Cheap Flights from New York, NY to Chicago, IL from $57

Return flight: Chicago – New York

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

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: $57 (one-way), $98 (round-trip).
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights
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 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
*Departure and arrival times - local. Updated on August 12, 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 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.

Economy class
$57
Find
Business class
?
Find
First class
?
Find

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.

See more direct flights

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.

See more connecting flights

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
    Find
  • Newyork Airport-NWK
    Find
  • Newyork Airport-NYP
    Find
  • La Guardia-LGA
    from $57
    Find
  • Westchester County-HPN
    Find
  • World Trade Center-WTC
    Find
  • Pier 11/Wall St. SPB-NWS
    Find
  • John F Kennedy Intl-JFK
    from $129
    Find
  • Flushing-FLU
    Find
  • East 34th St Heliport-TSS
    Find
  • West 30th St Heliport-JRA
    Find
  • Downtown Manhattan H/p-JRB
    Find
  • East 60th Street H/P-JRE
    Find
  • Battery Pk City/N. Cov-NBP
    Find
  • East 34th St Landing-NES
    Find
  • Marine Air Terminal-QNY
    Find

Chicago airports

  • O'Hare International-ORD
    Find
  • Midway-MDW
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

How to book a plane ticket yourself?

How to book an air 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.

Back