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Cheap flights from New York to Chicago from ₹ 5,563

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
17 May — 24 May1
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 67 days in advance, depart on a Saturday or Wednesday and return on a Saturday

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 17 April 2026.

Wed 28/1006:30
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Sat 31/1016:30
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 13/4₹ 11,960
Tue 28/714:45
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Sat 8/817:06
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Deal found 14/4₹ 12,794
Wed 6/522:00
LGA
-
ORD
1 stop10h 55m
Frontier
Tue 12/513:59
ORD
-
LGA
1 stop8h 15m
Frontier
Deal found 15/4₹ 13,536
Tue 26/514:57
EWR
-
ORD
1 stop9h 18m
Spirit Airlines
Thu 28/512:59
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Deal found 14/4₹ 13,629
Sat 9/510:59
LGA
-
ORD
1 stop13h 16m
Spirit Airlines
Tue 12/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 13/4₹ 13,629
Wed 29/714:45
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Thu 30/717:06
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Deal found 15/4₹ 14,278
Sat 25/417:05
EWR
-
ORD
1 stop7h 02m
Spirit Airlines
Sun 26/412:47
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Deal found 13/4₹ 14,556
Tue 26/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sat 30/513:18
ORD
-
LGA
1 stop8h 59m
Spirit Airlines
Deal found 13/4₹ 14,556
Fri 8/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 11/505:05
ORD
-
LGA
1 stop9h 53m
Spirit Airlines
Deal found 16/4₹ 14,649
Tue 21/706:00
EWR
-
ORD
1 stop10h 27m
Spirit Airlines
Wed 22/717:06
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Deal found 13/4₹ 15,020
Fri 8/519:55
EWR
-
ORD
1 stop13h 27m
Spirit Airlines
Mon 11/519:33
ORD
-
EWR
1 stop12h 26m
Spirit Airlines
Deal found 16/4₹ 15,483
Mon 11/522:55
LGA
-
ORD
1 stop13h 45m
Multiple Airlines
Mon 18/519:33
ORD
-
LGA
1 stop13h 27m
Multiple Airlines
Deal found 13/4₹ 15,483

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 17 April 2026.

Round-trip from

₹ 12,794

One-way from

₹ 5,563

Popular in

June

Cheapest in

January

Average price

₹ 24,754

Good round-trip deal

₹ 9,557 or less

Good one-way deal

₹ 7,518 or less
Spirit Airlines
  • Spirit Airlines
  • 28/7-8/8
  • Nonstop
  • 4h 48m total
  • New York to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 29/7
  • Nonstop
  • 2h 26m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (₹ 274,298 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 30,729 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 17 April 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

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/5

10:59-23:15

1 stop13h 16m

Chicago O'Hare Intl

Tue 12/5

13:49-17:00

Nonstop2h 11m

₹ 13,629

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 26/7

06:00-07:42

Nonstop2h 42m

Chicago O'Hare Intl

Mon 27/7

06:00-09:12

Nonstop2h 12m

₹ 16,410

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 24/7

06:00-07:32

Nonstop2h 32m

Chicago O'Hare Intl

Tue 28/7

07:00-10:14

Nonstop2h 14m

₹ 16,410

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 13/6

17:55-20:02

Nonstop3h 07m

Chicago O'Hare Intl

Tue 16/6

07:05-10:25

Nonstop2h 20m

₹ 16,410

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 15/6

06:00-07:41

Nonstop2h 41m

Chicago O'Hare Intl

Fri 19/6

19:00-22:29

Nonstop2h 29m

₹ 16,410

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 30/6

21:00-22:48

Nonstop2h 48m

Chicago O'Hare Intl

Thu 16/7

20:10-23:44

Nonstop2h 34m

₹ 16,410

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 10/7

18:50-20:56

Nonstop3h 06m

Chicago O'Hare Intl

Mon 13/7

06:00-09:09

Nonstop2h 09m

₹ 16,410
Fastest return journey

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 7/8

14:45-16:11

Nonstop2h 26m

Chicago O'Hare Intl

Sat 22/8

13:42-16:54

Nonstop2h 12m

₹ 17,059

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 9/5

07:00-08:44

Nonstop2h 44m

Chicago O'Hare Intl

Sat 9/5

22:10-01:30

Nonstop2h 20m

₹ 17,337

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/7

06:00-11:53

1 stop6h 53m

Chicago O'Hare Intl

Sat 11/7

18:00-21:25

Nonstop2h 25m

₹ 17,337

Flights are sorted by cheapest return flights first.

Deals found on 17/4

Showing 1-10 of 44 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?

Use this chart to determine the optimal time to book a return flight from New York to Chicago. Price data was last updated on 10 April 2026.

Booking 67 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 ₹ 18,450). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 28,092). 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 17 April 2026.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 40% 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 11 April 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 17 April 2026.

The most flights from NYC to CHI are scheduled on a Friday (191 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (81 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 18% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 158 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 17 April 2026.
Check out reviews from past customers who have flown with American Airlines and 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.
American Airlines
7.1
Good
11,595 reviews
Check prices

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.1
Good
11,595 reviews
American Airlines
7.1
Good
11,595 reviews
Check prices

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
Spirit Airlines
6.3
Okay
8,618 reviews
American Airlines
7.1
Good
11,595 reviews
Check prices

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 ₹ 16,410, Spirit Airlines can have you in Chicago from New York in 2h 32m. There are 1176 km between New York and Chicago. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Currently priced at ₹ 6,401, Spirit Airlines will fly you from New York to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from ₹ 8,197 and ₹ 9,597, respectively. Spirit Airlines is 71% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 Malaysia Airlines (100%), Gulf Air (80%) and Hawaiian Airlines (76%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 9,636. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 17,337 on average, our data indicates ₹ 18,521 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 ₹ 18,450). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 28,092). 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 3 airlines flying from New York to Chicago

Discover the top 3 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 17 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest₹ 6,401Average₹ 12,794FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest₹ 8,197Average₹ 21,862FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 9,597Average₹ 25,679FlexibilityNo 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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