NYC - CHI

₹ 4,979 Find Cheap Flights from New York to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Chicago departing on 18/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest return fare
₹ 7,605
Typical prices: ₹ 12,856-₹ 21,457
Spirit Airlines
Mon 12/1Mon 19/1
LGA - ORD • Direct
Cheapest one-way flight
₹ 4,979
Typical prices: ₹ 8,872-₹ 23,901
Spirit Airlines
Wed 18/3
EWR - ORD • Direct
Our travellers' advice
AI-powered summary based on content written by KAYAK users. AI can make mistakes.
United's carry-on policy may require gate checking.
Arrive early at NY airports due to busy conditions.
User tips
User tips
User tips
User tips
Top routes
EWR-MDW
Cheapest • 41% average savings
LGA-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 24% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from New York to Chicago (NYC-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from New York to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from New York to Chicago

Mon, 12 Jan - Mon, 19 Jan
Spirit Airlines Logo
07:30 - 09:12
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
17:53 - 20:59
ORD
-
LGA
2h 06mdirect
₹ 7,605Spirit Airlines
Tue, 13 Jan - Tue, 20 Jan
Spirit Airlines Logo
08:00 - 21:03
LGA
-
ORD
14h 03m1 stop
Spirit Airlines Logo
17:53 - 20:59
ORD
-
LGA
2h 06mdirect
₹ 8,420Spirit Airlines
Mon, 12 Jan - Mon, 19 Jan
Spirit Airlines Logo
07:30 - 09:12
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
18:57 - 09:00
ORD
-
LGA
13h 03m1 stop
₹ 8,872Spirit Airlines
Thu, 19 Feb - Fri, 20 Feb
Spirit Airlines Logo
07:30 - 09:12
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
17:58 - 20:59
ORD
-
LGA
2h 01mdirect
₹ 9,144Spirit Airlines
Tue, 12 May - Sun, 17 May
Spirit Airlines Logo
12:59 - 14:41
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
09:04 - 12:04
ORD
-
LGA
2h 00mdirect
₹ 9,325Spirit Airlines
Fri, 17 Apr - Sun, 19 Apr
Spirit Airlines Logo
12:59 - 14:41
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
09:04 - 12:04
ORD
-
LGA
2h 00mdirect
₹ 9,597Spirit Airlines
Sun, 18 Jan - Tue, 20 Jan
Spirit Airlines Logo
21:05 - 22:42
EWR
-
ORD
2h 37mdirect
Spirit Airlines Logo
10:48 - 23:27
ORD
-
EWR
11h 39m1 stop
₹ 9,687Spirit Airlines
Sun, 10 May - Sun, 17 May
Spirit Airlines Logo
12:59 - 14:41
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
09:04 - 12:04
ORD
-
LGA
2h 00mdirect
₹ 9,959Spirit Airlines
Mon, 19 Jan - Wed, 21 Jan
Spirit Airlines Logo
21:05 - 22:42
EWR
-
ORD
2h 37mdirect
Spirit Airlines Logo
05:15 - 15:10
ORD
-
EWR
8h 55m1 stop
₹ 10,140Spirit Airlines
Sun, 18 Jan - Tue, 20 Jan
United Airlines Logo
09:00 - 10:53
EWR
-
ORD
2h 53mdirect
United Airlines Logo
15:35 - 18:51
ORD
-
EWR
2h 16mdirect
₹ 12,584United Airlines
Booking Insights

KAYAK's insights & trends for New York to Chicago flights

Get data-powered insights and trends into flights from New York to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from New York to Chicago costs ₹ 15,247 on the route between Newark Airport (EWR) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 41% cheaper than other New York-Chicago routes. The most popular route is between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from New York to Chicago?

The average price of all round-trip flights from New York to Chicago clicked on KAYAK for each day over the last 12 months.

When flying from New York to Chicago, you should consider leaving on a Saturday and avoid Mondays if you are looking for the best rates. For your return to New York, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New York to Chicago is January, where tickets cost ₹ 16,387 (return) on average. On the other hand, the most expensive months are August and June, where the average cost of round-trip tickets is ₹ 25,350 and ₹ 25,078 respectively.

Can I save money by flying with a stopover from New York to Chicago?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of ₹ 26,123, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New York to Chicago, you should book around 3 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight₹ 4,979
Best time to beat the crowds (24% less expensive on average)
Most popular time to fly (4% more expensive on average)
Flight from Newark Liberty Airport to Chicago

When to book flights from New York to Chicago

Are your dates flexible? Find out the best times to travel from New York to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from New York to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from New York to Chicago 
StephenFlew with United Airlines
EWR
-
ORD
Jan 2025
Don't bring a carry on roller bag. It won't fit. They will gate check it. It will take forever.
SheenaFlew with Southwest
LGA
-
MDW
Jun 2024
Get to the airport early. NY airports are always busy, even when you have TSA pre check
yvgeniFlew with United Airlines
EWR
-
ORD
Jan 2024
Check the weather before flying , and don’t rely on getting on time to your destination

FAQs for booking flights from New York to Chicago

  • When looking for flights from New York to Chicago which Chicago airport should I choose?

    Chicago Midway is closer to downtown Chicago, and since it is a smaller airport it can be less busy and easier to navigate; however, because of the airport size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.

  • What is the cost of an Uber from Chicago O'Hare International to downtown Chicago?

    Rides start at $38 but can, of course, be higher depending on the time of day and traffic conditions.

  • What is the best way for someone to pick me up at Chicago O'Hare International?

    Chicago O'Hare International utilizes a cell phone lot for those wishing to pick up arriving passengers. The lot has a flight information display to let those waiting know when you have arrived. The airport does not allow stopping in front of the terminal except for immediate pickup of passengers, so the cell phone lot is an excellent option for those waiting for arriving passengers.

  • What is the fastest way to get to New York LaGuardia airport?

    One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop at Astoria and then get a taxi or Uber to the airport. The ferry offers alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

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

    In the last 3 days, the lowest price for a flight from New York to Chicago was ₹ 4,979 for a one-way ticket and ₹ 7,605 for a return.

  • Which airports will I be using when flying from New York to Chicago?

    New York has 2 major airports: Newark and New York LaGuardia. Chicago O'Hare Intl is the only airport in Chicago. You’ll usually find the cheapest deals if you fly from Newark Liberty Airport.

  • Which airlines offer Wi-Fi service onboard planes from New York to Chicago?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York to Chicago flight route.

  • Which aircraft models fly most regularly from New York to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route.

  • Which airline alliances offer flights from New York to Chicago?

    oneworld is the only airline alliance operating flights between New York and Chicago.

  • On which days can I fly direct from New York to Chicago?

    There are direct flights from New York to Chicago on a daily basis.

  • Which is the best airline for flights from New York to Chicago, American Airlines or Spirit Airlines?

    The two airlines most popular with KAYAK users for flights from New York to Chicago are American Airlines and Spirit Airlines. With an average price for the route of ₹ 22,835 and an overall rating of 7.2, American Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of ₹ 11,174 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from New York to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to New York with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from New York to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for ₹ 8,787 or less one-way and ₹ 56,130 or less round-trip.
  • Passengers find that when hunger strikes before flights from New York to Chicago, a great place to eat is the New York classic Shake Shack located at Terminal 4 at New York John F. Kennedy International. Shake Shack offers burgers, chicken sandwiches, hot dogs, and, of course, amazing shakes.
  • If man's best friend will also be traveling on your flights from New York to Chicago, each terminal at Newark International offers a pet relief station. The areas at Terminal B and C are pre-security while the area at Terminal A is after security.
  • The Centurion Lounge at New York LaGuardia is a great place to spend some time before flights from New York to Chicago. The lounge offers a dining menu created by one of Zagat’s top 30 under 30 chefs and a cocktail selection created by on the nation's top mixologists.
  • If you do not want to bother with the hustle and bustle of downtown Chicago, there are many hotels located near Chicago O'Hare International that will suit any traveler’s taste and budget. The SpringHill Suites Chicago O'Hare has top-rated service, a convenient location near the airport, and a free airport shuttle. If your whole family is making the trip, the Hilton Garden Inn Chicago O'Hare Airport is just for you, as it includes an indoor pool and kids’ menus.
  • If you are looking for a budget-friendly way to get from Chicago O'Hare International to downtown Chicago, look no further than a ride on the EL Train. The trip costs just a few dollars and will take you right into downtown Chicago. It should be noted that this can be a difficult choice if you are traveling with more than just one or two bags.

Prefer to fly direct from New York to Chicago?

 
Nonstop data is based off flight results for the next 60 days. Find direct flights from all airlines flying nonstop from New York to Chicago.
Find which airlines fly direct from New York to Chicago, which days they fly and book direct flights.

Direct departures

New York to Chicago

Monday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Tuesday

American Airlines, Delta, JetBlue, +3 more

American Airlines, Delta, +4 more

Wednesday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Thursday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Friday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Saturday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Sunday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

See more direct flights

Direct returns

Chicago to New York

Monday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Tuesday

American Airlines, Delta, JetBlue, +3 more

American Airlines, Delta, +4 more

Wednesday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Thursday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Friday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Saturday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Sunday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

See more direct flights

Reviews of the top airlines flying from New York to Chicago

 
See real verified KAYAK customer reviews for airlines flying from New York to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New York to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11052 reviews
7.2Comfort
8.0Crew
7.5Boarding
6.9Entertainment
6.5Food
Airline reviews

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

2.0 MediocreJohn, Dec 2025
GSO - ORD
Read more American Airlines reviews

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Very positive in both directions. Safe travels, nice staff, lost and found in fact found my phone under my chair! I was out of cash after my NYC trip otherwise I would've offered a reward for helping my day out immensly! Thanks you so much Spirit staff!

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.

We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.

Everything you need to know for your flight from New York to Chicago

Cabin class types available on flights from New York to Chicago

Cabin classes available on flights from New York to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.