Chicago

$30+ Cheap flights from New York (NYC) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
Nov 5 — Nov 121
1 adult
Tue 11/5
Tue 11/12
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Find cheap flights from New York to Chicago with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
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3. Compare prices and book
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The best prices from New York to Chicago are usually found in September or January, booked 71 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from New York to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

September

Round-trip from

$37
(Cheapflightsfares)

One-way from

$30
(eDestinos)
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
High demand for flights, 20% potential price rise
Best time to find cheap flights, 24% potential price drop
From New York (NYC) to Chicago (CHI)
One-way flight from New York (NYC) to Chicago (CHI)

Find flight deals from New York to Chicago

Cheapest flights from New York to Chicago
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1510:55 amLGA - ORD
1 stop10h 20mSpirit Airlines
Tue 11/197:46 pmORD - LGA
1 stop12h 14mSpirit Airlines
Deal found 10/29$102
This Gotogate deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1411:00 amJFK - MDW
1 stop10h 25mFrontier
Mon 11/187:42 amMDW - JFK
1 stop25h 18mFrontier
Deal found 10/30$103
This Flybillet deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flybillet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1410:59 amLGA - ORD
1 stop12h 00mFrontier
Mon 11/188:26 pmORD - LGA
1 stop19h 03mFrontier
Deal found 10/30$103
This Gotogate deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1412:29 pmLGA - MDW
1 stop30h 47mFrontier
Mon 11/188:20 pmMDW - LGA
1 stop19h 09mFrontier
Deal found 10/30$103
This Flybillet deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flybillet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/143:00 pmJFK - ORD
1 stop7h 59mFrontier
Mon 11/188:26 pmORD - JFK
1 stop14h 56mFrontier
Deal found 10/30$104
This Flightnetwork deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/148:35 amLGA - ORD
Nonstop2h 30mMultiple Airlines
Mon 11/1810:57 amORD - LGA
1 stop23h 42mMultiple Airlines
Deal found 10/31$104
This Cheapflightsfares deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1310:55 amEWR - ORD
1 stop8h 46mSpirit Airlines
Wed 11/207:50 amORD - EWR
1 stop8h 13mSpirit Airlines
Deal found 10/31$108
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:29 amJFK - ORD
Nonstop2h 55mJetBlue
Wed 12/1110:14 amORD - JFK
Nonstop2h 16mJetBlue
Deal found 10/31$117
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/56:05 amLGA - ORD
Nonstop2h 44mDelta
Mon 1/67:00 amORD - LGA
Nonstop2h 25mDelta
Deal found 10/31$117
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/166:30 amLGA - MDW
Nonstop2h 30mSouthwest
Wed 11/206:00 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 10/31$118
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/68:05 amJFK - ORD
Nonstop3h 00mDelta
Sat 12/77:00 amORD - JFK
Nonstop2h 25mDelta
Deal found 10/31$132
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:25 pmLGA - ORD
Nonstop2h 38mUnited Airlines
Sun 12/87:00 amORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 10/31$147

Find flights from New York to Chicago within your budget

Customize your flight search to find flights from New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 11/13

11:13 am-12:52 pm

Nonstop2h 39m

$41

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 11/14

3:00 pm-9:59 pm

1 stop7h 59m

$53

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 12/4

7:29 am-9:24 am

Nonstop2h 55m

$58

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/16

6:35 pm-8:24 pm

Nonstop2h 49m

$59

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Mon 12/9

9:55 pm-11:20 pm

Nonstop2h 25m

$59

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 12/7

3:19 pm-4:58 pm

Nonstop2h 39m

$69

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 1/12

7:00 am-8:46 am

Nonstop2h 46m

$74

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 12/4

5:42 pm-5:18 pm

1 stop24h 36m

$85

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Wed 11/13

7:59 am-12:34 pm

1 stop29h 35m

$53

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/4

9:55 am-7:07 pm

1 stop10h 12m

$54

Flights are sorted by cheapest first

Deals found on 10/31

Showing 1-10 of 57 results
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Compare providers for flights from New York to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New York to Chicago in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 starCancellation PolicyAirline Policy
Booking.comPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
CheapOairPrice Accuracy2 starsTrust Score*3 starsCancellation PolicyAirline Policy
PricelinePrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FareScanPrice Accuracy3 starsTrust Score*1 starCancellation PolicyNo Information
Kiwi.comPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyNo Information
MytripPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New York-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New York-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New York-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New York-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New York-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from New York to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from New York to Chicago

Get recent, data-driven insights about flights from New York to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from New York to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from New York to Chicago. Price data was last updated on October 25, 2024.

To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 71 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from New York to Chicago?

Currently, September is the cheapest month in which you can book a flight from New York to Chicago (average of $232). Flying from New York to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from NYC to CHI?

Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

It’s typically best to fly out from New York to Chicago in the evening. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from New York to Chicago?

Use this chart to determine the cheapest time to fly round-trip from New York to Chicago. Price data was last updated on October 27, 2024.

Travelers seeking maximum savings on their New York to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated October 31, 2024.
Get a feel of what it's like to fly with Delta, JetBlue and American Airlines from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Boarding

8.3

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.1
Very good
5,116 reviews
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Boarding

8.3

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.0
Very good
8,835 reviews
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Boarding

8.3

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.0
Very good
9,420 reviews
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Boarding

8.3

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.8
Good
294 reviews
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Boarding

8.3

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.8
Good
387 reviews
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Boarding

8.3

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

New York to Chicago Travel Guide

Chicago, with its dramatic location along the shores of Lake Michigan, is the professional, business, educational and cultural hub of the Midwest. When in Chicago, you have a wealth of choices, whether you prefer to tour architectural masterpieces, take in the top comedy improv groups in the country, attend a Chicago Cubs game at Wrigley Field, or just get some business done. Not surprisingly, it's easy to find flights between the first and third-largest cities in the United States: New York City and Chicago.

Whether you're traveling for business or vacation, Chicago is a friendly, welcoming town that combines high-end urban style with Midwestern hospitality. Take a cruise down the Chicago River to marvel at the architecture of this city's startling skyscrapers, or head to the suburbs to explore some of Frank Lloyd Wright's greatest designs. The Art Institute of Chicago is home to some of the greatest Impressionist paintings in the world, and the Magnificent Mile along Michigan Avenue satisfies even the most demanding shopper. Finish a day in Chicago with uproarious laughter at one of the many improv performances around town.

Your visit to Chicago can combine business and fun seamlessly. Just remember to bundle up against the wind that sweeps off Lake Michigan during all seasons. To find a cheap flight to Chicago from NYC at the perfect time of day, use our smart search engine.

Related info for your journey

Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from New York City to Chicago?

    The flight from New York City to Chicago, just over 700 miles, will take you slightly less than two hours. Add to that the time spent getting to and from your gate, which may vary depending on the airport you choose.

  • Which airlines operate flights from New York City to Chicago?

    With two airports to choose from in Chicago and three in the area of New York City, you have a wide variety of airlines to choose from when booking your flight. Check out flights from American, Delta, jetBlue, Spirit, United and Southwest to find the right combination of time and price.

  • How frequent are flights between New York City and Chicago?

    With almost 100 flights running from New York's three airports to Chicago each day, you should be able to find a flight that meets your schedule. Flights begin at 6 a.m. each day, with the last flight departing shortly before midnight.

  • Which airports serve New York City to Chicago?

    You can reach Chicago departing from any of New York's three major airports - JFK International, LaGuardia, and Newark Liberty International Airport. Most Chicago-bound flights head to O'Hare, the second-busiest airport in the country, though a few land at Midway.

  • Which direct flight route between New York City and Chicago is cheapest?

    You'll typically find cheaper flights when departing from LaGuardia than from JFK, though prices do fluctuate seasonally and even daily. Landing at O'Hare in Chicago is typically a cheaper choice than looking for a flight to Midway.

  • How busy are the airports in New York and Chicago?

    Because New York and Chicago are two very large cities in the United States there are several airport options in each city that allow you to make the trip between these cities. Some of the choices when you are leaving from the New York City area include John F. Kennedy International Airport (JFK), Newark International Airport (EWR), and New York La Guardia Airport (LGA) and the choice of which airport to use often comes down to which one is most convenient for you depending on your departure point within the New York City area. In terms of airports that are available to you in Chicago, they include both Chicago O' Hare International Airport (ORD) and Chicago Midway (MDW) both of which offer excellent public transportation options to get from the airport to downtown Chicago after your flight to Chicago from New York.

  • Which airlines offer direct flights from New York to Chicago?

    If the airport you will be using in New York City is New York La Guardia Airport, some of your direct flight options include those aboard United Airlines and American Airlines that both offer nonstop service to the Chicago O' Hare International Airport. If instead, you will be departing from John F. Kennedy International Airport there are nonstop flights available aboard American Airlines, Delta Airlines, and JetBlue to Chicago O' Hare International Airport. When departing from Newark International Airport you can fly directly to Chicago O' Hare International Airport from John F. Kennedy International Airport aboard both United Airlines and American Airlines.

  • What are some of the layover options between New York to Chicago?

    There are also one-stop flights that offer a better value than some of these nonstop flights. Spirit Airlines offers one-stop service that departs from both Newark International Airport (EWR) and New York La Guardia Airport that has a layover at Orlando (MCO) that will add about five hours to your travel time. You can also travel on a one-stop flight that has a layover in Orlando or Frontier Airlines and this trip will add about four hours to your travel time. If you would like to travel to Chicago Midway, you can do so from both Newark International Airport and John F. Kennedy International Airport aboard Delta Airlines with a layover at Detroit Metropolitan Wayne County (DTW).

  • When I am flying from New York to Chicago will I require a visa or a passport?

    Since the cities of both Chicago and New York lie within the United States citizens of the United States do not need a passport or visa to travel to these two cities. Something important to remember on this flight route is that in the very near future airlines will require a REAL ID to make this trip.

  • Can I find flights from New York to Chicago for under $100 on Cheapflights?

    Yes, there are multiple flights from New York to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $37, but on average you can expect to pay $124.

  • Are there nonstop flights from New York to Chicago for under $100 on Cheapflights?

    Cheapflights has at least 11 direct flights from New York to Chicago under $100. A good price for a nonstop flight from New York to Chicago is less than $122.

  • Are there last-minute flights available from New York to Chicago for under $200?

    There are currently 20+ open flights from New York to Chicago within the next 7 days for less than $200.

  • What days are nonstop flights available from New York to Chicago?

    Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

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

    Per day, 39 flights depart from New York to Chicago on average.
    Early Morning (Midnight to 6am) - 8% of flight departures
    Morning (6am - Noon) - 44% of flight departures
    Afternoon (Noon - 6pm) - 49% of flight departures

  • How long is the flight from New York to Chicago?

    Spirit Airlines, Frontier, and JetBlue can get you from New York to Chicago in just under 2h 30m. Your travel time can differ by up to 7h 55m. The distance from New York to Chicago is about 742 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from New York to Chicago round-trip?

    According to our current data, Spirit Airlines ($37), Frontier ($103), and JetBlue ($117) offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 83% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from New York to Chicago one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $30. Frontier flights start at $50 while deals on JetBlue start at $58 one-way.

  • What are the most popular routes from New York to Chicago?

  • What are the most reliable airlines from New York to Chicago?

    No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing Malaysia Airlines (98%), China Airlines (95%) or Republic Airways (93%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from New York to Chicago?

    On average you can expect to pay $625 for a flight from New York to Chicago. The cheapest flight overall is $73 while the most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl) is currently priced at $117.

  • What does JFK to ORD mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport flight would often be abbreviated as a JFK to ORD flight. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from New York to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your New York to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from New York to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter New York to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from New York to Chicago that include hotel bookings?

    Yes. In addition to deals on New York to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Chicago.

  • Can I find deals for business class flights from New York to Chicago?

    Yes. Cheapflights offers flight deals from New York to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from New York to Chicago that allow pets onboard?

    Many airlines flying from New York to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from New York to Chicago?

    Yes, you can often find last-minute deals on New York to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the New York to Chicago flight deals updated?

    The New York to Chicago flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from New York to Chicago?

    Currently, September is the cheapest month in which you can book a flight from New York to Chicago (average of $232). Flying from New York to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

  • What are the most eco-friendly airlines from New York to Chicago?

    When you are traveling to Chicago from New York and you are looking for the most eco-friendly airlines to make the trip, some choices include American Airlines, Delta Air Lines, JetBlue Airlines, and United Airlines. Since 2013 American Airlines has retired and replaced over 600 aircraft with newer generation technologies that on average offer 10 to 15% improvements in their fuel efficiency. JetBlue offers a program to its passengers to allow them to offset the carbon footprint of their flight for about the price of a cup of coffee. Delta Air Lines has set a goal of replacing 10% of its jet fuel with sustainable aviation fuel by the end of 2030.

  • How can I fly more sustainably from New York to Chicago?

    In an effort to utilize sustainable travel methods, travelers have plenty of things they can do on trips to Chicago from New York. Start out at home by packing as little as possible to reduce the weight needed to carry you to your destination to save fuel. When booking your flight look for routes that employ newer advanced aircraft that are more fuel-efficient. As you are considering your ground transportation choices to get you to the airports in New York, think about one of the many light rail services offered by the Metropolitan Transit Authority of New York as this is one of the most fuel-efficient ways to get to the airport. Do the same thing when you arrive in Chicago by taking either the CTA Blue Line or the CTA Orange Line depending on which airport you arrive at in Chicago. During your time in Chicago do your best to shop locally so that the products that you consume during your stay have traveled the shortest distance to get to you, thus reducing their carbon footprint on the environment.

See more FAQs

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Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from New York to Chicago

Discover the top 6 airlines that operate flights from New York to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$67Average$144FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$87Average$240FlexibilityNo cancel feeOn-time62%
DeltaCheapest$102Average$420FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$137Average$269FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$142Average$285FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$146Average$240FlexibilityNo cancel feeOn-time63%
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