Cheap Flights from New York, NY to Chicago, IL from $53

Return flight: Chicago – New York

On Cheapflightsplus.com you will find 3 direct and 5 connecting flights from New York to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $49, 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: $53 (one-way), $91 (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
08:00 — 09:38
08:00 — 09:38 B61105 JetBlue
New York — Chicago
2h 38m
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from$51
10:30 — 12:28
10:30 — 12:28 AA2059 American Airlines
New York — Chicago
2h 58m
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from$53
11:15 — 12:49
11:15 — 12:49 UA1697 United Airlines
New York — Chicago
2h 34m
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from$99
06:30 — 18:49
06:30 — 09:20 NK705 Spirit Airlines
New York — Miami
7h 10m stop
16:30 — 18:49 NK6 Spirit Airlines
Miami — Chicago
13h 19m
including layover
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from$62
07:00 — 12:25
07:00 — 08:10 AA2118 American Airlines
New York — Washington D.C.
2h 50m stop
11:00 — 12:25 AA985 American Airlines
Washington D.C. — Chicago
6h 25m
including layover
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from$74
12:30 — 18:49
12:30 — 15:24 NK197 Spirit Airlines
New York — Miami
1h 6m stop
16:30 — 18:49 NK6 Spirit Airlines
Miami — Chicago
7h 19m
including layover
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from$86
17:55 — 08:51
+1 day
17:55 — 20:41 F91511 Frontier Airlines
New York — Atlanta
11h 4m stop
07:45 — 08:51 NK762 Spirit Airlines
Atlanta — Chicago
15h 56m
including layover
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from$67
22:45 — 08:03
+1 day
22:45 — 01:44 F91111 Frontier Airlines
New York — Orlando
4h 16m stop
06:00 — 08:03 F91154 Frontier Airlines
Orlando — Chicago
10h 18m
including layover
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from$49
*Departure and arrival times - local. Updated on May 13, 2021

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 06:30 to 22:45 from 16 New York airports and arrive 06:30 to 22:45 to 7 Chicago airports . Average flight time is 2h 38m.

  • The fastest flight 2h 34m
  • Average flight time 2h 38m
  • The earliest flight 06:30
  • The latest flight 22:45
  • Distance 711 ml

The cheapest months to travel to Chicago are february (from 49 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $49. This airfare is for economy class on one-way F91111 flight by Frontier Airlines for February 4, 2021 which leaves La Guardia in New York at 22:45 am and arrives at Chicago O'Hare International at 08:03.

Economy class
$49
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Business class
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Popular Airlines on the Route

The flight New York — Chicago is served by 5 regular airlines and 3 low-cost airlines . Most of the flights on this route are operated by American Airlines - 2 departures per week at the price of from $ 53 . And the most expensive tickets are offered by United Airlines airline - from $ 99.

Direct flights

There are 3 nonstop flights on the route. The fastest direct flight is UA1697 by United Airlines takes 2h 34m and the cheapest is F91111 by Frontier Airlines for $51.

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Connecting Flights

There are 5 flights with layovers on the route. The fastest connecting flight is AA2118 by American Airlines takes 6h 25m and the cheapest is F91111 by Frontier Airlines for $49.

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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 $49
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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 $51
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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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