Cheap Flights from New York, NY to Chicago, IL from $57
On Cheapflightsplus.com you will find 31 direct and 158 connecting flights from New York to Chicago. You can compare airfare deals from 10 airlines and multiple travel sites from $57, 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
Best Flights from New York to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $57 | 18:30 New York La Guardia | 20:00 Chicago O'Hare International | 2h 30m | Spirit Airlines | NK1179 |
from $117 | 14:20 New York La Guardia | 15:57 Chicago O'Hare International | 2h 37m | United Airlines | UA2360 |
from $118 | 07:20 New York La Guardia | 08:57 Chicago O'Hare International | 2h 37m | United Airlines | UA561 |
from $140 | 19:30 New York La Guardia | 21:09 Chicago O'Hare International | 2h 39m | United Airlines | UA1936 |
from $140 | 20:30 New York La Guardia | 22:09 Chicago O'Hare International | 2h 39m | United Airlines | UA2181 |
from $140 | 21:30 New York La Guardia | 23:09 Chicago O'Hare International | 2h 39m | United Airlines | UA2603 |
from $140 | 17:25 New York La Guardia | 19:05 Chicago O'Hare International | 2h 40m | United Airlines | UA777 |
from $225 | 11:25 New York La Guardia | 13:03 Chicago O'Hare International | 2h 38m | United Airlines | UA1660 |
from $226 | 20:30 New York John F Kennedy Intl | 22:28 Chicago O'Hare International | 2h 58m | JetBlue | B6405 |
from $262 | 09:29 New York John F Kennedy Intl | 11:18 Chicago O'Hare International | 2h 49m | JetBlue | B6905 |
from $262 | 15:29 New York John F Kennedy Intl | 17:40 Chicago O'Hare International | 3h 11m | Delta Air Lines Inc. | DL5068 |
from $301 | 07:25 New York La Guardia | 09:04 Chicago O'Hare International | 2h 39m | American Airlines | AA392 |
from $309 | 07:30 New York La Guardia | 08:50 Chicago Midway | 2h 20m | Southwest Airlines | WN4429 |
from $362 | 07:15 New York La Guardia | 08:57 Chicago O'Hare International | 2h 42m | Delta Air Lines Inc. | DL5716 |
from $118 | 22:55 New York La Guardia | 00:32+2 дня Chicago O'Hare International | 26h 37m layover 19h 38m - Denver | Frontier Airlines | F93161 F93174 |
from $129 | 11:30 New York John F Kennedy Intl | 22:24 Chicago Midway | 11h 54m layover 6h 0m - Tampa | Frontier Airlines | F94057 F93899 |
Flight Schedule New York (New York) to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
07:15 — 08:57
|
07:15 — 08:57
DL5716
Delta Air Lines Inc.
New York — Chicago
|
2h 42m |
Find flight
from$362 |
|
07:20 — 08:57
|
07:20 — 08:57
UA561
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$118 |
|
07:25 — 09:04
|
07:25 — 09:04
AA392
American Airlines
New York — Chicago
|
2h 39m |
Find flight
from$301 |
|
07:30 — 09:09
|
07:30 — 09:09
AA4464
American Airlines
New York — Chicago
|
2h 39m |
Find flight
from$301 |
|
07:30 — 08:50
|
07:30 — 08:50
WN4429
Southwest Airlines
New York — Chicago
|
2h 20m |
Find flight
from$309 |
|
07:55 — 09:51
|
07:55 — 09:51
DL5272
Delta Air Lines Inc.
New York — Chicago
|
2h 56m |
Find flight
from$396 |
|
09:21 — 11:00
|
09:21 — 11:00
AA3015
American Airlines
New York — Chicago
|
2h 39m |
Find flight
from$301 |
|
09:29 — 11:18
|
09:29 — 11:18
B6905
JetBlue
New York — Chicago
|
2h 49m |
Find flight
from$262 |
|
10:45 — 12:21
|
10:45 — 12:21
DL2810
Delta Air Lines Inc.
New York — Chicago
|
2h 36m |
Find flight
from$375 |
|
10:55 — 12:20
|
10:55 — 12:20
WN3457
Southwest Airlines
New York — Chicago
|
2h 25m |
Find flight
from$341 |
|
11:00 — 12:50
|
11:00 — 12:50
DL5017
Delta Air Lines Inc.
New York — Chicago
|
2h 50m |
Find flight
from$383 |
|
11:25 — 13:03
|
11:25 — 13:03
UA1660
United Airlines
New York — Chicago
|
2h 38m |
Find flight
from$225 |
|
12:20 — 13:40
|
12:20 — 13:40
WN1704
Southwest Airlines
New York — Chicago
|
2h 20m |
Find flight
from$530 |
|
12:24 — 14:03
|
12:24 — 14:03
AA2644
American Airlines
New York — Chicago
|
2h 39m |
Find flight
from$479 |
|
13:50 — 15:10
|
13:50 — 15:10
WN3458
Southwest Airlines
New York — Chicago
|
2h 20m |
Find flight
from$330 |
|
14:00 — 15:45
|
14:00 — 15:45
AA1166
American Airlines
New York — Chicago
|
2h 45m |
Find flight
from$301 |
|
14:20 — 15:57
|
14:20 — 15:57
UA2360
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$117 |
|
14:30 — 16:25
|
14:30 — 16:25
AA4590
American Airlines
New York — Chicago
|
2h 55m |
Find flight
from$301 |
|
14:50 — 16:38
|
14:50 — 16:38
DL962
Delta Air Lines Inc.
New York — Chicago
|
2h 48m |
Find flight
from$362 |
|
15:29 — 17:40
|
15:29 — 17:40
DL5068
Delta Air Lines Inc.
New York — Chicago
|
3h 11m |
Find flight
from$262 |
|
16:35 — 18:05
|
16:35 — 18:05
WN3459
Southwest Airlines
New York — Chicago
|
2h 30m |
Find flight
from$465 |
|
17:10 — 19:16
|
17:10 — 19:16
DL2760
Delta Air Lines Inc.
New York — Chicago
|
3h 6m |
Find flight
from$362 |
|
17:25 — 19:05
|
17:25 — 19:05
UA777
United Airlines
New York — Chicago
|
2h 40m |
Find flight
from$140 |
|
17:30 — 19:15
|
17:30 — 19:15
AA4784
American Airlines
New York — Chicago
|
2h 45m |
Find flight
from$384 |
|
18:30 — 20:00
|
18:30 — 20:00
NK1179
Spirit Airlines
New York — Chicago
|
2h 30m |
Find flight
from$57 |
|
18:30 — 20:10
|
18:30 — 20:10
UA1289
United Airlines
New York — Chicago
|
2h 40m |
Find flight
from$140 |
|
19:25 — 21:43
|
19:25 — 21:43
DL5679
Delta Air Lines Inc.
New York — Chicago
|
3h 18m |
Find flight
from$262 |
|
19:30 — 21:09
|
19:30 — 21:09
UA1936
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$140 |
|
20:30 — 22:09
|
20:30 — 22:09
UA2181
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$140 |
|
20:30 — 22:28
|
20:30 — 22:28
B6405
JetBlue
New York — Chicago
|
2h 58m |
Find flight
from$226 |
|
21:30 — 23:09
|
21:30 — 23:09
UA2603
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$140 |
|
05:45 — 15:43
|
05:45 — 07:30
NK2401
Spirit Airlines
New York — Myrtle Beach
6h 48m stop
14:18 — 15:43
NK2074
Spirit Airlines
Myrtle Beach — Chicago
|
10h 58m including layover |
Find flight
from$227 |
|
05:55 — 16:10
|
05:55 — 08:43
NK2364
Spirit Airlines
New York — Orlando
5h 24m stop
14:07 — 16:10
NK2410
Spirit Airlines
Orlando — Chicago
|
11h 15m including layover |
Find flight
from$171 |
|
06:30 — 13:47
|
06:30 — 09:11
F93287
Frontier Airlines
New York — Atlanta
3h 36m stop
12:47 — 13:47
F92291
Frontier Airlines
Atlanta — Chicago
|
8h 17m including layover |
Find flight
from$143 |
|
06:59 — 15:06
|
06:59 — 09:59
F94871
Frontier Airlines
New York — Orlando
3h 11m stop
13:10 — 15:06
F93853
Frontier Airlines
Orlando — Chicago
|
9h 7m including layover |
Find flight
from$154 |
|
07:22 — 12:29
|
07:22 — 09:30
DL5080
Delta Air Lines Inc.
New York — Detroit
2h 46m stop
12:16 — 12:29
DL3567
Delta Air Lines Inc.
Detroit — Chicago
|
6h 7m including layover |
Find flight
from$266 |
|
08:15 — 16:25
|
08:15 — 09:40
WN2943
Southwest Airlines
New York — Nashville
4h 55m stop
14:35 — 16:25
WN1204
Southwest Airlines
Nashville — Chicago
|
9h 10m including layover |
Find flight
from$250 |
|
08:52 — 19:42
|
08:52 — 11:36
NK2370
Spirit Airlines
New York — Houston
5h 26m stop
17:02 — 19:42
NK2690
Spirit Airlines
Houston — Chicago
|
11h 50m including layover |
Find flight
from$261 |
|
09:59 — 16:10
|
09:59 — 12:52
NK2801
Spirit Airlines
New York — Orlando
1h 15m stop
14:07 — 16:10
NK2410
Spirit Airlines
Orlando — Chicago
|
7h 11m including layover |
Find flight
from$171 |
|
09:59 — 22:22
|
09:59 — 12:52
NK2801
Spirit Airlines
New York — Orlando
7h 31m stop
20:23 — 22:22
NK2343
Spirit Airlines
Orlando — Chicago
|
13h 23m including layover |
Find flight
from$171 |
|
10:25 — 16:52
|
10:25 — 11:51
UA6108
United Airlines
New York — Washington D.C.
3h 48m stop
15:39 — 16:52
UA1057
United Airlines
Washington D.C. — Chicago
|
7h 27m including layover |
Find flight
from$266 |
|
11:04 — 23:59
|
11:04 — 14:14
NK2374
Spirit Airlines
New York — Miami
7h 33m stop
21:47 — 23:59
NK2
Spirit Airlines
Miami — Chicago
|
13h 55m including layover |
Find flight
from$171 |
|
11:30 — 22:24
|
11:30 — 14:32
F94057
Frontier Airlines
New York — Tampa
6h stop
20:32 — 22:24
F93899
Frontier Airlines
Tampa — Chicago
|
11h 54m including layover |
Find flight
from$129 |
|
12:59 — 16:27
|
12:59 — 14:52
AA4670
American Airlines
New York — Cleveland
59m stop
15:51 — 16:27
AA3749
American Airlines
Cleveland — Chicago
|
4h 28m including layover |
Find flight
from$271 |
|
16:58 — 23:27
|
16:58 — 19:55
NK2331
Spirit Airlines
New York — Orlando
1h 24m stop
21:19 — 23:27
NK1369
Spirit Airlines
Orlando — Chicago
|
7h 29m including layover |
Find flight
from$268 |
|
19:55 — 09:22
+1 day
|
19:55 — 23:05
NK2388
Spirit Airlines
New York — Miami
7h 55m stop
07:00 — 09:22
NK2530
Spirit Airlines
Miami — Chicago
|
14h 27m including layover |
Find flight
from$171 |
|
22:55 — 00:32
+2 days
|
22:55 — 01:15
F93161
Frontier Airlines
New York — Denver
19h 38m stop
20:53 — 00:32
F93174
Frontier Airlines
Denver — Chicago
|
26h 37m including layover |
Find flight
from$118 |
|
22:55 — 00:32
+2 days
|
22:55 — 01:15
F93161
Frontier Airlines
New York — Denver
19h 38m stop
20:53 — 00:32
F93172
Frontier Airlines
Denver — Chicago
|
26h 37m including layover |
Find flight
from$257 |
|
15:28 — 16:10
+1 day
|
15:28 — 17:09
NK2215
Spirit Airlines
New York — Columbus
1h 25m stop
18:34 — 20:56
NK2216
Spirit Airlines
Columbus — Orlando
17h 11m stop
14:07 — 16:10
NK2410
Spirit Airlines
Orlando — Chicago
|
25h 42m including layover |
Find flight
from$168 |
|
15:28 — 22:22
+1 day
|
15:28 — 17:09
NK2215
Spirit Airlines
New York — Columbus
1h 25m stop
18:34 — 20:56
NK2216
Spirit Airlines
Columbus — Orlando
23h 27m stop
20:23 — 22:22
NK2343
Spirit Airlines
Orlando — Chicago
|
31h 54m including layover |
Find flight
from$168 |
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 22:59 from 16 New York airports and arrive 05:45 to 22:59 to 7 Chicago airports. Average flight time is 2h 39m.
- The fastest flight 2h 20m
- Average flight time 2h 39m
- The earliest flight 05:45
- The latest flight 22:59
- Distance 711 ml
The cheapest months to travel to Chicago are july (from 57 $), august (from 73 $), october (from 117 $).
The most expensive months are june (from 130 $), september (from 117 $), may (from 117 $).
What is the lowest airfare New York to Chicago?
The cheapest plane ticket found by our users is $57. 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.
Popular Airlines on the Route
The flight New York — Chicago is served by 10 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by JetBlue - 3 departures per week at the price of from $ 226 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5333.
Direct flights
There are 31 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 $57.
- from $226Find
- from $309Find
- from $262Find
- from $117Find
- from $57Find
- AA - American Airlinesfrom $301Find
Connecting Flights
There are 158 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 $118.
- from $536Find
- from $244Find
- from $266Find
- from $254Find
- from $168Find
- AA - American Airlinesfrom $271Find
- AS - Alaska Airlinesfrom $806Find
- F9 - Frontier Airlinesfrom $118Find
- EY - Etihad Airwaysfrom $2684Find
- SY - Sun Country Airlinesfrom $376Find
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-XNYFind
- Newyork Airport-NWKFind
- Newyork Airport-NYPFind
- La Guardia-LGAfrom $57Find
- Westchester County-HPNFind
- World Trade Center-WTCFind
- Pier 11/Wall St. SPB-NWSFind
- John F Kennedy Intl-JFKfrom $129Find
- Flushing-FLUFind
- East 34th St Heliport-TSSFind
- West 30th St Heliport-JRAFind
- Downtown Manhattan H/p-JRBFind
- East 60th Street H/P-JREFind
- Battery Pk City/N. Cov-NBPFind
- East 34th St Landing-NESFind
- Marine Air Terminal-QNYFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from New York by 10 airlines that use 10 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737 MAX 8from $244Find
- Boeing 737-100/200from $254Find
- Airbus A318/319/320/321from $257Find
- Canadair Regional Jet 900from $262Find
- Embraer 175 (short wing)from $262Find
- Airbus A321from $271Find
- Airbus A319from $281Find
- Boeing 767from $281Find
- Airbus A320from $290Find
- Boeing 737-800from $301Find
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.
- from $21Find
- from $438Find
- from $32Find
- from $106Find
- from $79Find
- from $78Find
- from $32Find
- from $58Find
- from $57Find
- from $58Find
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.
- from $65Find
- from $74Find
- from $70Find
- from $511Find
- from $74Find
- from $76Find
- from $71Find
- from $68Find
- from $71Find
- from $71Find
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.
To find a plane ticket, please select dates.