Cheap Flights from New York, NY to Chicago, IL from $42
On Cheapflightsplus.com you will find 35 direct and 116 connecting flights from New York to Chicago. You can compare airfare deals from 9 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
Best Flights from New York to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $42 | 18:30 New York La Guardia | 20:00 Chicago O'Hare International | 2h 30m | Spirit Airlines | NK1179 |
from $45 | 17:35 New York La Guardia | 19:17 Chicago O'Hare International | 2h 42m | Spirit Airlines | NK918 |
from $69 | 18:30 New York La Guardia | 20:05 Chicago O'Hare International | 2h 35m | Spirit Airlines | NK2178 |
from $87 | 17:19 New York La Guardia | 18:55 Chicago O'Hare International | 2h 36m | United Airlines | UA2299 |
from $104 | 19:30 New York La Guardia | 21:09 Chicago O'Hare International | 2h 39m | United Airlines | UA1936 |
from $120 | 11:25 New York La Guardia | 13:03 Chicago O'Hare International | 2h 38m | United Airlines | UA1941 |
from $165 | 19:30 New York La Guardia | 21:09 Chicago O'Hare International | 2h 39m | United Airlines | UA1568 |
from $65 | 06:30 New York La Guardia | 13:47 Chicago Midway | 8h 17m layover 3h 39m - Atlanta | Frontier Airlines | F93287 F92291 |
from $67 | 06:30 New York La Guardia | 14:34 Chicago O'Hare International | 9h 4m layover 2h 39m - Miami | Spirit Airlines | NK171 NK866 |
from $67 | 06:00 New York La Guardia | 18:43 Chicago O'Hare International | 13h 43m layover 7h 36m - Orlando | Spirit Airlines | NK1350 NK506 |
from $69 | 06:59 New York John F Kennedy Intl | 14:53 Chicago O'Hare International | 8h 54m layover 2h 46m - Orlando | Frontier Airlines | F94871 F93043 |
from $69 | 22:55 New York La Guardia | 11:40+1 день Chicago Midway | 13h 45m layover 6h 58m - Denver | Frontier Airlines | F93161 F92210 |
from $71 | 06:59 New York John F Kennedy Intl | 15:06 Chicago Midway | 9h 7m layover 3h 11m - Orlando | Frontier Airlines | F94871 F93853 |
from $72 | 19:55 New York La Guardia | 08:55+1 день Chicago O'Hare International | 14h 0m layover 7h 30m - Miami | Spirit Airlines | NK1086 NK1986 |
from $73 | 11:30 New York John F Kennedy Intl | 22:29 Chicago O'Hare International | 11h 59m layover 5h 55m - Tampa | Frontier Airlines | F94057 F92317 |
from $75 | 12:42 New York La Guardia | 19:58 Chicago O'Hare International | 8h 16m layover 2h 5m - Orlando | Spirit Airlines | NK3054 NK1109 |
Flight Schedule New York (New York) to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
06:25 — 08:02
|
06:25 — 08:02
UA1139
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
07:20 — 08:57
|
07:20 — 08:57
UA561
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
07:28 — 09:05
|
07:28 — 09:05
UA2440
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$88 |
|
08:25 — 10:02
|
08:25 — 10:02
UA1554
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
08:25 — 10:02
|
08:25 — 10:02
UA2479
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
09:18 — 10:55
|
09:18 — 10:55
UA623
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
10:20 — 11:57
|
10:20 — 11:57
UA1310
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
11:20 — 12:57
|
11:20 — 12:57
UA705
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
11:20 — 12:57
|
11:20 — 12:57
UA2602
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$88 |
|
11:25 — 13:03
|
11:25 — 13:03
UA1941
United Airlines
New York — Chicago
|
2h 38m |
Find flight
from$120 |
|
11:25 — 13:03
|
11:25 — 13:03
UA1660
United Airlines
New York — Chicago
|
2h 38m |
Find flight
from$168 |
|
13:18 — 14:55
|
13:18 — 14:55
UA2199
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
14:20 — 15:57
|
14:20 — 15:57
UA2360
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
15:25 — 17:02
|
15:25 — 17:02
UA1504
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
16:25 — 18:02
|
16:25 — 18:02
UA1273
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$88 |
|
16:28 — 18:05
|
16:28 — 18:05
UA1842
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
17:19 — 18:55
|
17:19 — 18:55
UA2299
United Airlines
New York — Chicago
|
2h 36m |
Find flight
from$87 |
|
17:25 — 19:05
|
17:25 — 19:05
UA2005
United Airlines
New York — Chicago
|
2h 40m |
Find flight
from$96 |
|
17:25 — 19:05
|
17:25 — 19:05
UA777
United Airlines
New York — Chicago
|
2h 40m |
Find flight
from$104 |
|
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$69 |
|
18:30 — 20:07
|
18:30 — 20:07
UA1952
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
18:30 — 20:10
|
18:30 — 20:10
UA1289
United Airlines
New York — Chicago
|
2h 40m |
Find flight
from$104 |
|
19:30 — 21:07
|
19:30 — 21:07
UA1582
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
19:30 — 21:09
|
19:30 — 21:09
UA400
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$96 |
|
19:30 — 21:09
|
19:30 — 21:09
UA1936
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$104 |
|
19:30 — 21:09
|
19:30 — 21:09
UA1086
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$109 |
|
19:30 — 21:09
|
19:30 — 21:09
UA1568
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$165 |
|
20:30 — 22:07
|
20:30 — 22:07
UA2848
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
20:30 — 22:07
|
20:30 — 22:07
UA1785
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$88 |
|
20:30 — 22:09
|
20:30 — 22:09
UA2181
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$96 |
|
21:30 — 23:07
|
21:30 — 23:07
UA541
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$87 |
|
21:30 — 23:09
|
21:30 — 23:09
UA393
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$96 |
|
21:30 — 23:09
|
21:30 — 23:09
UA2603
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$104 |
|
06:00 — 18:43
|
06:00 — 08:57
NK1350
Spirit Airlines
New York — Orlando
7h 36m stop
16:33 — 18:43
NK506
Spirit Airlines
Orlando — Chicago
|
13h 43m including layover |
Find flight
from$67 |
|
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$65 |
|
09:55 — 17:50
|
09:55 — 12:48
NK2707
Spirit Airlines
New York — Dallas
2h 32m stop
15:20 — 17:50
NK828
Spirit Airlines
Dallas — Chicago
|
8h 55m including layover |
Find flight
from$94 |
|
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$73 |
|
11:30 — 22:24
|
11:00 — 14:16
F94057
Frontier Airlines
New York — Tampa
6h stop
20:49 — 22:41
F93899
Frontier Airlines
Tampa — Chicago
|
11h 54m including layover |
Find flight
from$75 |
|
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$75 |
|
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$77 |
|
13:01 — 23:21
|
13:01 — 15:38
F94731
Frontier Airlines
New York — Atlanta
6h 31m stop
22:09 — 23:21
F91595
Frontier Airlines
Atlanta — Chicago
|
11h 20m including layover |
Find flight
from$81 |
|
13:01 — 00:10
+1 day
|
13:01 — 15:38
F94731
Frontier Airlines
New York — Atlanta
7h 20m stop
22:58 — 00:10
F93397
Frontier Airlines
Atlanta — Chicago
|
12h 9m including layover |
Find flight
from$81 |
|
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$76 |
|
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$72 |
|
22:45 — 23:53
+1 day
|
22:45 — 00:58
F93161
Frontier Airlines
New York — Denver
19h 24m stop
20:22 — 23:53
F93172
Frontier Airlines
Denver — Chicago
|
26h 8m including layover |
Find flight
from$77 |
|
22:55 — 11:40
+1 day
|
22:55 — 01:15
F93161
Frontier Airlines
New York — Denver
6h 58m stop
08:15 — 11:41
F92210
Frontier Airlines
Denver — Chicago
|
13h 45m including layover |
Find flight
from$69 |
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 57 $), october (from 61 $), september (from 61 $).
The most expensive months are november (from 2 289 $), april (from 306 $), february (from 146 $).
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.
Popular Airlines on the Route
The flight New York — Chicago is served by 9 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by United Airlines - 54 departures per week at the price of from $ 87 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 4622.
Direct flights
There are 35 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.
- from $87Find
- from $42Find
Connecting Flights
There are 116 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 $65.
- from $99Find
- from $67Find
- AS - Alaska Airlinesfrom $252Find
- F9 - Frontier Airlinesfrom $65Find
- FI - Icelandairfrom $684Find
- SY - Sun Country Airlinesfrom $156Find
- TK - Turkish Airlinesfrom $1378Find
- AY - Finnairfrom $2133Find
- LX - SWISS International Air Linesfrom $4622Find
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 $42Find
- Westchester County-HPNFind
- World Trade Center-WTCFind
- Pier 11/Wall St. SPB-NWSFind
- John F Kennedy Intl-JFKfrom $69Find
- 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 9 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.
- 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.
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