Cheap Flights from New York, NY to Chicago, IL from $35
On Cheapflightsplus.com you will find 26 direct and 50 connecting flights from New York to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $35, 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 $35 | 10:59 New York La Guardia | 12:39 Chicago O'Hare International | 2h 40m | Spirit Airlines | NK1681 |
from $35 | 21:15 New York La Guardia | 22:55 Chicago O'Hare International | 2h 40m | Spirit Airlines | NK225 |
from $63 | 16:05 New York La Guardia | 17:44 Chicago O'Hare International | 2h 39m | American Airlines | AA527 |
from $98 | 17:40 New York La Guardia | 19:11 Chicago O'Hare International | 2h 31m | Spirit Airlines | NK918 |
from $101 | 08:15 New York La Guardia | 09:54 Chicago O'Hare International | 2h 39m | United Airlines | UA2417 |
from $117 | 13:00 New York La Guardia | 14:46 Chicago O'Hare International | 2h 46m | United Airlines | UA5253 |
from $222 | 11:15 New York La Guardia | 13:11 Chicago O'Hare International | 2h 56m | United Airlines | UA3576 |
from $292 | 19:25 New York La Guardia | 21:14 Chicago O'Hare International | 2h 49m | United Airlines | UA5570 |
from $46 | 20:25 New York La Guardia | 07:38+1 день Chicago O'Hare International | 12h 13m layover 6h 0m - Orlando | Spirit Airlines | NK475 NK1683 |
from $48 | 07:00 New York La Guardia | 14:33 Chicago O'Hare International | 8h 33m layover 1h 42m - Miami | Spirit Airlines | NK2021 NK396 |
from $48 | 11:55 New York La Guardia | 20:13 Chicago O'Hare International | 9h 18m layover 2h 44m - Miami | Spirit Airlines | NK3930 NK19 |
from $48 | 09:59 New York La Guardia | 20:13 Chicago O'Hare International | 11h 14m layover 4h 37m - Miami | Spirit Airlines | NK2973 NK19 |
from $48 | 05:45 New York La Guardia | 16:08 Chicago O'Hare International | 11h 23m layover 5h 11m - Orlando | Spirit Airlines | NK1350 NK223 |
from $48 | 11:55 New York La Guardia | 22:51 Chicago O'Hare International | 11h 56m layover 5h 24m - Miami | Spirit Airlines | NK3930 NK718 |
from $55 | 22:00 New York La Guardia | 09:16+1 день Chicago O'Hare International | 12h 16m layover 5h 38m - Dallas | Frontier Airlines | F93423 F93242 |
from $80 | 16:20 New York La Guardia | 20:49 Chicago Midway | 5h 29m layover 0h 59m - Atlanta | Frontier Airlines | F94347 F92779 |
Flight Schedule New York (New York) to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
07:15 — 09:02
|
07:15 — 09:02
UA1139
United Airlines
New York — Chicago
|
2h 47m |
Find flight
from$118 |
|
07:20 — 09:02
|
07:20 — 09:02
UA2067
United Airlines
New York — Chicago
|
2h 42m |
Find flight
from$101 |
|
08:15 — 09:54
|
08:15 — 09:54
UA2417
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$101 |
|
08:15 — 10:02
|
08:15 — 10:02
UA335
United Airlines
New York — Chicago
|
2h 47m |
Find flight
from$118 |
|
10:59 — 12:39
|
10:59 — 12:39
NK1681
Spirit Airlines
New York — Chicago
|
2h 40m |
Find flight
from$35 |
|
11:15 — 13:11
|
11:15 — 13:11
UA3576
United Airlines
New York — Chicago
|
2h 56m |
Find flight
from$222 |
|
13:00 — 14:46
|
13:00 — 14:46
UA5253
United Airlines
New York — Chicago
|
2h 46m |
Find flight
from$117 |
|
13:10 — 14:55
|
13:10 — 14:55
UA2199
United Airlines
New York — Chicago
|
2h 45m |
Find flight
from$118 |
|
13:15 — 14:54
|
13:15 — 14:54
UA2678
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$101 |
|
14:15 — 16:04
|
14:15 — 16:04
UA3616
United Airlines
New York — Chicago
|
2h 49m |
Find flight
from$101 |
|
15:15 — 17:03
|
15:15 — 17:03
UA1269
United Airlines
New York — Chicago
|
2h 48m |
Find flight
from$118 |
|
15:20 — 17:01
|
15:20 — 17:01
UA2370
United Airlines
New York — Chicago
|
2h 41m |
Find flight
from$101 |
|
16:05 — 17:44
|
16:05 — 17:44
AA527
American Airlines
New York — Chicago
|
2h 39m |
Find flight
from$63 |
|
16:14 — 18:10
|
16:14 — 18:10
UA3514
United Airlines
New York — Chicago
|
2h 56m |
Find flight
from$118 |
|
16:21 — 18:10
|
16:21 — 18:10
UA3594
United Airlines
New York — Chicago
|
2h 49m |
Find flight
from$117 |
|
17:16 — 18:55
|
17:16 — 18:55
UA1936
United Airlines
New York — Chicago
|
2h 39m |
Find flight
from$101 |
|
17:40 — 19:11
|
17:40 — 19:11
NK918
Spirit Airlines
New York — Chicago
|
2h 31m |
Find flight
from$98 |
|
18:26 — 20:07
|
18:26 — 20:07
UA1159
United Airlines
New York — Chicago
|
2h 41m |
Find flight
from$101 |
|
19:15 — 21:11
|
19:15 — 21:11
UA3451
United Airlines
New York — Chicago
|
2h 56m |
Find flight
from$118 |
|
19:25 — 21:14
|
19:25 — 21:14
UA3592
United Airlines
New York — Chicago
|
2h 49m |
Find flight
from$117 |
|
19:25 — 21:14
|
19:25 — 21:14
UA5570
United Airlines
New York — Chicago
|
2h 49m |
Find flight
from$292 |
|
20:15 — 22:03
|
20:15 — 22:03
UA1188
United Airlines
New York — Chicago
|
2h 48m |
Find flight
from$118 |
|
20:25 — 22:06
|
20:25 — 22:06
UA2181
United Airlines
New York — Chicago
|
2h 41m |
Find flight
from$101 |
|
21:10 — 22:59
|
21:10 — 22:59
UA5853
United Airlines
New York — Chicago
|
2h 49m |
Find flight
from$101 |
|
21:15 — 22:55
|
21:15 — 22:55
NK225
Spirit Airlines
New York — Chicago
|
2h 40m |
Find flight
from$35 |
|
21:15 — 23:11
|
21:15 — 23:11
UA3622
United Airlines
New York — Chicago
|
2h 56m |
Find flight
from$118 |
|
05:30 — 14:36
|
05:30 — 08:31
NK1350
Spirit Airlines
New York — Orlando
4h 3m stop
12:34 — 14:36
NK1842
Spirit Airlines
Orlando — Chicago
|
10h 6m including layover |
Find flight
from$83 |
|
05:45 — 16:08
|
05:45 — 08:46
NK1350
Spirit Airlines
New York — Orlando
5h 11m stop
13:57 — 16:08
NK223
Spirit Airlines
Orlando — Chicago
|
11h 23m including layover |
Find flight
from$48 |
|
06:00 — 21:55
|
06:00 — 07:42
F93313
Frontier Airlines
New York — Raleigh
13h 12m stop
20:54 — 21:55
F93717
Frontier Airlines
Raleigh — Chicago
|
16h 55m including layover |
Find flight
from$86 |
|
06:30 — 16:06
|
06:30 — 09:35
NK171
Spirit Airlines
New York — Miami
4h 4m stop
16:20 — 18:41
NK157
Spirit Airlines
Miami — Chicago
|
10h 36m including layover |
Find flight
from$83 |
|
07:00 — 14:33
|
07:00 — 10:18
NK2021
Spirit Airlines
New York — Miami
1h 42m stop
12:00 — 14:33
NK396
Spirit Airlines
Miami — Chicago
|
8h 33m including layover |
Find flight
from$48 |
|
09:59 — 20:13
|
09:59 — 13:13
NK2973
Spirit Airlines
New York — Miami
4h 37m stop
17:50 — 20:13
NK19
Spirit Airlines
Miami — Chicago
|
11h 14m including layover |
Find flight
from$48 |
|
09:59 — 22:51
|
09:59 — 13:13
NK2973
Spirit Airlines
New York — Miami
7h 17m stop
20:30 — 22:51
NK718
Spirit Airlines
Miami — Chicago
|
13h 52m including layover |
Find flight
from$48 |
|
10:56 — 20:49
|
10:59 — 13:44
F93287
Frontier Airlines
New York — Atlanta
6h 26m stop
20:23 — 21:29
F92779
Frontier Airlines
Atlanta — Chicago
|
10h 53m including layover |
Find flight
from$87 |
|
11:55 — 20:13
|
11:55 — 15:06
NK3930
Spirit Airlines
New York — Miami
2h 44m stop
17:50 — 20:13
NK19
Spirit Airlines
Miami — Chicago
|
9h 18m including layover |
Find flight
from$48 |
|
11:55 — 22:51
|
11:55 — 15:06
NK3930
Spirit Airlines
New York — Miami
5h 24m stop
20:30 — 22:51
NK718
Spirit Airlines
Miami — Chicago
|
11h 56m including layover |
Find flight
from$48 |
|
12:55 — 19:51
|
12:59 — 16:16
NK1446
Spirit Airlines
New York — Miami
1h 14m stop
18:45 — 21:07
NK7
Spirit Airlines
Miami — Chicago
|
7h 56m including layover |
Find flight
from$98 |
|
14:50 — 18:55
|
14:50 — 16:18
UA3452
United Airlines
New York — Washington D.C.
1h 18m stop
17:36 — 18:55
UA1117
United Airlines
Washington D.C. — Chicago
|
5h 5m including layover |
Find flight
from$127 |
|
15:00 — 23:16
|
15:00 — 18:02
F94871
Frontier Airlines
New York — Orlando
3h 1m stop
21:03 — 23:16
F93045
Frontier Airlines
Orlando — Chicago
|
9h 16m including layover |
Find flight
from$82 |
|
16:20 — 20:49
|
17:11 — 20:11
F94347
Frontier Airlines
New York — Atlanta
59m stop
22:28 — 23:29
F92779
Frontier Airlines
Atlanta — Chicago
|
5h 29m including layover |
Find flight
from$80 |
|
17:00 — 09:52
+1 day
|
17:00 — 20:17
F92615
Frontier Airlines
New York — Orlando
11h 13m stop
07:30 — 09:52
F92041
Frontier Airlines
Orlando — Chicago
|
17h 52m including layover |
Find flight
from$56 |
|
17:00 — 23:16
|
17:00 — 20:17
F92615
Frontier Airlines
New York — Orlando
46m stop
21:03 — 23:16
F93045
Frontier Airlines
Orlando — Chicago
|
7h 16m including layover |
Find flight
from$82 |
|
20:05 — 07:18
+1 day
|
20:05 — 23:10
NK221
Spirit Airlines
New York — Orlando
6h stop
05:10 — 07:18
NK1683
Spirit Airlines
Orlando — Chicago
|
12h 13m including layover |
Find flight
from$48 |
|
20:25 — 07:38
+1 day
|
20:25 — 23:30
NK475
Spirit Airlines
New York — Orlando
6h stop
05:30 — 07:38
NK1683
Spirit Airlines
Orlando — Chicago
|
12h 13m including layover |
Find flight
from$46 |
|
22:00 — 09:16
+1 day
|
22:59 — 02:05
F93423
Frontier Airlines
New York — Dallas
5h 38m stop
09:05 — 11:26
F93242
Frontier Airlines
Dallas — Chicago
|
12h 16m including layover |
Find flight
from$55 |
|
12:59 — 22:51
|
12:59 — 16:04
NK1697
Spirit Airlines
New York — Orlando
2h 1m stop
18:05 — 19:19
NK359
Spirit Airlines
Orlando — Miami
1h 11m stop
20:30 — 22:51
NK718
Spirit Airlines
Miami — Chicago
|
10h 52m including layover |
Find flight
from$156 |
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 00:10 to 22:00 from 16 New York airports and arrive 00:10 to 22:00 to 7 Chicago airports. Average flight time is 2h 47m.
- The fastest flight 2h 31m
- Average flight time 2h 47m
- The earliest flight 00:10
- The latest flight 22:00
- Distance 711 ml
The cheapest months to travel to Chicago are january (from 35 $), november (from 52 $), february (from 55 $).
The most expensive months are october (from 248 $), december (from 63 $), february (from 55 $).
What is the lowest airfare New York to Chicago?
The cheapest plane ticket found by our users is $35. This airfare is for economy class on one-way NK225 flight by Spirit Airlines for January 22, 2025 which leaves La Guardia in New York at 21:15 am and arrives at Chicago O'Hare International at 22:55.
Popular Airlines on the Route
The flight New York — Chicago is served by 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by American Airlines - 1 departures per week at the price of from $ 63 . And the most expensive tickets are offered by Turkish Airlines airline - from $ 1145.
Direct flights
There are 26 nonstop flights on the route. The fastest direct flight is NK918 by Spirit Airlines takes 2h 31m and the cheapest is NK225 by Spirit Airlines for $35.
- from $63Find
- from $101Find
- from $35Find
Connecting Flights
There are 50 flights with layovers on the route. The fastest connecting flight is UA6143 by United Airlines takes 4h 44m and the cheapest is NK225 by Spirit Airlines for $46.
- from $55Find
- from $127Find
- from $46Find
- TK - Turkish Airlinesfrom $1145Find
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 $35Find
- Westchester County-HPNFind
- World Trade Center-WTCFind
- Pier 11/Wall St. SPB-NWSFind
- John F Kennedy Intl-JFKfrom $81Find
- 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 5 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737from $63Find
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 $88Find
- from $276Find
- from $32Find
- from $21Find
- from $74Find
- from $106Find
- from $79Find
- from $438Find
- from $60Find
- from $32Find
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 $75Find
- from $65Find
- from $74Find
- from $62Find
- from $65Find
- from $56Find
- from $66Find
- from $71Find
- from $79Find
- from $56Find
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.