Cheap Flights from New York, NY to Chicago, IL from $54

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On Cheapflightsplus.com you will find 32 direct and 221 connecting flights from New York to Chicago. You can compare airfare deals from 13 airlines and multiple travel sites from $54, book and save on cheap plane tickets and last minute offers. Also check out NYC-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip New York to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $54 (one-way), $93 (round-trip).

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Best Flights from New York to Chicago Today

Take a look at the list of non stop flights and flights with layovers from New York to Chicago with the lowest price of $54. The fastest direct flight takes 2h 20m and the fastest connecting – 3h 54m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $54 Find flight	18:30 New York La Guardia	20:00 Chicago O'Hare International	2h 30m	Spirit Airlines	NK1179
from $110 Find flight	14:20 New York La Guardia	15:57 Chicago O'Hare International	2h 37m	United Airlines	UA2360
from $131 Find flight	19:30 New York La Guardia	21:09 Chicago O'Hare International	2h 39m	United Airlines	UA1936

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 17, 2025

Flight Schedule New York (New York) to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from New York to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
07:20 — 08:57	07:20 — 08:57 UA561 United Airlines New York — Chicago	2h 37m	Find flight from$111
07:25 — 09:04	07:25 — 09:04 AA392 American Airlines New York — Chicago	2h 39m	Find flight from$283
09:29 — 11:18	09:29 — 11:18 B6905 JetBlue New York — Chicago	2h 49m	Find flight from$247
10:55 — 12:20	10:55 — 12:20 WN3457 Southwest Airlines New York — Chicago	2h 25m	Find flight from$321
11:25 — 13:03	11:25 — 13:03 UA1660 United Airlines New York — Chicago	2h 38m	Find flight from$211
12:24 — 14:03	12:24 — 14:03 AA2644 American Airlines New York — Chicago	2h 39m	Find flight from$451
13:50 — 15:10	13:50 — 15:10 WN3458 Southwest Airlines New York — Chicago	2h 20m	Find flight from$311
14:20 — 15:57	14:20 — 15:57 UA2360 United Airlines New York — Chicago	2h 37m	Find flight from$110
14:39 — 16:26	14:39 — 16:26 NK2479 Spirit Airlines New York — Chicago	2h 47m	Find flight from$208
15:29 — 17:40	15:29 — 17:40 DL5068 Delta Air Lines Inc. New York — Chicago	3h 11m	Find flight from$247
16:35 — 18:05	16:35 — 18:05 WN3459 Southwest Airlines New York — Chicago	2h 30m	Find flight from$438
17:25 — 19:05	17:25 — 19:05 UA777 United Airlines New York — Chicago	2h 40m	Find flight from$131
18:30 — 20:00	18:30 — 20:00 NK1179 Spirit Airlines New York — Chicago	2h 30m	Find flight from$54
18:30 — 20:10	18:30 — 20:10 UA1289 United Airlines New York — Chicago	2h 40m	Find flight from$131
19:25 — 21:43	19:25 — 21:43 DL5679 Delta Air Lines Inc. New York — Chicago	3h 18m	Find flight from$247
19:30 — 21:09	19:30 — 21:09 UA1936 United Airlines New York — Chicago	2h 39m	Find flight from$131
20:30 — 22:09	20:30 — 22:09 UA2181 United Airlines New York — Chicago	2h 39m	Find flight from$122
20:30 — 22:28	20:30 — 22:28 B6405 JetBlue New York — Chicago	2h 58m	Find flight from$213
21:30 — 23:09	21:30 — 23:09 UA2603 United Airlines New York — Chicago	2h 39m	Find flight from$131

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 17, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from New York to Chicago depends on and how to choose the most interesting flight option for you.

Distance between New York and Chicago is 1144 miles. Time difference between the cities is 1h. Airplanes depart 02:10 to 23:50 from 16 New York airports and arrive 02:10 to 23:50 to 7 Chicago airports. Average flight time is 2h 39m.

The fastest flight 2h 20m
Average flight time 2h 39m
The earliest flight 02:10
The latest flight 23:50
Distance 711 ml

The cheapest months to travel to Chicago are july (from 54 $), august (from 68 $), october (from 110 $).

The most expensive months are june (from 122 $), may (from 111 $), september (from 110 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $54. This airfare is for economy class on one-way NK1179 flight by Spirit Airlines for August 9, 2025 which leaves La Guardia in New York at 18:30 am and arrives at Chicago O'Hare International at 20:00.

Economy class

$54

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Business class

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First class

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Popular Airlines on the Route

The flight New York — Chicago is served by 13 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by American Airlines - 35 departures per week at the price of from $ 255 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5019.

Direct flights

There are 32 nonstop flights on the route. The fastest direct flight is WN4429 by Southwest Airlines takes 2h 20m and the cheapest is NK1179 by Spirit Airlines for $54.

AA - American Airlines

from $283

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B6 - JetBlue

from $213

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WN - Southwest Airlines

from $291

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DL - Delta Air Lines Inc.

from $247

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UA - United Airlines

from $110

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NK - Spirit Airlines

from $54

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Connecting Flights

There are 221 flights with layovers on the route. The fastest connecting flight is DL5080 by Delta Air Lines Inc. takes 3h 54m and the cheapest is NK1179 by Spirit Airlines for $111.

AA - American Airlines

from $255

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FI - Icelandair

from $1196

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SY - Sun Country Airlines

from $354

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DL - Delta Air Lines Inc.

from $250

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UA - United Airlines

from $239

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AM - Aeromexico

from $1271

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AS - Alaska Airlines

from $759

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F9 - Frontier Airlines

from $111

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B6 - JetBlue

from $504

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EY - Etihad Airways

from $2526

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LA - LAN Airlines

from $1817

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WN - Southwest Airlines

from $230

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Airports

You can fly from New York to Chicago from 16 airports (39th Street Ferry, Newyork Airport, Newyork Airport, La Guardia, Westchester County, World Trade Center, Pier 11/Wall St. SPB, John F Kennedy Intl, Flushing, East 34th St Heliport, West 30th St Heliport, Downtown Manhattan H/p, East 60th Street H/P, Battery Pk City/N. Cov, East 34th St Landing, Marine Air Terminal).

New York airports

39th Street Ferry-XNY

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Newyork Airport-NWK

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Newyork Airport-NYP

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La Guardia-LGA

from $54
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Westchester County-HPN

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World Trade Center-WTC

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Pier 11/Wall St. SPB-NWS

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John F Kennedy Intl-JFK

from $121
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Flushing-FLU

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East 34th St Heliport-TSS

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West 30th St Heliport-JRA

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Downtown Manhattan H/p-JRB

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East 60th Street H/P-JRE

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Battery Pk City/N. Cov-NBP

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East 34th St Landing-NES

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Marine Air Terminal-QNY

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from New York by 13 airlines that use 10 aircraft brands. They range from huge modern airplanes to small-sized.

Airbus A318/319/320/321

from $161

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Boeing 737 MAX 8

from $230

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Boeing 737-100/200

from $239

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Canadair Regional Jet 900

from $247

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Embraer 175 (short wing)

from $247

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Airbus A321

from $255

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Airbus A319

from $265

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Boeing 767

from $265

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Airbus A320

from $273

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Boeing 737-800

from $283

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Top Domestic Destinations from New York

You may also consider searching for discounted plane tickets to some other popular places from New York within United States.

New York — Miami

from $21

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New York — Los Angeles

from $438

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New York — Orlando

from $32

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New York — Boston

from $106

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New York — Atlanta

from $79

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New York — Dallas

from $78

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New York — Chicago

from $32

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New York — Houston

from $58

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New York — Austin

from $57

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New York — Syracuse

from $58

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Top International Destinations from New York

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

New York — London

from $65

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New York — Paris

from $74

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New York — Toronto

from $70

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New York — Rome

from $511

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New York — Montreal

from $74

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New York — Cancun

from $76

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New York — Tokyo

from $71

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New York — Barcelona

from $68

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New York — Aruba

from $71

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New York — Mumbai

from $71

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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