Cheap Flights from Chicago, IL to New York, NY from $456

Return flight: New York – Chicago

On Cheapflightsplus.com you will find 4 connecting flights from Chicago to New York. You can compare airfare deals from 2 airlines and multiple travel sites from $456, book and save on cheap plane tickets and last minute offers. Also check out CHI-NYC flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to New York 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: $456 (one-way), $782 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to New York. 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
21:07 — 11:38
+1 day
21:07 — 23:57 UA2665 United Airlines
Chicago — Houston
7h 3m stop
07:00 — 11:38 UA2199 United Airlines
Houston — New York
13h 31m
including layover
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from$898
21:12 — 10:23
+1 day
21:12 — 00:57 F93854 Frontier Airlines
Chicago — Orlando
6h 32m stop
07:44 — 10:29 F94872 Frontier Airlines
Orlando — New York
12h 11m
including layover
Find flight
from$456
21:50 — 11:38
+1 day
21:50 — 00:40 UA1291 United Airlines
Chicago — Houston
6h 20m stop
07:00 — 11:38 UA2199 United Airlines
Houston — New York
12h 48m
including layover
Find flight
from$898
21:30 — 18:43
+1 day
21:30 — 23:43 UA1289 United Airlines
Chicago — Indianapolis
14h 52m stop
14:35 — 16:18 UA3530 United Airlines
Indianapolis — Washington D.C.
52m stop
17:10 — 18:43 UA3497 United Airlines
Washington D.C. — New York
20h 13m
including layover
Find flight
from$1099
*Departure and arrival times - local. Updated on August 1, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to New York depends on and how to choose the most interesting flight option for you.

Distance between Chicago and New York is 1144 miles. Time difference between the cities is 1h. Airplanes depart 21:07 to 21:50 from 7 Chicago airports and arrive 21:07 to 21:50 to 16 New York airports. Average flight time is 13h 10m.

  • The fastest flight 12h 11m
  • Average flight time 13h 10m
  • The earliest flight 21:07
  • The latest flight 21:50
  • Distance 711 ml

The cheapest months to travel to New York are june (from 122 $), may (from 123 $), july (from 129 $).

The most expensive months are august (from 456 $), july (from 129 $), may (from 123 $).

What is the lowest airfare Chicago to New York?

The cheapest plane ticket found by our users is $456. This airfare is for economy class on one-way F93854 flight by Frontier Airlines for August 16, 2025 which leaves Midway in Chicago at 21:12 am and arrives at New York John F Kennedy Intl at 10:23.

Economy class
$456
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Business class
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Popular Airlines on the Route

The flight Chicago — New York is served by 2 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by United Airlines - 3 departures per week at the price of from $ 898 . And the most expensive tickets are offered by United Airlines airline - from $ 1099.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 4 flights with layovers on the route. The fastest connecting flight is F93854 by Frontier Airlines takes 12h 11m and the cheapest is F93854 by Frontier Airlines for $456.

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Airports

You can fly from Chicago to New York from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $898
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  • Midway-MDW
    from $456
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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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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
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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
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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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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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