Cheap Flights from New York, NY to Chicago, IL from $42

One way Round trip

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On Cheapflightsplus.com you will find 45 direct and 138 connecting flights from New York to Chicago. You can compare airfare deals from 10 airlines and multiple travel sites from $42, 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: $42 (one-way), $72 (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 $42. The fastest direct flight takes 2h 30m and the fastest connecting – 4h 26m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $42 Find flight	18:30 New York La Guardia	20:00 Chicago O'Hare International	2h 30m	Spirit Airlines	NK1179
from $45 Find flight	17:35 New York La Guardia	19:17 Chicago O'Hare International	2h 42m	Spirit Airlines	NK918
from $68 Find flight	18:30 New York La Guardia	20:05 Chicago O'Hare International	2h 35m	Spirit Airlines	NK2178
from $86 Find flight	17:19 New York La Guardia	18:55 Chicago O'Hare International	2h 36m	United Airlines	UA2299
from $102 Find flight	18:30 New York La Guardia	20:09 Chicago O'Hare International	2h 39m	United Airlines	UA352
from $118 Find flight	11:25 New York La Guardia	13:03 Chicago O'Hare International	2h 38m	United Airlines	UA1941
from $138 Find flight	07:00 New York La Guardia	08:37 Chicago O'Hare International	2h 37m	United Airlines	UA1741
from $162 Find flight	19:30 New York La Guardia	21:09 Chicago O'Hare International	2h 39m	United Airlines	UA1568
from $192 Find flight	11:25 New York La Guardia	13:03 Chicago O'Hare International	2h 38m	United Airlines	UA2618
from $64 Find flight	06:30 New York La Guardia	13:47 Chicago Midway	8h 17m layover 3h 39m - Atlanta	Frontier Airlines	F93287 F92291
from $66 Find flight	11:55 New York La Guardia	17:44 Chicago O'Hare International	6h 49m layover 0h 48m - Orlando	Spirit Airlines	NK2392 NK2190
from $66 Find flight	09:55 New York La Guardia	17:41 Chicago O'Hare International	8h 46m layover 2h 9m - Miami	Spirit Airlines	NK2176 NK2194
from $66 Find flight	06:30 New York La Guardia	14:34 Chicago O'Hare International	9h 4m layover 2h 39m - Miami	Spirit Airlines	NK171 NK866
from $66 Find flight	06:30 New York La Guardia	17:37 Chicago O'Hare International	12h 7m layover 5h 42m - Miami	Spirit Airlines	NK171 NK1026
from $66 Find flight	06:00 New York La Guardia	18:40 Chicago O'Hare International	13h 40m layover 7h 18m - Miami	Spirit Airlines	NK2005 NK19
from $74 Find flight	11:30 New York John F Kennedy Intl	22:24 Chicago Midway	11h 54m layover 6h 0m - Tampa	Frontier Airlines	F94057 F93899

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 30, 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
06:25 — 08:02	06:25 — 08:02 UA1139 United Airlines New York — Chicago	2h 37m	Find flight from$86
07:00 — 08:37	07:00 — 08:37 UA1741 United Airlines New York — Chicago	2h 37m	Find flight from$138
07:20 — 08:57	07:20 — 08:57 UA561 United Airlines New York — Chicago	2h 37m	Find flight from$86
07:28 — 09:05	07:28 — 09:05 UA2440 United Airlines New York — Chicago	2h 37m	Find flight from$87
08:25 — 10:02	08:25 — 10:02 UA1554 United Airlines New York — Chicago	2h 37m	Find flight from$86
08:25 — 10:02	08:25 — 10:02 UA2479 United Airlines New York — Chicago	2h 37m	Find flight from$86
09:18 — 10:55	09:18 — 10:55 UA623 United Airlines New York — Chicago	2h 37m	Find flight from$86
10:20 — 11:57	10:20 — 11:57 UA1310 United Airlines New York — Chicago	2h 37m	Find flight from$86
11:20 — 12:57	11:20 — 12:57 UA705 United Airlines New York — Chicago	2h 37m	Find flight from$86
11:20 — 12:57	11:20 — 12:57 UA2602 United Airlines New York — Chicago	2h 37m	Find flight from$87
13:18 — 14:55	13:18 — 14:55 UA2199 United Airlines New York — Chicago	2h 37m	Find flight from$86
14:20 — 15:57	14:20 — 15:57 UA2360 United Airlines New York — Chicago	2h 37m	Find flight from$86
15:25 — 17:02	15:25 — 17:02 UA1504 United Airlines New York — Chicago	2h 37m	Find flight from$86
15:25 — 17:05	15:25 — 17:05 UA1032 United Airlines New York — Chicago	2h 40m	Find flight from$121
16:25 — 18:02	16:25 — 18:02 UA1273 United Airlines New York — Chicago	2h 37m	Find flight from$87
16:25 — 18:05	16:25 — 18:05 UA678 United Airlines New York — Chicago	2h 40m	Find flight from$121
16:28 — 18:05	16:28 — 18:05 UA1842 United Airlines New York — Chicago	2h 37m	Find flight from$86
17:19 — 18:55	17:19 — 18:55 UA2299 United Airlines New York — Chicago	2h 36m	Find flight from$86
17:25 — 19:05	17:25 — 19:05 UA2005 United Airlines New York — Chicago	2h 40m	Find flight from$95
17:25 — 19:05	17:25 — 19:05 UA777 United Airlines New York — Chicago	2h 40m	Find flight from$102
17:35 — 19:17	17:35 — 19:17 NK918 Spirit Airlines New York — Chicago	2h 42m	Find flight from$45
18:30 — 20:00	18:30 — 20:00 NK1179 Spirit Airlines New York — Chicago	2h 30m	Find flight from$42
18:30 — 20:05	18:30 — 20:05 NK2178 Spirit Airlines New York — Chicago	2h 35m	Find flight from$68
18:30 — 20:07	18:30 — 20:07 UA1952 United Airlines New York — Chicago	2h 37m	Find flight from$86
18:30 — 20:09	18:30 — 20:09 UA352 United Airlines New York — Chicago	2h 39m	Find flight from$102
18:30 — 20:10	18:30 — 20:10 UA1289 United Airlines New York — Chicago	2h 40m	Find flight from$102
19:30 — 21:07	19:30 — 21:07 UA1582 United Airlines New York — Chicago	2h 37m	Find flight from$86
19:30 — 21:09	19:30 — 21:09 UA598 United Airlines New York — Chicago	2h 39m	Find flight from$86
19:30 — 21:09	19:30 — 21:09 UA400 United Airlines New York — Chicago	2h 39m	Find flight from$95
19:30 — 21:09	19:30 — 21:09 UA1936 United Airlines New York — Chicago	2h 39m	Find flight from$102
20:30 — 22:07	20:30 — 22:07 UA2848 United Airlines New York — Chicago	2h 37m	Find flight from$86
20:30 — 22:09	20:30 — 22:09 UA1611 United Airlines New York — Chicago	2h 39m	Find flight from$86
20:30 — 22:07	20:30 — 22:07 UA1785 United Airlines New York — Chicago	2h 37m	Find flight from$87
20:30 — 22:09	20:30 — 22:09 UA2181 United Airlines New York — Chicago	2h 39m	Find flight from$95
21:30 — 23:07	21:30 — 23:07 UA541 United Airlines New York — Chicago	2h 37m	Find flight from$86
21:30 — 23:09	21:30 — 23:09 UA210 United Airlines New York — Chicago	2h 39m	Find flight from$86
21:30 — 23:09	21:30 — 23:09 UA393 United Airlines New York — Chicago	2h 39m	Find flight from$95
21:30 — 23:09	21:30 — 23:09 UA2603 United Airlines New York — Chicago	2h 39m	Find flight from$102
06:00 — 18:40	06:00 — 08:58 NK2005 Spirit Airlines New York — Miami 7h 18m stop 16:16 — 18:40 NK19 Spirit Airlines Miami — Chicago	13h 40m including layover	Find flight from$66
06:30 — 13:47	06:30 — 09:15 F93287 Frontier Airlines New York — Atlanta 3h 39m stop 13:08 — 14:10 F92291 Frontier Airlines Atlanta — Chicago	8h 17m including layover	Find flight from$64
09:55 — 17:41	09:55 — 13:06 NK2176 Spirit Airlines New York — Miami 2h 9m stop 15:15 — 17:41 NK2194 Spirit Airlines Miami — Chicago	8h 46m including layover	Find flight from$66
11:30 — 22:29	11:30 — 14:32 F94057 Frontier Airlines New York — Tampa 5h 55m stop 22:17 — 00:25 F92317 Frontier Airlines Tampa — Chicago	11h 59m including layover	Find flight from$72
11:55 — 17:44	11:55 — 14:40 NK2392 Spirit Airlines New York — Orlando 48m stop 21:25 — 23:29 NK2190 Spirit Airlines Orlando — Chicago	6h 49m including layover	Find flight from$66
12:42 — 19:58	12:42 — 15:41 NK3054 Spirit Airlines New York — Orlando 2h 5m stop 17:46 — 19:58 NK1109 Spirit Airlines Orlando — Chicago	8h 16m including layover	Find flight from$73
12:59 — 20:09	12:59 — 16:00 F91511 Frontier Airlines New York — Dallas 1h 38m stop 18:03 — 20:34 F91342 Frontier Airlines Dallas — Chicago	8h 10m including layover	Find flight from$75
17:00 — 16:35 +1 day	17:00 — 18:58 F93313 Frontier Airlines New York — Raleigh 20h 12m stop 15:10 — 16:35 F93351 Frontier Airlines Raleigh — Chicago	24h 35m including layover	Find flight from$75
19:55 — 08:55 +1 day	19:55 — 23:10 NK1086 Spirit Airlines New York — Miami 7h 30m stop 06:40 — 08:55 NK1986 Spirit Airlines Miami — Chicago	14h including layover	Find flight from$71
19:59 — 08:50 +1 day	19:59 — 23:03 NK2281 Spirit Airlines New York — Miami 7h 27m stop 06:30 — 08:50 NK2188 Spirit Airlines Miami — Chicago	13h 51m including layover	Find flight from$66
22:55 — 11:41 +1 day	22:55 — 01:15 F93161 Frontier Airlines New York — Denver 7h stop 08:15 — 11:41 F92210 Frontier Airlines Denver — Chicago	13h 46m including layover	Find flight from$69

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

*Departure and arrival times - local. Updated on May 30, 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 05:45 to 23:10 from 16 New York airports and arrive 05:45 to 23:10 to 7 Chicago airports. Average flight time is 2h 37m.

The fastest flight 2h 30m
Average flight time 2h 37m
The earliest flight 05:45
The latest flight 23:10
Distance 711 ml

The cheapest months to travel to Chicago are july (from 56 $), october (from 61 $), september (from 61 $).

The most expensive months are november (from 2 254 $), april (from 301 $), february (from 144 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $42. This airfare is for economy class on one-way NK1179 flight by Spirit Airlines for July 25, 2025 which leaves La Guardia in New York at 18:30 am and arrives at Chicago O'Hare International at 20:00.

Economy class

$42

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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 10 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by United Airlines - 66 departures per week at the price of from $ 86 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 4551.

Direct flights

There are 45 nonstop flights on the route. The fastest direct flight is NK1179 by Spirit Airlines takes 2h 30m and the cheapest is NK1179 by Spirit Airlines for $42.

UA - United Airlines

from $86

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NK - Spirit Airlines

from $42

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Connecting Flights

There are 138 flights with layovers on the route. The fastest connecting flight is UA3688 by United Airlines takes 4h 26m and the cheapest is NK1179 by Spirit Airlines for $64.

UA - United Airlines

from $97

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NK - Spirit Airlines

from $66

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AS - Alaska Airlines

from $249

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F9 - Frontier Airlines

from $64

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FI - Icelandair

from $674

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SY - Sun Country Airlines

from $108

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TK - Turkish Airlines

from $1357

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AY - Finnair

from $1967

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TP - TAP Portugal

from $1455

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LX - SWISS International Air Lines

from $4551

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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 $42
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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 $68
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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 10 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

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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