Cheap Flights from New York, NY to Chicago, IL from $32

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On Cheapflightsplus.com you will find 22 direct and 28 connecting flights from New York to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $59, 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: $32 (one-way), $55 (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 $59. The fastest direct flight takes 2h 31m and the fastest connecting – 4h 26m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $62 Find flight	11:00 New York John F Kennedy Intl	12:41 Chicago O'Hare International	2h 41m	JetBlue	B61105
from $64 Find flight	10:30 New York La Guardia	12:17 Chicago O'Hare International	2h 47m	American Airlines	AA2059
from $74 Find flight	06:00 New York La Guardia	07:37 Chicago O'Hare International	2h 37m	United Airlines	UA761
from $74 Find flight	10:00 New York La Guardia	11:42 Chicago O'Hare International	2h 42m	United Airlines	UA1878
from $77 Find flight	07:30 New York La Guardia	09:05 Chicago O'Hare International	2h 35m	American Airlines	AA370
from $77 Find flight	08:20 New York John F Kennedy Intl	10:10 Chicago O'Hare International	2h 50m	American Airlines	AA2819

from $77 Find flight	14:30 New York La Guardia	16:15 Chicago O'Hare International	2h 45m	American Airlines	AA527
from $77 Find flight	17:15 New York La Guardia	18:59 Chicago O'Hare International	2h 44m	Delta Air Lines Inc.	DL546
from $77 Find flight	20:40 New York La Guardia	22:20 Chicago O'Hare International	2h 40m	Delta Air Lines Inc.	DL564
from $85 Find flight	14:14 New York La Guardia	15:48 Chicago O'Hare International	2h 34m	Delta Air Lines Inc.	DL356
from $59 Find flight	09:59 New York La Guardia	18:46 Chicago O'Hare International	9h 47m layover 3h 16m - Miami	Spirit Airlines	NK856 NK6
from $81 Find flight	20:00 New York La Guardia	23:26 Chicago O'Hare International	4h 26m layover 0h 52m - Washington D.C.	American Airlines	AA2126 AA2679
from $81 Find flight	16:00 New York La Guardia	19:45 Chicago O'Hare International	4h 45m layover 1h 1m - Washington D.C.	American Airlines	AA2127 AA363

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on January 30, 2023

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
05:45 — 07:16	05:45 — 07:16 B64021 JetBlue New York — Chicago	2h 31m	Find flight from$100
06:00 — 07:37	06:00 — 07:37 UA761 United Airlines New York — Chicago	2h 37m	Find flight from$74
07:30 — 09:05	07:30 — 09:05 AA370 American Airlines New York — Chicago	2h 35m	Find flight from$77
08:20 — 10:10	08:20 — 10:10 AA2819 American Airlines New York — Chicago	2h 50m	Find flight from$77
09:00 — 10:42	09:00 — 10:42 AA4663 American Airlines New York — Chicago	2h 42m	Find flight from$114
10:30 — 12:17	10:30 — 12:17 AA2059 American Airlines New York — Chicago	2h 47m	Find flight from$64
11:00 — 12:41	11:00 — 12:41 B61105 JetBlue New York — Chicago	2h 41m	Find flight from$62
14:30 — 16:15	14:30 — 16:15 AA527 American Airlines New York — Chicago	2h 45m	Find flight from$77
15:59 — 17:39	15:59 — 17:39 DL404 Delta Air Lines Inc. New York — Chicago	2h 40m	Find flight from$85
16:30 — 18:22	16:30 — 18:22 AA381 American Airlines New York — Chicago	2h 52m	Find flight from$86
17:15 — 18:59	17:15 — 18:59 DL546 Delta Air Lines Inc. New York — Chicago	2h 44m	Find flight from$77
18:59 — 20:44	18:59 — 20:44 DL382 Delta Air Lines Inc. New York — Chicago	2h 45m	Find flight from$137
20:40 — 22:20	20:40 — 22:20 DL564 Delta Air Lines Inc. New York — Chicago	2h 40m	Find flight from$77
06:00 — 14:51	06:00 — 09:01 NK171 Spirit Airlines New York — Miami 3h 29m stop 12:30 — 14:51 UA1588 United Airlines Miami — Chicago	9h 51m including layover	Find flight from$77
08:06 — 18:26	08:06 — 11:08 NK856 Spirit Airlines New York — Miami 4h 57m stop 16:05 — 18:26 UA2386 United Airlines Miami — Chicago	11h 20m including layover	Find flight from$77
09:59 — 18:46	09:59 — 13:09 NK856 Spirit Airlines New York — Miami 3h 16m stop 16:25 — 18:46 NK6 Spirit Airlines Miami — Chicago	9h 47m including layover	Find flight from$59
10:05 — 14:23	10:05 — 12:16 AA2036 American Airlines New York — Charlotte 53m stop 13:09 — 14:23 AA1650 American Airlines Charlotte — Chicago	5h 18m including layover	Find flight from$83
11:35 — 16:02	11:35 — 13:46 AA320 American Airlines New York — Charlotte 1h 6m stop 14:52 — 16:02 AA1883 American Airlines Charlotte — Chicago	5h 27m including layover	Find flight from$83
12:00 — 16:04	12:00 — 13:21 AA2124 American Airlines New York — Washington D.C. 1h 24m stop 14:45 — 16:04 AA523 American Airlines Washington D.C. — Chicago	5h 4m including layover	Find flight from$81
13:00 — 17:51	13:00 — 15:07 AA2338 American Airlines New York — Charlotte 1h 33m stop 16:40 — 17:51 AA536 American Airlines Charlotte — Chicago	5h 51m including layover	Find flight from$83
16:00 — 19:45	16:00 — 17:24 AA2127 American Airlines New York — Washington D.C. 1h 1m stop 18:25 — 19:45 AA363 American Airlines Washington D.C. — Chicago	4h 45m including layover	Find flight from$81
17:54 — 08:08 +1 day	17:54 — 20:36 F91511 Frontier Airlines New York — Atlanta 10h 24m stop 07:00 — 08:08 NK762 Spirit Airlines Atlanta — Chicago	15h 14m including layover	Find flight from$81
19:09 — 23:41	19:09 — 21:44 DL435 Delta Air Lines Inc. New York — Atlanta 1h 6m stop 22:50 — 23:41 DL2469 Delta Air Lines Inc. Atlanta — Chicago	5h 32m including layover	Find flight from$81
20:00 — 23:26	20:00 — 21:23 AA2126 American Airlines New York — Washington D.C. 52m stop 22:15 — 23:26 AA2679 American Airlines Washington D.C. — Chicago	4h 26m including layover	Find flight from$81
22:59 — 09:33 +1 day	22:59 — 01:53 F91111 Frontier Airlines New York — Orlando 5h 37m stop 07:30 — 09:33 F91154 Frontier Airlines Orlando — Chicago	11h 34m including layover	Find flight from$59
23:59 — 15:29 +1 day	23:59 — 03:47 B6303 JetBlue New York — San Juan 3h 38m stop 07:25 — 11:12 DL1763 Delta Air Lines Inc. San Juan — Atlanta 3h 29m stop 14:41 — 15:29 DL2537 Delta Air Lines Inc. Atlanta — Chicago	16h 30m including layover	Find flight from$186

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

*Departure and arrival times - local. Updated on January 30, 2023

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 05:45 to 23:59 from 16 New York airports and arrive 05:45 to 23:59 to 7 Chicago airports. Average flight time is 2h 44m.

The fastest flight 2h 31m
Average flight time 2h 44m
The earliest flight 05:45
The latest flight 23:59
Distance 711 ml

The cheapest months to travel to Chicago are february (from 59 $), january (from 92 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $59. This airfare is for economy class on one-way F91111 flight by Frontier Airlines for February 2, 2023 which leaves La Guardia in New York at 22:59 am and arrives at Chicago O'Hare International at 09:33.

Economy class

$59

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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 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by American Airlines - 18 departures per week at the price of from $ 64 . And the most expensive tickets are offered by Delta Air Lines Inc. airline - from $ 265.

Direct flights

There are 22 nonstop flights on the route. The fastest direct flight is B64021 by JetBlue takes 2h 31m and the cheapest is F91111 by Frontier Airlines for $62.

AA - American Airlines

from $64

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B6 - JetBlue

from $62

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DL - Delta Air Lines Inc.

from $77

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UA - United Airlines

from $74

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Connecting Flights

There are 28 flights with layovers on the route. The fastest connecting flight is AA2126 by American Airlines takes 4h 26m and the cheapest is F91111 by Frontier Airlines for $59.

AA - American Airlines

from $81

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F9 - Frontier Airlines

from $59

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B6 - JetBlue

from $102

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DL - Delta Air Lines Inc.

from $81

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NK - Spirit Airlines

from $59

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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 $59
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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 $62
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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 6 airlines that use 7 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-100/200

from $59

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Airbus A319

from $64

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Boeing 737-800

from $74

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Airbus A321

from $77

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Airbus A320

from $77

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Boeing 737

from $83

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Embraer 175 (short wing)

from $89

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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 — San Francisco

from $88

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New York — Las Vegas

from $276

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New York — Orlando

from $32

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New York — Miami

from $21

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New York — New Orleans

from $74

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New York — Boston

from $106

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New York — Atlanta

from $79

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New York — Los Angeles

from $438

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New York — Denver

from $60

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New York — Chicago

from $32

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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 — Dublin

from $75

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New York — London

from $65

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New York — Paris

from $74

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New York — Edinburgh

from $62

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New York — Glasgow

from $65

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New York — Singapore

from $56

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New York — Manchester

from $66

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New York — Mumbai

from $71

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New York — Birmingham

from $79

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New York — Dubai

from $56

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All flights from New York | All flights to Chicago

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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