16 pmChicago O'Hare Intl
Sep 16
ORD6:23 pmChicago O'Hare Intl
2h 37m
JFK10:00 pmNew York John F Kennedy Intl
Delta
Sep 11
JFK8:06 amNew York John F Kennedy Intl
2h 56m
ORD10:02 amChicago O'Hare Intl
Sep 18
ORD7:04 amChicago O'Hare Intl
2h 26m
JFK10:30 amNew York John F Kennedy Intl

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 from New York to Chicago?

January. The cheapest time of year to fly to Chicago from New York is January. 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 17% more expensive at noon than in the evening

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

Spirit Airlines. Spirit Airlines, Alaska Airlines, 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?

55 days before. The cheapest time to buy a flight from New York to Chicago is approximately 55 days to departure

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

As of August 2024, 176 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 40% of daily flights taking off at noon.

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

1,232 flights are operational weekly from New York to Chicago as of August 2024. The most popular departure day for this route is Monday, with 17% 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 August 2024, prices for New York to Chicago flights are approximately 33% cheaper when compared to flights at the same time last year.

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 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 $31. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $45.
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 19h 10m 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 $45. A train from New York to Chicago is more expensive than a flight, with prices starting at $204. A bus from New York to Chicago is also an option, with an average price of $152.

  • 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.


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
8,323 reviews
Search Spirit Airlines flights
JetBluePriceFrom $85Free CancellationRating
7.5
3,826 reviews
Search JetBlue flights
DeltaPriceFrom $101Free CancellationRating
8.0
9,384 reviews
Search Delta flights
United AirlinesPriceFrom $119Free CancellationRating
7.4
9,807 reviews
Search United Airlines flights
American AirlinesPriceFrom $140Free CancellationRating
7.3
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $151Free CancellationRating
8.0
9,377 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $181Free CancellationRating
8.1
5,467 reviews
Search Southwest flights
  • Southwest Flights From New York to Chicago

    Southwest flight deals from New York to Chicago start from $181 round-trip. Over the 59 Southwest flights for this route in a normal week, average airfare is usually $273 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, 9,384 ratings). Delta flies from New York to Chicago around 55 times per week, with deals starting from $101 round-trip and rising to an average price of around $438.


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
$72 one-way$152 round-trip
Nonstop · from $1521 stop · from $72

Distance to downtown

ZUN0.7 mi

Find Buses

New York to Chicago Buses

Trains

19h 32m
$102 one-way$204 round-trip
Nonstop · from $204

Distance to downtown

ZUN0.7 mi

Flights

2h 15m
$31 one-way$45 round-trip
Nonstop · from $451 stop · from $70

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