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Cheap flights from Chicago to New York from £42

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 29/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
26 Feb — 5 Mar1
1 adult

The best prices from Chicago to New York are usually found in September or January, booked 54 days in advance, depart on a Friday or Tuesday and return on a Saturday

Cheap flight deals from Chicago to New York

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to New York (NYC). 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 21 February 2025.

Round-trip from

£77

One-way from

£42

Popular in

December

Cheapest in

September

Average price

£147

Good round-trip deal

£172 or less

Good one-way deal

£73 or less
Spirit Airlines
  • Spirit Airlines
  • 8/4-8/4
  • Nonstop
  • 4h 51m total
  • Chicago to New York
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Frontier
  • Frontier
  • 29/4
  • 1 total stop
  • 11h 36m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (£11 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease (£4 potential savings vs. average return price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to New York (NYC).
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Price to beat on a one-way flight from Chicago (CHI) to New York (NYC).
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Find flight deals from Chicago to New York

Cheapest flights from Chicago to New York
Explore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 February 2025.

Tue 8/405:55ORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 8/416:40LGA - ORD
Nonstop2h 46mSpirit Airlines
Deal found 20/2£77
Tue 15/410:19ORD - EWR
1 stop13h 56mSpirit Airlines
Tue 29/411:19EWR - ORD
2 stops28h 07mSpirit Airlines
Deal found 20/2£84
Thu 3/409:20ORD - JFK
1 stop14h 23mFrontier
Sat 19/413:00JFK - ORD
1 stop8h 13mFrontier
Deal found 19/2£103
Sat 3/513:12ORD - JFK
Nonstop2h 18mJetBlue
Sat 3/520:29JFK - ORD
Nonstop2h 51mJetBlue
Deal found 21/2£112
Thu 17/406:00ORD - LGA
Nonstop2h 12mDelta
Mon 21/406:05LGA - ORD
Nonstop2h 37mDelta
Deal found 21/2£116
Thu 10/406:00ORD - LGA
Nonstop2h 11mUnited Airlines
Thu 10/414:25LGA - ORD
Nonstop2h 41mUnited Airlines
Deal found 20/2£117
Thu 17/406:00ORD - EWR
Nonstop2h 14mUnited Airlines
Sun 20/407:00EWR - ORD
Nonstop2h 40mUnited Airlines
Deal found 20/2£117
Mon 3/307:05ORD - JFK
Nonstop2h 22mDelta
Wed 5/308:00JFK - ORD
Nonstop2h 55mDelta
Deal found 20/2£123
Tue 8/407:06ORD - EWR
Nonstop2h 15mAmerican Airlines
Tue 8/419:30EWR - ORD
Nonstop2h 51mAmerican Airlines
Deal found 20/2£124
Mon 3/316:58ORD - EWR
1 stop5h 11mDelta
Wed 5/306:00EWR - ORD
1 stop4h 31mDelta
Deal found 20/2£138
Thu 1/513:30ORD - LGA
1 stop7h 25mSouthwest
Fri 2/507:35LGA - ORD
1 stop8h 25mSouthwest
Deal found 20/2£145
Thu 13/313:15ORD - LGA
1 stop7h 00mJetBlue
Tue 18/310:59LGA - ORD
1 stop6h 31mJetBlue
Deal found 20/2£173

Find flights from Chicago to New York within your budget

Customise your flight search to find flights from Chicago to New York 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 21 February 2025.

Fly from

Chicago

Fly to

New York

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 8/4

05:55-09:00

Nonstop2h 05m

New York LaGuardia

Tue 8/4

16:40-18:26

Nonstop2h 46m

£77

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 15/4

10:19-01:15

1 stop13h 56m

Newark

Tue 29/4

11:19-14:26

2 stops28h 07m

£84

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 3/4

09:20-00:43

1 stop14h 23m

New York John F Kennedy Intl

Sat 19/4

13:00-20:13

1 stop8h 13m

£103

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 3/5

13:12-16:30

Nonstop2h 18m

New York John F Kennedy Intl

Sat 3/5

20:29-22:20

Nonstop2h 51m

£112

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 17/4

06:00-09:12

Nonstop2h 12m

New York LaGuardia

Mon 21/4

06:05-07:42

Nonstop2h 37m

£116

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 10/4

06:00-09:11

Nonstop2h 11m

New York LaGuardia

Thu 10/4

14:25-16:06

Nonstop2h 41m

£117

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 17/4

06:00-09:14

Nonstop2h 14m

Newark

Sun 20/4

07:00-08:40

Nonstop2h 40m

£117

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mon 3/3

07:05-10:27

Nonstop2h 22m

New York John F Kennedy Intl

Wed 5/3

08:00-09:55

Nonstop2h 55m

£123

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 8/4

07:06-10:21

Nonstop2h 15m

Newark

Tue 8/4

19:30-21:21

Nonstop2h 51m

£124

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Mon 3/3

16:58-23:09

1 stop5h 11m

Newark

Wed 5/3

06:00-09:31

1 stop4h 31m

£138

Flights are sorted by cheapest return flights first.

Deals found on 19/2

Showing 1-10 of 37 results
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Best time to book a flight from Chicago to New York

Have a flexible travel schedule? Discover the best time to fly to New York from Chicago 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 Chicago to New York

Get recent, data-driven insights about flights from Chicago to New York including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a return flight from Chicago to New York. Price data was last updated on 14 February 2025.

To ensure you get the cheapest price possible for a flight from Chicago to New York, you should look to book at least 27 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 Chicago to New York?

Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of £500). Flying from Chicago to New York in December is currently the most expensive (average of £667). 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 CHI to NYC?

Find hourly flight availability from Chicago to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 21 February 2025.

It’s optimal to fly from Chicago to New York in the evening. By choosing this option you can save up to 69% on the cost of your flight, compared to a flight at midday.

Weekly flight availability from Chicago to New York

Explore weekly flight availability from Chicago to New York. 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 21 February 2025.

The most flights from CHI to NYC are scheduled on a Thursday (188 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 on average).

Rainfall in New York by month

Plan your trip to New York by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in New York ranges from 71.0 - 114.0 inches per month. July is typically the wettest month, when rainfall can reach 114.0 mm. February is typically the driest time to visit New York when rainfall is around 71.0 mm.

Temperature in New York by month

Plan your trip to New York by taking into account the average temperature totals by month.

If weather is an important factor for your trip to New York, 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 25.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 1.0 C).

Reviews of airlines servicing New York

Get insights into the airlines that provide service to New York. 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 New York. Reviews last updated 21 February 2025.
To help decide which airline to fly from Chicago to New York, see what other customers have to say about Southwest, Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very Good
4,401 reviews
Check prices

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very Good
4,401 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very Good
9,697 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very Good
8,213 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,069 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Chicago to New York. 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 Chicago to New York round-trip?

    According to our current data, Spirit Airlines (£77), Frontier (£103), and JetBlue (£112) offers the cheapest pricing from Chicago to New York. Users have found that Spirit Airlines is 49% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at £42. Spirit Airlines flights start at £52 while deals on Delta start at £58 one-way.

  • What are the most popular routes from Chicago to New York?

    The most popular flight routes from Chicago to New York are Chicago O'Hare Intl - New York John F Kennedy Intl, Chicago O'Hare Intl - New York LaGuardia and Chicago O'Hare Intl - Newark.

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

    Consider Qantas Airways (83%), Alaska Airlines (80%) or China Airlines (77%) when booking your flight. These represent the most reliable airlines when flying from Chicago to New York.

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

    Looking for the cheapest flight from Chicago to New York? While on average our users pay £578, our data indicates the cheapest price to be £58. The most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl), is priced around £120.

  • Can I find deals for flights from Chicago to New York that include hotel bookings?

    Yes. In addition to deals on Chicago to New York flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Chicago to New York?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to New York.

  • Can I find deals for business class flights from Chicago to New York?

    Yes. Cheapflights offers flight deals from Chicago to New York 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 Chicago to New York?

    Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of £500). Flying from Chicago to New York in December is currently the most expensive (average of £667). 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

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Englewood
Queens
North Bergen
Elizabeth
Yonkers
Mount Laurel
Bronx
Carteret
Fort Lee
Secaucus
North Wales
Garden City
Bayonne
Fairfield
Weehawken
Carlstadt
Staten Island
Westbury
Piscataway
West New York

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Alternative routes for Chicago to New York

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

Top 2 airlines flying from Chicago to New York

Discover the top 2 airlines that operate flights from Chicago to New York. 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 21 February 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£86Average£195FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest£116Average£188FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

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

Cheapflights helps you search for flights from Chicago to New York via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to New York for you. Better yet — we are completely free to use.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to New York flexibly with Cheapflights today.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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