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$55+ Cheap flights from New York State to Illinois

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — ORD
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Cheap flight deals from New York to Illinois

Keep the following information in mind while searching for New York to Illinois flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$100
(Cheapflightsfares)

One-way from

$55
(Frontier)

Popular in

August

Cheapest in

January

Average price

$242

Good round-trip deal

$138 or less

Good one-way deal

$82 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
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From New York to Illinois
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One-way flight from New York to Illinois
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Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from New York to Illinois.
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Price to beat on a one-way flight from New York to Illinois.
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Find flight deals from New York to Illinois

Cheapest flights from New York to Illinois
Explore the most affordable flight options available from New York to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/141:08 pmJFK - ORD
1 stop12h 51mFrontier
lun. 11/176:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/30$101
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/237:30 amLGA - ORD
Nonstop2h 31mSpirit Airlines
mar. 12/23:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 10/30$101
This Booking.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/176:20 amJFK - ORD
1 stop11h 36mFrontier
mar. 11/186:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/30$102
This Priceline deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/1412:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
mar. 11/1810:52 amORD - LGA
1 stop7h 08mSpirit Airlines
Deal found 10/29$102
This Priceline deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
sáb. 11/156:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/28$103
This Cheapflightsfares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/88:59 amLGA - ORD
Nonstop2h 31mSpirit Airlines
sáb. 11/227:21 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 10/30$103
This Frontier deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
jue. 11/206:45 pmORD - JFK
1 stop10h 16mFrontier
Deal found 10/28$104
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/612:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
lun. 11/107:34 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 10/29$104
This Priceline deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/121:00 pmJFK - ORD
Nonstop2h 57mFrontier
sáb. 12/138:36 amORD - JFK
Nonstop2h 24mFrontier
Deal found 10/28$105
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/2212:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
sáb. 12/612:09 pmORD - LGA
1 stop6h 51mSpirit Airlines
Deal found 10/28$105
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/711:00 amJFK - ORD
Nonstop2h 45mFrontier
lun. 11/106:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/28$106
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2112:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
jue. 11/273:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 10/28$106

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Illinois 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 2,558,603 searches. Data last updated octubre 30, 2025.
Use the filters below to find and compare flights from New York State to Illinois that are best for you.

Fly from

New York

Fly to

Illinois

Route

Depart

Return

Price

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

jue. 11/20

1:00 pm-12:13 am

1 stop12h 13m

Chicago Midway

jue. 12/4

2:16 pm-12:07 am

1 stop8h 51m

$110

NewarkChicago

EWR - MDW

EWRMDW

Newark

jue. 12/4

10:30 pm-10:12 pm

1 stop24h 42m

Chicago Midway

dom. 12/7

7:44 am-10:45 am

Nonstop2h 01m

$135

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mié. 11/19

10:50 am-12:39 pm

Nonstop2h 49m

Chicago O'Hare Intl

mié. 11/19

6:33 pm-10:05 pm

Nonstop2h 32m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

sáb. 11/15

8:35 am-10:00 am

Nonstop2h 25m

Chicago Midway

lun. 11/17

7:15 pm-10:20 pm

Nonstop2h 05m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 11/15

11:30 am-1:17 pm

Nonstop2h 47m

Chicago O'Hare Intl

lun. 11/17

9:30 am-12:41 pm

Nonstop2h 11m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

jue. 11/13

6:15 am-7:55 am

Nonstop2h 40m

Chicago O'Hare Intl

mié. 11/19

7:00 am-10:15 am

Nonstop2h 15m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 11/11

10:59 am-12:27 am

1 stop14h 28m

Chicago O'Hare Intl

mié. 11/12

10:52 am-11:21 pm

1 stop11h 29m

$138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

jue. 1/15

7:30 am-9:27 am

Nonstop2h 57m

Chicago O'Hare Intl

dom. 1/18

10:45 am-1:58 pm

Nonstop2h 13m

$138

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

sáb. 2/7

7:00 pm-8:53 pm

Nonstop2h 53m

Chicago O'Hare Intl

sáb. 2/14

7:30 am-10:56 am

Nonstop2h 26m

$139

NewarkChicago

EWR - MDW

EWRMDW

Newark

dom. 11/23

10:13 am-11:42 am

Nonstop2h 29m

Chicago Midway

mar. 12/2

2:49 pm-1:10 am

1 stop9h 21m

$141

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
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Best time to book a flight from New York to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from New York with our price prediction graph.
Estimated round-trip 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 State to Illinois

What is the cheapest month to book a flight from State of New York to Illinois?

Currently, November is the cheapest month in which you can book a flight from State of New York to Illinois (average of $54). Flying from State of New York to Illinois in August is currently the most expensive (average of $106). 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 NY to IL?

Find hourly flight availability from New York to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

It’s optimal to fly from State of New York to Illinois in the evening. By choosing this option you can save up to 37% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from State of New York to Illinois?

Use this chart to determine the cheapest time to fly round-trip from New York to Illinois. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their State of New York to Illinois flight should consider departing on Tuesday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated octubre 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from New York State to Illinois. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from New York to Illinois. 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 State of New York to Illinois?

    Departing from State of New York to Illinois will take you 2h 25m. The distance from State of New York to Illinois is about 722 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from State of New York to Illinois one-way?

    The cheapest airlines for a one-way flight from State of New York to Illinois are Frontier ($65), United Airlines ($69), and Southwest ($69).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from New York to Illinois 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 State of New York to Illinois?

    Currently, November is the cheapest month in which you can book a flight from State of New York to Illinois (average of $54). Flying from State of New York to Illinois in August is currently the most expensive (average of $106). 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

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Alternative routes for New York to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from New York to Illinois

Discover the top 7 airlines that operate flights from New York to Illinois. 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 2,558,603 searches. Data last updated octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$55Average$205FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$66Average$198FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$87Average$229FlexibilityNo cancel feeOn-time62%
DeltaCheapest$101Average$370FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$147Average$409FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$147Average$410FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$156Average$429FlexibilityNo cancel feeOn-time63%

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