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Cheap flights from New York to Chicago from £46

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 18/3. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
18 Mar — 25 Mar1
1 adult

The best prices from New York to Chicago are usually found in September or January, booked 61 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 13 March 2025.

Round-trip from

£83

One-way from

£46

Popular in

December

Cheapest in

September

Average price

£192

Good round-trip deal

£59 or less

Good one-way deal

£31 or less
Spirit Airlines
  • Spirit Airlines
  • 1/4-8/4
  • 1 total stop
  • 14h 52m total
  • New York to Chicago
JetBlue
  • JetBlue
  • 18/3
  • Nonstop
  • 2h 44m total
  • New York to Chicago
Highest demand for flights based on searches. 2% potential increase in price (£4 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£4 potential savings vs. average return price).
Average for round-trip flights in March 2025
Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
Price to beat on a 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 13 March 2025.

Tue 1/422:10EWR - ORD
1 stop12h 35mSpirit Airlines
Tue 8/417:22ORD - EWR
Nonstop2h 17mSpirit Airlines
Deal found 12/3£83
Tue 1/411:56LGA - ORD
1 stop21h 48mSpirit Airlines
Tue 8/419:21ORD - LGA
1 stop13h 41mSpirit Airlines
Deal found 12/3£84
Sat 26/410:38JFK - ORD
Nonstop2h 43mJetBlue
Sat 3/513:13ORD - JFK
Nonstop2h 17mJetBlue
Deal found 12/3£90
Sat 19/415:48JFK - ORD
Nonstop3h 07mDelta
Fri 2/513:50ORD - JFK
Nonstop2h 32mDelta
Deal found 12/3£110
Sun 20/406:05LGA - ORD
Nonstop2h 37mDelta
Wed 23/408:45ORD - LGA
Nonstop2h 12mDelta
Deal found 13/3£110
Sat 24/520:30EWR - ORD
Nonstop2h 42mUnited Airlines
Tue 27/507:10ORD - EWR
Nonstop2h 18mUnited Airlines
Deal found 12/3£121
Wed 2/413:00EWR - ORD
1 stop8h 44mDelta
Mon 7/410:25ORD - EWR
1 stop21h 16mDelta
Deal found 11/3£123
Fri 30/521:30LGA - ORD
Nonstop2h 39mUnited Airlines
Sat 31/518:03ORD - LGA
Nonstop2h 20mUnited Airlines
Deal found 12/3£127
Fri 29/817:41EWR - ORD
Nonstop2h 37mAmerican Airlines
Sat 13/916:45ORD - EWR
Nonstop2h 09mAmerican Airlines
Deal found 12/3£143
Fri 29/806:00LGA - ORD
Nonstop2h 30mAmerican Airlines
Sat 13/906:00ORD - LGA
Nonstop2h 03mAmerican Airlines
Deal found 12/3£143
Thu 8/507:15LGA - ORD
1 stop6h 30mSouthwest
Fri 9/507:00ORD - LGA
1 stop8h 00mSouthwest
Deal found 12/3£165
Wed 2/415:50JFK - ORD
Nonstop2h 43mAmerican Airlines
Fri 4/417:10ORD - JFK
Nonstop2h 20mAmerican Airlines
Deal found 12/3£169

Find flights from New York to Chicago within your budget

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 858,174 searches. Data last updated 13 March 2025.

Fly from

New York

Fly to

Chicago

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 1/4

22:10-09:45

1 stop12h 35m

Chicago O'Hare Intl

Tue 8/4

17:22-20:39

Nonstop2h 17m

£83

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 1/4

11:56-08:44

1 stop21h 48m

Chicago O'Hare Intl

Tue 8/4

19:21-10:02

1 stop13h 41m

£84

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 26/4

10:38-12:21

Nonstop2h 43m

Chicago O'Hare Intl

Sat 3/5

13:13-16:30

Nonstop2h 17m

£90

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 19/4

15:48-17:55

Nonstop3h 07m

Chicago O'Hare Intl

Fri 2/5

13:50-17:22

Nonstop2h 32m

£110

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 20/4

06:05-07:42

Nonstop2h 37m

Chicago O'Hare Intl

Thu 24/4

06:00-09:12

Nonstop2h 12m

£110

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 24/5

20:30-22:12

Nonstop2h 42m

Chicago O'Hare Intl

Tue 27/5

07:10-10:28

Nonstop2h 18m

£121

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 2/4

13:00-20:44

1 stop8h 44m

Chicago O'Hare Intl

Mon 7/4

10:25-08:41

1 stop21h 16m

£123

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 30/5

21:30-23:09

Nonstop2h 39m

Chicago O'Hare Intl

Sat 31/5

18:03-21:23

Nonstop2h 20m

£127

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 29/8

17:41-19:18

Nonstop2h 37m

Chicago O'Hare Intl

Sat 13/9

16:45-19:54

Nonstop2h 09m

£143

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 29/8

06:00-07:30

Nonstop2h 30m

Chicago O'Hare Intl

Sat 13/9

06:00-09:03

Nonstop2h 03m

£143

Flights are sorted by cheapest return flights first.

Deals found on 12/3

Showing 1-10 of 37 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.

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 return flight from New York to Chicago. Price data was last updated on 7 March 2025.

To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 61 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, January is the cheapest month in which you can book a flight from New York to Chicago (average of £595). Flying from New York to Chicago in July is currently the most expensive (average of £843). 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 13 March 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 45% 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 9 March 2025.

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday evenings 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 13 March 2025.

The most flights from NYC to CHI are scheduled on a Wednesday (181 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 on average).

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 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 13 March 2025.
Read through reviews of airlines operating flights from New York to Chicago, such as Southwest, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

8.0
Very Good

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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

    According to our current data, Spirit Airlines (£83), JetBlue (£90), and Delta (£110) offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 52% 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?

    £46 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from £53 and £61, respectively.

  • 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 Royal Air Maroc (100%), Royal Jordanian (100%) or Air Europa (94%) 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?

    The cheapest flight price from New York to Chicago is £73. On average you can expect to pay £153. The most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl), can usually be booked for £110.

  • 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 £595). Flying from New York to Chicago in July is currently the most expensive (average of £843). 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

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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 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 858,174 searches. Data last updated 13 March 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest£53Average£105FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest£98Average£196FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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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?

Certainly. Search results for flights to Chicago from New York shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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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