Cheap Flights from Chicago, IL to New York, NY from $59

Return flight: New York – Chicago
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On Cheapflightsplus.com you will find 13 direct and 35 connecting flights from Chicago to New York. You can compare airfare deals from 7 airlines and multiple travel sites from $59, 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: $59 (one-way), $101 (round-trip).
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Best Flights from Chicago to New York Today

Take a look at the list of non stop flights and flights with layovers from Chicago to New York with the lowest price of $59. The fastest direct flight takes 2h 9m and the fastest connecting – 4h 20m.
Price Departure Arrival Flight Duration Airline Flight
from $54
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05:51
Chicago
O'Hare International
 09:00
New York
La Guardia
 2h 9m Spirit Airlines
NK1176
from $107
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06:00
Chicago
O'Hare International
 09:11
New York
La Guardia
 2h 11m United Airlines
UA1980
from $267
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07:00
Chicago
O'Hare International
 10:18
New York
La Guardia
 2h 18m United Airlines
UA1657
from $107
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14:55
Chicago
Midway
 23:32
New York
La Guardia
 7h 37m
layover
2h 55m - Atlanta
 Frontier Airlines
F92144
F93288
from $107
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08:09
Chicago
O'Hare International
 17:30
New York
La Guardia
 8h 21m
layover
2h 0m - Miami
 Spirit Airlines
NK1101
NK1178
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 10, 2025
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
05:51 — 09:00
05:51 — 09:00 NK1176 Spirit Airlines
Chicago — New York
2h 9m
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from$54
06:00 — 09:11
06:00 — 09:11 UA1980 United Airlines
Chicago — New York
2h 11m
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from$107
07:00 — 10:18
07:00 — 10:18 UA1657 United Airlines
Chicago — New York
2h 18m
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from$267
08:09 — 17:30
08:09 — 12:23 NK1101 Spirit Airlines
Chicago — Miami
2h stop
14:23 — 17:30 NK1178 Spirit Airlines
Miami — New York
8h 21m
including layover
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from$107
10:00 — 13:18
10:00 — 13:18 UA2661 United Airlines
Chicago — New York
2h 18m
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from$111
11:00 — 14:20
11:00 — 14:20 UA293 United Airlines
Chicago — New York
2h 20m
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from$267
13:00 — 16:20
13:00 — 16:20 UA2189 United Airlines
Chicago — New York
2h 20m
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from$267
14:05 — 17:27
14:05 — 17:27 UA2138 United Airlines
Chicago — New York
2h 22m
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from$107
14:55 — 23:32
14:55 — 18:05 F92144 Frontier Airlines
Chicago — Atlanta
2h 55m stop
21:00 — 23:32 F93288 Frontier Airlines
Atlanta — New York
7h 37m
including layover
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from$107
15:00 — 18:20
15:00 — 18:20 UA1946 United Airlines
Chicago — New York
2h 20m
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from$267
16:00 — 19:20
16:00 — 19:20 UA664 United Airlines
Chicago — New York
2h 20m
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from$107
17:00 — 20:20
17:00 — 20:20 UA2180 United Airlines
Chicago — New York
2h 20m
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from$107
18:00 — 21:20
18:00 — 21:20 UA1006 United Airlines
Chicago — New York
2h 20m
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from$267
18:30 — 21:54
18:30 — 21:54 UA2865 United Airlines
Chicago — New York
2h 24m
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from$107
20:00 — 23:22
20:00 — 23:22 UA1576 United Airlines
Chicago — New York
2h 22m
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from$267
*Departure and arrival times - local. Updated on September 10, 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 05:05 to 21:50 from 7 Chicago airports and arrive 05:05 to 21:50 to 16 New York airports. Average flight time is 2h 20m.

  • The fastest flight 2h 9m
  • Average flight time 2h 20m
  • The earliest flight 05:05
  • The latest flight 21:50
  • Distance 711 ml

Popular Airlines on the Route

The flight Chicago — New York is served by 7 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 4 departures per week at the price of from $ 319 . And the most expensive tickets are offered by Finnair airline - from $ 3070.

Direct flights

There are 13 nonstop flights on the route. The fastest direct flight is NK1176 by Spirit Airlines takes 2h 9m.

  • UA - United Airlines
    from $107
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  • NK - Spirit Airlines
    from $54
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Connecting Flights

There are 35 flights with layovers on the route. The fastest connecting flight is UA1068 by United Airlines takes 4h 20m.

  • AS - Alaska Airlines
    from $319
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  • F9 - Frontier Airlines
    from $107
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  • SY - Sun Country Airlines
    from $325
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  • AY - Finnair
    from $3070
    Find
  • HA - Hawaiian Airlines
    from $789
    Find
  • UA - United Airlines
    from $150
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  • NK - Spirit Airlines
    from $107
    Find
See more connecting flights

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 $54
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  • Midway-MDW
    from $107
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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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Airplanes

There are flights to New York from Chicago by 7 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Top International Destinations from Chicago

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.

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.

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