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Cheap flights from Chicago to New York from $105

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 14/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
16 Nov — 23 Nov1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Chicago to New York are usually found in January or February, booked 56 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

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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 17 October 2025.

Tue 28/1011:08ORD - LGA
Nonstop1h 55mSpirit Airlines
Fri 31/1018:04LGA - ORD
1 stop7h 59mSpirit Airlines
Deal found 16/10$156
Wed 12/1110:52ORD - LGA
1 stop7h 08mSpirit Airlines
Wed 19/1108:29LGA - ORD
1 stop12h 58mSpirit Airlines
Deal found 15/10$157
Wed 12/1106:40ORD - JFK
Nonstop2h 23mFrontier
Wed 19/1106:20JFK - ORD
1 stop5h 54mFrontier
Deal found 15/10$165
Fri 31/1005:05ORD - LGA
1 stop9h 54mSpirit Airlines
Mon 3/1116:59LGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 15/10$168
Fri 14/1115:26ORD - LGA
1 stop6h 55mSpirit Airlines
Thu 20/1107:30LGA - ORD
Nonstop2h 31mSpirit Airlines
Deal found 17/10$169
Tue 11/1110:52ORD - LGA
1 stop11h 29mSpirit Airlines
Thu 13/1110:59LGA - ORD
1 stop10h 28mSpirit Airlines
Deal found 16/10$171
Fri 31/1006:40ORD - JFK
Nonstop2h 23mMultiple Airlines
Mon 3/1106:25JFK - ORD
2 stops19h 02mMultiple Airlines
Deal found 15/10$186
Wed 3/1215:43ORD - LGA
1 stop6h 38mSpirit Airlines
Tue 9/1216:54LGA - ORD
1 stop7h 40mSpirit Airlines
Deal found 16/10$209
Tue 4/1112:00ORD - LGA
Nonstop2h 11mUnited Airlines
Wed 12/1117:15LGA - ORD
Nonstop2h 40mUnited Airlines
Deal found 17/10$211
Sat 1/1106:45ORD - JFK
Nonstop2h 14mJetBlue
Tue 4/1119:00JFK - ORD
Nonstop2h 52mJetBlue
Deal found 16/10$211
Sun 9/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Thu 13/1115:15LGA - ORD
Nonstop2h 42mUnited Airlines
Deal found 17/10$212
Fri 7/1121:08ORD - EWR
Nonstop2h 05mUnited Airlines
Mon 10/1108:00EWR - ORD
Nonstop2h 48mUnited Airlines
Deal found 17/10$212

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 17 October 2025.

Round-trip from

$156

One-way from

$105

Popular in

December

Cheapest in

January

Average price

$309

Good round-trip deal

$122 or less

Good one-way deal

$161 or less
Spirit Airlines
  • Spirit Airlines
  • 28/10-31/10
  • 1 total stop
  • 9h 54m total
  • Chicago to New York
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 14/11
  • 1 total stop
  • 6h 55m total
  • Chicago to New York
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to New York (NYC).
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to New York (NYC).
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Cheapflights Fare Finder

 
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 647,157 searches. Data last updated 17 October 2025.
Use the filters below to find and compare flights from Chicago to New York that are best for you.

Fly from

Chicago

Fly to

New York

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 28/10

18:00-21:07

Nonstop2h 07m

New York LaGuardia

Wed 29/10

08:15-09:55

Nonstop2h 40m

$211

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 3/12

14:01-17:10

Nonstop2h 09m

Newark

Tue 9/12

16:53-23:34

1 stop7h 41m

$212

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 9/11

06:00-09:07

Nonstop2h 07m

New York LaGuardia

Tue 18/11

15:15-16:57

Nonstop2h 42m

$212

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 9/11

07:00-10:07

Nonstop2h 07m

New York LaGuardia

Tue 11/11

14:15-15:57

Nonstop2h 42m

$212

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Fri 7/11

21:08-00:13

Nonstop2h 05m

Newark

Mon 10/11

18:20-20:07

Nonstop2h 47m

$212

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Fri 31/10

18:25-21:48

Nonstop2h 23m

Newark

Sun 2/11

21:59-23:34

Nonstop2h 35m

$212

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sun 23/11

06:00-09:17

Nonstop2h 17m

New York John F Kennedy Intl

Mon 24/11

20:59-22:50

Nonstop2h 51m

$214

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 27/11

13:43-16:59

Nonstop2h 16m

New York John F Kennedy Intl

Wed 3/12

20:00-21:52

Nonstop2h 52m

$214

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sun 14/12

07:00-10:17

Nonstop2h 17m

New York John F Kennedy Intl

Mon 19/1

17:30-19:45

Nonstop3h 15m

$214

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 3/12

07:10-10:20

Nonstop2h 10m

Newark

Mon 15/12

08:00-09:48

Nonstop2h 48m

$214

Flights are sorted by cheapest return flights first.

Deals found on 15/10

Showing 1-10 of 60 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.

Cheapflights Insights

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

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 10 October 2025.

The best time to book flights from Chicago to New York is 56 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, October is the cheapest month in which you can book a flight from Chicago to New York (average of $83). Flying from Chicago to New York in July is currently the most expensive (average of $160). 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 17 October 2025.

When flying from Chicago to New York, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 55% versus a flight in the afternoon.

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 17 October 2025.

The most flights from CHI to NYC are scheduled on a Thursday (189 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (76 on average).

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

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 17 October 2025.
Read through reviews of airlines operating flights from Chicago to New York, such as Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Spirit Airlines
6.3
Okay
8,097 reviews
Check prices

Comfort

5.9

Entertainment

5.0

Overall

6.3

Crew

7.0

Boarding

6.6

Food

5.1

Reviews

1 / 20
6.0
Good

Anonymous,Oct 2025

MCO - PIT

Did not get anything for free no snacks or drinks
Spirit Airlines
6.3
Okay
8,097 reviews
Spirit Airlines
6.3
Okay
8,097 reviews
Check prices

Comfort

5.9

Entertainment

5.0

Overall

6.3

Crew

7.0

Boarding

6.6

Food

5.1

Reviews

1 / 20
6.0
Good

Anonymous,Oct 2025

MCO - PIT

Did not get anything for free no snacks or drinks

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.

  • How long is the flight from Chicago to New York?

    Airlines like United Airlines, Spirit Airlines, and JetBlue fly from Chicago to New York in about 2h 07m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1176 km. Generally, flights for this route are direct.

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

    Most travellers choose Chicago O'Hare Intl - New York John F Kennedy Intl, Chicago O'Hare Intl - New York LaGuardia or Chicago O'Hare Intl - Newark when deciding on the best route from Chicago to New York.

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

    Consider Hawaiian Airlines (100%), Etihad Airways (93%) or Singapore Airlines (89%) when booking your flight. These represent the most reliable airlines when flying from Chicago to New York.

  • 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, October is the cheapest month in which you can book a flight from Chicago to New York (average of $83). Flying from Chicago to New York in July is currently the most expensive (average of $160). 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 New York?

Book flights to New York if you plan to visit one of these locations
Secaucus
Fort Lee
Queens
Princeton

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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 Newark flights

Fly with Cheapflights

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

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

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

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