Cheap Flights from New York, NY to Chicago, IL from $32

Return flight: Chicago – New York

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

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: $32 (one-way), $55 (round-trip).
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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
05:45 — 07:16
05:45 — 07:16 B64021 JetBlue
New York — Chicago
2h 31m
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from$100
06:00 — 07:37
06:00 — 07:37 UA761 United Airlines
New York — Chicago
2h 37m
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from$74
07:30 — 09:05
07:30 — 09:05 AA370 American Airlines
New York — Chicago
2h 35m
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from$77
08:20 — 10:10
08:20 — 10:10 AA2819 American Airlines
New York — Chicago
2h 50m
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from$77
09:00 — 10:42
09:00 — 10:42 AA4663 American Airlines
New York — Chicago
2h 42m
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from$114
10:30 — 12:17
10:30 — 12:17 AA2059 American Airlines
New York — Chicago
2h 47m
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from$64
11:00 — 12:41
11:00 — 12:41 B61105 JetBlue
New York — Chicago
2h 41m
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from$62
14:30 — 16:15
14:30 — 16:15 AA527 American Airlines
New York — Chicago
2h 45m
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from$77
15:59 — 17:39
15:59 — 17:39 DL404 Delta Air Lines Inc.
New York — Chicago
2h 40m
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from$85
16:30 — 18:22
16:30 — 18:22 AA381 American Airlines
New York — Chicago
2h 52m
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from$86
17:15 — 18:59
17:15 — 18:59 DL546 Delta Air Lines Inc.
New York — Chicago
2h 44m
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from$77
18:59 — 20:44
18:59 — 20:44 DL382 Delta Air Lines Inc.
New York — Chicago
2h 45m
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from$137
20:40 — 22:20
20:40 — 22:20 DL564 Delta Air Lines Inc.
New York — Chicago
2h 40m
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
*Departure and arrival times - local. Updated on January 30, 2023

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.

Economy class
$59
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Business class
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First class
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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.

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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.

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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
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  • Newyork Airport-NWK
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  • Newyork Airport-NYP
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  • La Guardia-LGA
    from $59
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  • Westchester County-HPN
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  • World Trade Center-WTC
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  • Pier 11/Wall St. SPB-NWS
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  • John F Kennedy Intl-JFK
    from $62
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  • Flushing-FLU
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  • East 34th St Heliport-TSS
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  • West 30th St Heliport-JRA
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  • Downtown Manhattan H/p-JRB
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  • East 60th Street H/P-JRE
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  • Battery Pk City/N. Cov-NBP
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  • East 34th St Landing-NES
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  • Marine Air Terminal-QNY
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Chicago airports

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

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