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Cheap flights from New York to Chicago from ₹ 8,403

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 30/6. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
9 Jun — 16 Jun1
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 38 days in advance, depart on a Wednesday or Saturday and return on a Monday

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 10 May 2026.

Wed 8/706:00
EWR
-
ORD
Nonstop2h 42m
United Airlines
Wed 8/712:11
ORD
-
EWR
Nonstop2h 28m
United Airlines
Deal found 5/5₹ 16,711
Tue 30/621:25
LGA
-
ORD
Nonstop2h 33m
United Airlines
Wed 1/706:00
ORD
-
LGA
Nonstop2h 11m
United Airlines
Deal found 7/5₹ 16,711
Sat 27/617:55
LGA
-
ORD
Nonstop3h 07m
Delta
Mon 29/607:05
ORD
-
LGA
Nonstop2h 19m
Delta
Deal found 9/5₹ 16,806
Fri 10/719:12
EWR
-
ORD
Nonstop2h 48m
United Airlines
Wed 15/706:00
ORD
-
EWR
Nonstop2h 12m
United Airlines
Deal found 6/5₹ 17,183
Fri 3/717:00
LGA
-
ORD
Nonstop3h 11m
Delta
Thu 9/711:30
ORD
-
LGA
Nonstop2h 30m
Delta
Deal found 9/5₹ 17,183
Wed 10/606:00
EWR
-
ORD
Nonstop2h 42m
United Airlines
Tue 16/605:00
ORD
-
EWR
Nonstop2h 13m
United Airlines
Deal found 7/5₹ 17,655
Wed 27/521:40
EWR
-
ORD
Nonstop2h 50m
United Airlines
Sat 30/507:10
ORD
-
EWR
Nonstop2h 20m
United Airlines
Deal found 8/5₹ 18,128
Fri 19/620:25
LGA
-
ORD
Nonstop2h 47m
United Airlines
Sat 20/615:53
ORD
-
LGA
1 stop6h 37m
United Airlines
Deal found 8/5₹ 18,128
Wed 27/505:30
EWR
-
ORD
Nonstop2h 45m
American Airlines
Sat 6/617:37
ORD
-
EWR
Nonstop2h 23m
American Airlines
Deal found 8/5₹ 18,222
Thu 11/606:00
LGA
-
ORD
Nonstop2h 39m
United Airlines
Wed 17/609:00
ORD
-
LGA
Nonstop2h 23m
United Airlines
Deal found 8/5₹ 18,222
Mon 29/607:15
EWR
-
ORD
Nonstop2h 45m
United Airlines
Thu 6/807:10
ORD
-
EWR
Nonstop2h 20m
United Airlines
Deal found 7/5₹ 18,411
Wed 29/707:00
LGA
-
ORD
Nonstop2h 30m
United Airlines
Fri 31/719:45
ORD
-
LGA
Nonstop2h 30m
United Airlines
Deal found 5/5₹ 18,411

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 10 May 2026.

Round-trip from

₹ 16,711

One-way from

₹ 8,403

Popular in

May

Cheapest in

January

Average price

₹ 27,191

Good round-trip deal

₹ 16,634 or less

Good one-way deal

₹ 7,288 or less
United Airlines
  • United Airlines
  • 8/7-8/7
  • Nonstop
  • 5h 10m total
  • New York to Chicago
Search Deals
United Airlines
  • United Airlines
  • 30/6
  • Nonstop
  • 2h 45m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (₹ 307,466 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 35,068 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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 10 May 2026.
Use the filters below to find and compare flights from New York to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 21/8

06:00-07:41

Nonstop2h 41m

Chicago O'Hare Intl

Sat 22/8

05:00-08:12

Nonstop2h 12m

₹ 16,711

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 11/8

06:00-07:32

Nonstop2h 32m

Chicago O'Hare Intl

Tue 11/8

19:05-22:34

Nonstop2h 29m

₹ 17,655

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 27/6

17:55-20:02

Nonstop3h 07m

Chicago O'Hare Intl

Mon 29/6

07:05-10:24

Nonstop2h 19m

₹ 17,655

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 22/7

18:50-20:56

Nonstop3h 06m

Chicago O'Hare Intl

Fri 24/7

06:00-09:09

Nonstop2h 09m

₹ 18,128

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/6

14:45-16:45

Nonstop3h 00m

Chicago O'Hare Intl

Tue 16/6

19:00-22:29

Nonstop2h 29m

₹ 18,128

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 23/7

08:05-09:44

Nonstop2h 39m

Chicago O'Hare Intl

Mon 27/7

16:00-19:22

Nonstop2h 22m

₹ 18,222

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 24/5

06:00-07:42

Nonstop2h 42m

Chicago O'Hare Intl

Tue 26/5

05:00-08:13

Nonstop2h 13m

₹ 18,600

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 7/6

06:00-07:42

Nonstop2h 42m

Chicago O'Hare Intl

Tue 9/6

21:34-00:57

Nonstop2h 23m

₹ 18,600

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 5/6

20:25-22:12

Nonstop2h 47m

Chicago O'Hare Intl

Tue 9/6

18:25-21:54

Nonstop2h 29m

₹ 18,600

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 30/5

06:00-09:36

1 stop4h 36m

Chicago O'Hare Intl

Tue 2/6

19:50-23:20

Nonstop2h 30m

₹ 19,544

Flights are sorted by cheapest return flights first.

Deals found on 7/5

Showing 1-10 of 46 resultsSorted by cheapest first
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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?

Booking 37 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, January is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 18,788). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 28,608). 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 10 May 2026.

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

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 2 May 2026.

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Tuesday mornings 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 10 May 2026.

The most flights from NYC to CHI are scheduled on a Sunday (187 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (143 on average).

How much does it cost for a return flight from New York to Chicago?

How often are flights from New York to Chicago delayed?

About 19% 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 in the evening 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 15% 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 10 May 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
8,635 reviews
Check prices

Boarding

6.6

Food

5.0

Entertainment

4.9

Overall

6.3

Comfort

5.9

Crew

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,May 2026

FLL - LGA

There was no flight Spirit closed its doors and left thousands of people a mess
Spirit Airlines
6.3
Okay
8,635 reviews
Spirit Airlines
6.3
Okay
8,635 reviews
Check prices

Boarding

6.6

Food

5.0

Entertainment

4.9

Overall

6.3

Comfort

5.9

Crew

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,May 2026

FLL - LGA

There was no flight Spirit closed its doors and left thousands of people a mess

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 ₹ 17,655, United Airlines can have you in Chicago from New York in 2h 32m. There are 1176 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 ₹ 8,347, 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 ₹ 9,773. American Airlines is 63% 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 JetBlue. According to our data, you can fly for as low as ₹ 7,402. Users have also found prices from ₹ 8,318 and ₹ 9,762 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 Atlas Air (100%), Malaysia Airlines (100%) and Gulf Air (83%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 8,316. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 18,788 on average, our data indicates ₹ 11,955 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, January is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 18,788). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 28,608). 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 10 May 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 8,347Average₹ 22,506FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 9,773Average₹ 26,150FlexibilityNo 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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