Cheap Flights from New York, NY to Chicago, IL from $32
On Cheapflightsplus.com you will find 22 direct and 28 connecting flights from New York to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $59, 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 $62 | 11:00 New York John F Kennedy Intl | 12:41 Chicago O'Hare International | 2h 41m | JetBlue | B61105 |
from $64 | 10:30 New York La Guardia | 12:17 Chicago O'Hare International | 2h 47m | American Airlines | AA2059 |
from $74 | 06:00 New York La Guardia | 07:37 Chicago O'Hare International | 2h 37m | United Airlines | UA761 |
from $74 | 10:00 New York La Guardia | 11:42 Chicago O'Hare International | 2h 42m | United Airlines | UA1878 |
from $77 | 07:30 New York La Guardia | 09:05 Chicago O'Hare International | 2h 35m | American Airlines | AA370 |
from $77 | 08:20 New York John F Kennedy Intl | 10:10 Chicago O'Hare International | 2h 50m | American Airlines | AA2819 |
| |||||
from $77 | 14:30 New York La Guardia | 16:15 Chicago O'Hare International | 2h 45m | American Airlines | AA527 |
from $77 | 17:15 New York La Guardia | 18:59 Chicago O'Hare International | 2h 44m | Delta Air Lines Inc. | DL546 |
from $77 | 20:40 New York La Guardia | 22:20 Chicago O'Hare International | 2h 40m | Delta Air Lines Inc. | DL564 |
from $85 | 14:14 New York La Guardia | 15:48 Chicago O'Hare International | 2h 34m | Delta Air Lines Inc. | DL356 |
from $59 | 09:59 New York La Guardia | 18:46 Chicago O'Hare International | 9h 47m layover 3h 16m - Miami | Spirit Airlines | NK856 NK6 |
from $81 | 20:00 New York La Guardia | 23:26 Chicago O'Hare International | 4h 26m layover 0h 52m - Washington D.C. | American Airlines | AA2126 AA2679 |
from $81 | 16:00 New York La Guardia | 19:45 Chicago O'Hare International | 4h 45m layover 1h 1m - Washington D.C. | American Airlines | AA2127 AA363 |
Flight Schedule New York (New York) to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
05:45 — 07:16
|
05:45 — 07:16
B64021
JetBlue
New York — Chicago
|
2h 31m |
Find flight
from$100 |
|
06:00 — 07:37
|
06:00 — 07:37
UA761
United Airlines
New York — Chicago
|
2h 37m |
Find flight
from$74 |
|
07:30 — 09:05
|
07:30 — 09:05
AA370
American Airlines
New York — Chicago
|
2h 35m |
Find flight
from$77 |
|
08:20 — 10:10
|
08:20 — 10:10
AA2819
American Airlines
New York — Chicago
|
2h 50m |
Find flight
from$77 |
|
09:00 — 10:42
|
09:00 — 10:42
AA4663
American Airlines
New York — Chicago
|
2h 42m |
Find flight
from$114 |
|
10:30 — 12:17
|
10:30 — 12:17
AA2059
American Airlines
New York — Chicago
|
2h 47m |
Find flight
from$64 |
|
11:00 — 12:41
|
11:00 — 12:41
B61105
JetBlue
New York — Chicago
|
2h 41m |
Find flight
from$62 |
|
14:30 — 16:15
|
14:30 — 16:15
AA527
American Airlines
New York — Chicago
|
2h 45m |
Find flight
from$77 |
|
15:59 — 17:39
|
15:59 — 17:39
DL404
Delta Air Lines Inc.
New York — Chicago
|
2h 40m |
Find flight
from$85 |
|
16:30 — 18:22
|
16:30 — 18:22
AA381
American Airlines
New York — Chicago
|
2h 52m |
Find flight
from$86 |
|
17:15 — 18:59
|
17:15 — 18:59
DL546
Delta Air Lines Inc.
New York — Chicago
|
2h 44m |
Find flight
from$77 |
|
18:59 — 20:44
|
18:59 — 20:44
DL382
Delta Air Lines Inc.
New York — Chicago
|
2h 45m |
Find flight
from$137 |
|
20:40 — 22:20
|
20:40 — 22:20
DL564
Delta Air Lines Inc.
New York — Chicago
|
2h 40m |
Find flight
from$77 |
|
06:00 — 14:51
|
06:00 — 09:01
NK171
Spirit Airlines
New York — Miami
3h 29m stop
12:30 — 14:51
UA1588
United Airlines
Miami — Chicago
|
9h 51m including layover |
Find flight
from$77 |
|
08:06 — 18:26
|
08:06 — 11:08
NK856
Spirit Airlines
New York — Miami
4h 57m stop
16:05 — 18:26
UA2386
United Airlines
Miami — Chicago
|
11h 20m including layover |
Find flight
from$77 |
|
09:59 — 18:46
|
09:59 — 13:09
NK856
Spirit Airlines
New York — Miami
3h 16m stop
16:25 — 18:46
NK6
Spirit Airlines
Miami — Chicago
|
9h 47m including layover |
Find flight
from$59 |
|
10:05 — 14:23
|
10:05 — 12:16
AA2036
American Airlines
New York — Charlotte
53m stop
13:09 — 14:23
AA1650
American Airlines
Charlotte — Chicago
|
5h 18m including layover |
Find flight
from$83 |
|
11:35 — 16:02
|
11:35 — 13:46
AA320
American Airlines
New York — Charlotte
1h 6m stop
14:52 — 16:02
AA1883
American Airlines
Charlotte — Chicago
|
5h 27m including layover |
Find flight
from$83 |
|
12:00 — 16:04
|
12:00 — 13:21
AA2124
American Airlines
New York — Washington D.C.
1h 24m stop
14:45 — 16:04
AA523
American Airlines
Washington D.C. — Chicago
|
5h 4m including layover |
Find flight
from$81 |
|
13:00 — 17:51
|
13:00 — 15:07
AA2338
American Airlines
New York — Charlotte
1h 33m stop
16:40 — 17:51
AA536
American Airlines
Charlotte — Chicago
|
5h 51m including layover |
Find flight
from$83 |
|
16:00 — 19:45
|
16:00 — 17:24
AA2127
American Airlines
New York — Washington D.C.
1h 1m stop
18:25 — 19:45
AA363
American Airlines
Washington D.C. — Chicago
|
4h 45m including layover |
Find flight
from$81 |
|
17:54 — 08:08
+1 day
|
17:54 — 20:36
F91511
Frontier Airlines
New York — Atlanta
10h 24m stop
07:00 — 08:08
NK762
Spirit Airlines
Atlanta — Chicago
|
15h 14m including layover |
Find flight
from$81 |
|
19:09 — 23:41
|
19:09 — 21:44
DL435
Delta Air Lines Inc.
New York — Atlanta
1h 6m stop
22:50 — 23:41
DL2469
Delta Air Lines Inc.
Atlanta — Chicago
|
5h 32m including layover |
Find flight
from$81 |
|
20:00 — 23:26
|
20:00 — 21:23
AA2126
American Airlines
New York — Washington D.C.
52m stop
22:15 — 23:26
AA2679
American Airlines
Washington D.C. — Chicago
|
4h 26m including layover |
Find flight
from$81 |
|
22:59 — 09:33
+1 day
|
22:59 — 01:53
F91111
Frontier Airlines
New York — Orlando
5h 37m stop
07:30 — 09:33
F91154
Frontier Airlines
Orlando — Chicago
|
11h 34m including layover |
Find flight
from$59 |
|
23:59 — 15:29
+1 day
|
23:59 — 03:47
B6303
JetBlue
New York — San Juan
3h 38m stop
07:25 — 11:12
DL1763
Delta Air Lines Inc.
San Juan — Atlanta
3h 29m stop
14:41 — 15:29
DL2537
Delta Air Lines Inc.
Atlanta — Chicago
|
16h 30m including layover |
Find flight
from$186 |
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 23:59 from 16 New York airports and arrive 05:45 to 23:59 to 7 Chicago airports. Average flight time is 2h 44m.
- The fastest flight 2h 31m
- Average flight time 2h 44m
- The earliest flight 05:45
- The latest flight 23:59
- Distance 711 ml
The cheapest months to travel to Chicago are february (from 59 $), january (from 92 $).
What is the lowest airfare New York to Chicago?
The cheapest plane ticket found by our users is $59. This airfare is for economy class on one-way F91111 flight by Frontier Airlines for February 2, 2023 which leaves La Guardia in New York at 22:59 am and arrives at Chicago O'Hare International at 09:33.
Popular Airlines on the Route
The flight New York — Chicago is served by 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by American Airlines - 18 departures per week at the price of from $ 64 . And the most expensive tickets are offered by Delta Air Lines Inc. airline - from $ 265.
Direct flights
There are 22 nonstop flights on the route. The fastest direct flight is B64021 by JetBlue takes 2h 31m and the cheapest is F91111 by Frontier Airlines for $62.
- from $64Find
- from $62Find
- from $77Find
- from $74Find
Connecting Flights
There are 28 flights with layovers on the route. The fastest connecting flight is AA2126 by American Airlines takes 4h 26m and the cheapest is F91111 by Frontier Airlines for $59.
- from $81Find
- from $59Find
- from $102Find
- from $81Find
- from $59Find
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 $59Find
- Westchester County-HPNFind
- World Trade Center-WTCFind
- Pier 11/Wall St. SPB-NWSFind
- John F Kennedy Intl-JFKfrom $62Find
- 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 6 airlines that use 7 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-100/200from $59Find
- Airbus A319from $64Find
- Boeing 737-800from $74Find
- Airbus A321from $77Find
- Airbus A320from $77Find
- Boeing 737from $83Find
- Embraer 175 (short wing)from $89Find
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
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- 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.
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