Flights from New York to Chicago from $23
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Airfare Deals New York to Chicago
On HolidayPrice.com you will find 6 direct and 3 connecting flights from New York to Chicago at a price of from $23. You can compare airfare deals from airlines and multiple travel sites, 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.
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The cost of airline tickets from New York to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.
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Cheap flights from New YorkCheap flights to Chicago
Airline tickets to United States
One way flight from New York to Chicago
Below are the prices of tickets for direct one-way flights from New York to Chicago. The cheapest flight from New York to Chicago starts from $23 – the departure date for this flight is 03 March 2026.
Round trip from New York to Chicago
You can buy a round-trip ticket from New York to Chicago (United States) and back using the table below. The best offer starts from $186, the flight dates are: there on 08 February 2026 year and back on 08 February 2026 year.
Frontier Airlines F9 1043
Day flight
Departure
23.04.26
15:04, Th
Direct
Trip 5 days
Return
28.04.26
11:31, Tu
Spirit Airlines NK 108
Night flight
Departure
11.03.26
03:05, We
Direct
Trip 3 days
Return
14.03.26
00:31, Sa
Frontier Airlines F9 1043
Day flight
Departure
07.05.26
15:04, Th
Direct
Trip 2 days
Return
09.05.26
12:30, Sa
Frontier Airlines F9 1413
Day flight
Departure
30.04.26
15:30, Th
Direct
Trip 3 days
Return
03.05.26
11:31, Su
Spirit Airlines NK 108
Night flight
Departure
02.03.26
04:05, Mo
Direct
Trip 4 days
Return
06.03.26
00:51, Fr
Spirit Airlines NK 108
Night flight
Departure
26.03.26
02:54, Th
Direct
Trip 2 days
Return
27.03.26
23:01, Fr
Spirit Airlines NK 108
Night flight
Departure
18.02.26
04:05, We
Direct
Trip 2 days
Return
20.02.26
00:51, Fr
Spirit Airlines NK 108
Night flight
Departure
15.02.26
04:05, Su
Direct
Trip 7 days
Return
22.02.26
00:51, Su
Frontier Airlines F9 1043
Evening flight
Departure
05.02.26
21:29, Th
Direct
Trip 4 days
Return
09.02.26
18:05, Mo
Frontier Airlines F9 1043
Evening flight
Departure
06.02.26
21:29, Fr
Direct
Trip 3 days
Return
09.02.26
18:05, Mo
Spirit Airlines NK 933
Day flight
Departure
22.05.26
16:59, Fr
Direct
Trip 3 days
Return
25.05.26
14:04, Mo
American Airlines AA 3027
Day flight
Departure
05.10.26
11:22, Mo
Direct
Trip 6 days
Return
11.10.26
11:45, Su
Southwest Airlines WN 2469
Night flight
Departure
27.06.26
01:30, Sa
Direct
Trip 1 day
Return
28.06.26
11:00, Su
From New York to Chicago from $38! Airfare Deals by Spirit Airlines
from $38
left 201 day
Sales dates 01 February 2026
Flight dates: 05 March 2026
New York - Chicago
One way, Economy - from $38
Find flights
Flight Schedule New York to Chicago 2026
The current flight schedule for the route from New York to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.
More than 54 flights every day, from 2hours 21min. Local departure and arrival times are indicated.
*Schedule is indicated only for direct scheduled flights and low-cost airlines.
Flight Information
Flying to Chicago from New York takes 02:02 minutes (excluding transfers). The distance between New York and Chicago is 709 miles (1141 kilometers). Planes depart from New York between 00:00 and 23:59. The fastest flight from the company United Airlines with flight number UA 761. Flies for just 02:00 minutes with departure from LaGuardia and arrival in O'Hare.
Average flight time
02:02 min
Distance
709 mi
The earliest flight
00:00
The latest flight
23:59
The fastest flight
02:00
Airlines
Direct flight
There are 6 airlines that fly directly from New York to Chicago. The most popular company carrying out non-stop flights is American Airlines.
- American Airlines: AA 3349, AA 2485, AA 3142
- United Airlines: UA 2139, UA 248, UA 761
- Southwest Airlines: WN 5512, WN 4269, WN 807
- JetBlue Airways: B6 1905, B6 1105, B6 105
- Delta Air Lines: DL 1123, DL 4070, DL 3674
- Spirit Airlines: NK 847
*Flight number
Flights with Transfers
Flights with transfers from New York to Chicago can be bought from 3 airlines:
- JetBlue Airways:
- Delta Air Lines: Baltimore
- American Airlines: Cleveland
*Transit cities
Airports
Airports serving the air communication between New York and Chicago. You can fly to Chicago from 3 New York airports. Planes arrive at 2 airport in Chicago.
New York airports:
Newark Liberty ~ 14 km* from $ 57John F. Kennedy ~ 21 km* from $ 72LaGuardia ~ 14 km* from $ 38Chicago airports:
O'Hare ~ 25 km* from $ 38Chicago Midway ~ 14 km* from $ 64*Distance from the airport to the city center
Aircraft
You can fly from New York to Chicago on board of 6 airlines that utilize 18 aircraft models.
- Airbus A319
- Airbus A320
- Airbus A321
- Boeing 717-200
- Boeing 737
- Boeing 737-700
- Boeing 737-800
- Boeing 737-900
- Boeing 757-200
- Boeing 777
- Boeing 787
- Canadair Regional Jet 900
- Canadair reg jet 700
- Embraer 170
- Embraer 175
- Embraer 190
- Embraer EMB 175
- Embraer ERJ-135/140/145 Regional Jet
Cheap airline tickets from New York to United States
Here is a list of flights from New York to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.
New York - Los Angeles AA 3
American Airlines Airbus A321
19:29
John F. Kennedy
in a way 5 hours 31 min
Direct
01:00
Los Angeles
Flights
from $67 04 March 2026
from $67 04 March 2026
New York - Miami UA 1489
United Airlines Airbus A320
14:30
Newark Liberty
in a way 2 hours 30 min
Direct
17:00
Palm Beach
Flights
from $23 04 March 2026
from $23 04 March 2026
New York - Chicago UA 761
United Airlines Boeing 737-800
13:00
LaGuardia
in a way 2 hours 0 min
Direct
15:00
O'Hare
Flights
from $23 03 March 2026
from $23 03 March 2026
New York - San Francisco UA 2143
United Airlines Boeing 737-800
16:15
Newark Liberty
in a way 5 hours 45 min
Direct
22:00
San Francisco
Flights
from $72 04 March 2026
from $72 04 March 2026
New York - Boston AA 2121
American Airlines Embraer 190
16:00
LaGuardia
in a way 1 hours 0 min
Direct
17:00
Boston RT128 Railway
Flights
from $48 10 February 2026
from $48 10 February 2026
Flights from United States to Chicago
Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.
New York - Chicago UA 761
United Airlines Boeing 737-800
13:00
LaGuardia
in a way 2 hours 0 min
Direct
15:00
O'Hare
Flights
from $23 03 March 2026
from $23 03 March 2026
Los Angeles - Chicago UA 910
United Airlines Boeing 737-800
10:23
Los Angeles
in a way 3 hours 37 min
Direct
14:00
O'Hare
Flights
from $56 24 March 2026
from $56 24 March 2026
Miami - Chicago AA 2796
American Airlines Boeing 767-300
17:05
Miami
in a way 2 hours 55 min
Direct
20:00
O'Hare
Flights
from $32 06 May 2026
from $32 06 May 2026
Miami - Chicago WN 1626
Southwest Airlines Boeing 737
13:35
Fort Lauderdale Executive Airport
in a way 3 hours 0 min
Direct
16:35
Chicago Midway
Flights
from $32 06 May 2026
from $32 06 May 2026
San Francisco - Chicago UA 1800
United Airlines Airbus A319
04:15
San Francisco
in a way 3 hours 45 min
Direct
08:00
O'Hare
Flights
from $76 23 March 2026
from $76 23 March 2026
Tips for buying a ticket
New York – Chicago – New York round-trip route are always cheaper than tickets purchased there and back separately.
To start searching for tickets, Specify dates.