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Cheap flights from New York to Chicago from ₹ 5,419

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
28 Feb — 7 Mar1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from New York to Chicago are usually found in January or February, booked 81 days in advance, depart on a Wednesday or Thursday and return on a Thursday

Cheap flight deals from New York to Chicago

Enter your travel dates to find the best prices.

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 29 January 2026.

Sun 22/223:05
EWR
-
ORD
Nonstop2h 35m
Spirit Airlines
Sun 1/318:51
ORD
-
EWR
Nonstop2h 09m
Spirit Airlines
Deal found 29/1₹ 8,266
Thu 26/212:02
EWR
-
ORD
1 stop8h 09m
Spirit Airlines
Sun 1/318:51
ORD
-
EWR
Nonstop2h 09m
Spirit Airlines
Deal found 28/1₹ 8,357
Sun 8/323:05
EWR
-
ORD
Nonstop2h 35m
Spirit Airlines
Wed 11/318:51
ORD
-
EWR
Nonstop2h 09m
Spirit Airlines
Deal found 26/1₹ 8,725
Sun 8/307:40
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Wed 11/312:44
ORD
-
LGA
1 stop9h 37m
Spirit Airlines
Deal found 26/1₹ 9,000
Tue 14/422:39
EWR
-
ORD
Nonstop2h 28m
Spirit Airlines
Tue 21/416:47
ORD
-
EWR
Nonstop2h 08m
Spirit Airlines
Deal found 28/1₹ 9,184
Mon 30/307:00
LGA
-
ORD
Nonstop2h 40m
Spirit Airlines
Fri 3/419:40
ORD
-
LGA
Nonstop2h 05m
Spirit Airlines
Deal found 28/1₹ 9,184
Sat 7/221:05
EWR
-
ORD
Nonstop2h 37m
Spirit Airlines
Sun 8/216:38
ORD
-
EWR
Nonstop2h 08m
Spirit Airlines
Deal found 26/1₹ 9,460
Sat 7/207:30
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sun 8/217:53
ORD
-
LGA
Nonstop2h 06m
Spirit Airlines
Deal found 26/1₹ 9,460
Thu 12/307:30
LGA
-
ORD
Nonstop2h 40m
Spirit Airlines
Sat 21/318:01
ORD
-
LGA
Nonstop1h 58m
Spirit Airlines
Deal found 27/1₹ 9,643
Sat 14/223:05
EWR
-
ORD
Nonstop2h 35m
Spirit Airlines
Sun 15/218:51
ORD
-
EWR
Nonstop2h 09m
Spirit Airlines
Deal found 27/1₹ 9,735
Fri 1/512:59
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 4/509:04
ORD
-
LGA
Nonstop2h 00m
Spirit Airlines
Deal found 26/1₹ 9,919
Fri 6/307:40
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sun 8/317:58
ORD
-
LGA
Nonstop2h 01m
Spirit Airlines
Deal found 27/1₹ 10,102

Find 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 29 January 2026.

Round-trip from

₹ 8,266

One-way from

₹ 5,419

Popular in

August

Cheapest in

January

Average price

₹ 17,174

Good round-trip deal

₹ 39,394 or less

Good one-way deal

₹ 5,918 or less
Spirit Airlines
  • Spirit Airlines
  • 22/2-1/3
  • Nonstop
  • 4h 44m total
  • New York to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 12/2
  • Nonstop
  • 2h 35m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (₹ 206,553 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 32,967 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customise 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 454,620 searches. Data last updated 29 January 2026.
Use the filters below to find and compare flights from New York to Chicago that are best for you.

Fly from

New York

Fly to

Chicago

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 14/4

22:39-00:07

Nonstop2h 28m

Chicago O'Hare Intl

Tue 21/4

16:47-19:55

Nonstop2h 08m

₹ 9,184

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 18/5

21:05-22:43

Nonstop2h 38m

Chicago O'Hare Intl

Tue 26/5

16:47-19:55

Nonstop2h 08m

₹ 10,837

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 23/2

10:05-17:46

1 stop8h 41m

Chicago O'Hare Intl

Sun 1/3

18:51-22:00

Nonstop2h 09m

₹ 11,572

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 10/3

14:15-15:59

Nonstop2h 44m

Chicago O'Hare Intl

Sat 14/3

18:20-21:36

Nonstop2h 16m

₹ 11,847

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 28/2

14:30-16:22

Nonstop2h 52m

Chicago O'Hare Intl

Mon 2/3

06:00-09:23

Nonstop2h 23m

₹ 12,582

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 24/2

12:02-21:13

1 stop10h 11m

Chicago O'Hare Intl

Sun 1/3

20:16-10:57

1 stop13h 41m

₹ 12,858

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 19/3

11:32-13:15

Nonstop2h 43m

Chicago O'Hare Intl

Sun 22/3

07:10-10:17

Nonstop2h 07m

₹ 13,225

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 21/2

23:05-00:40

Nonstop2h 35m

Chicago O'Hare Intl

Sun 22/2

18:51-22:00

Nonstop2h 09m

₹ 13,592

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 21/2

06:05-07:58

Nonstop2h 53m

Chicago O'Hare Intl

Tue 24/2

10:45-13:58

Nonstop2h 13m

₹ 13,960

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 12/5

16:54-23:41

1 stop7h 47m

Chicago O'Hare Intl

Sun 17/5

18:34-09:00

1 stop13h 26m

₹ 14,603

Flights are sorted by cheapest return flights first.

Deals found on 28/1

Showing 1-10 of 41 results
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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 return 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.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a return flight from New York to Chicago. Price data was last updated on 23 January 2026.

Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, December is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 4,408). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 10,929). 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 29 January 2026.

It’s optimal to fly from New York to Chicago at midday. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly return from New York to Chicago. Price data was last updated on 24 January 2026.

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Tuesday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York to Chicago

Explore weekly flight availability from New York to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 29 January 2026.

The most flights from NYC to CHI are scheduled on a Thursday (176 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).

How often are flights from New York to Chicago delayed?

About 18% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 159 minutes.

What is the most punctual flight time for New York to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on New York to Chicago flights?

Over the past year, United Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.

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 29 January 2026.
Check out reviews from past customers who have flown with Spirit Airlines from New York to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Spirit Airlines
6.3
Okay
8,394 reviews
Check prices

Boarding

6.6

Crew

7.0

Comfort

5.9

Food

5.1

Overall

6.3

Entertainment

5.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

IAH - BWI

Everything was alright didn't get any snacks cause it was an short flight. The workers were very nice and respectful
Spirit Airlines
6.3
Okay
8,394 reviews
Spirit Airlines
6.3
Okay
8,394 reviews
Check prices

Boarding

6.6

Crew

7.0

Comfort

5.9

Food

5.1

Overall

6.3

Entertainment

5.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

IAH - BWI

Everything was alright didn't get any snacks cause it was an short flight. The workers were very nice and respectful

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 to Chicago?

    For as low as ₹ 9,184, Spirit Airlines can have you in Chicago from New York in 2h 28m. There are 1152 km between New York and Chicago. Most flights are nonstop.

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

    Currently priced at ₹ 8,120, American Airlines will fly you from New York to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as ₹ 9,506. American Airlines is 62% cheaper than the average price of flights available within the next 90 days to this destination.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as ₹ 2,938. Users have also found prices from ₹ 8,091 and ₹ 9,504 on American Airlines and United Airlines, respectively.

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

    The top 3 most reliable airlines when flying from New York to Chicago are SAUDIA (100%), Endeavor Airlines (84%) and WestJet (82%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 11,212. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 9,551 on average, our data indicates ₹ 25,482 when flying from New York to Chicago.

  • 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 holiday 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.

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

    Currently, December is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 4,408). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 10,929). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Newark to O'Hare Intl flights

Top 2 airlines flying from New York to Chicago

Discover the top 2 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 454,620 searches. Data last updated 29 January 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 8,120Average₹ 21,656FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 9,506Average₹ 19,503FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from New York to Chicago?

Cheapflights makes it easy to find New York to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from New York to Chicago.

Can Cheapflights find flights from New York to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from New York? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

Of course! You can now track prices for flights from New York to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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