Cheap Flights from New York, NY to Chicago, IL from $64

Return flight: Chicago – New York

On Cheapflightsplus.com you will find 50 direct and 950 connecting flights from New York to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $64, 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.

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 06:00 to 22:55 from 16 New York airports and arrive 06:00 to 22:55 to 7 Chicago airports. Average flight time is 2h 52m.

  • The fastest flight 2h 30m
  • Average flight time 2h 52m
  • The earliest flight 06:00
  • The latest flight 22:55
  • Distance 711 ml

The cheapest months to travel to Chicago are january (from 64 $), october (from 77 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $64. This airfare is for economy class on one-way NK933 flight by Spirit Airlines for January 13, 2026 which leaves La Guardia in New York at 07:30 am and arrives at Chicago O'Hare International at 09:12.

Economy class
$64
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Business class
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First class
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Flight Schedule New York (New York) to Chicago (Illinois)

06:05 — 07:58
2h 53m flight time
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from$155
New York — Chicago
DL784 Delta Air Lines Inc.
06:15 — 08:03
2h 48m flight time
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from$77
New York — Chicago
UA2389 United Airlines
07:15 — 09:11
2h 56m flight time
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from$155
New York — Chicago
UA3696 United Airlines
07:30 — 09:12
2h 42m flight time
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from$64
New York — Chicago
NK933 Spirit Airlines
07:30 — 09:12
2h 42m flight time
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from$126
New York — Chicago
NK933 Spirit Airlines
08:15 — 10:03
2h 48m flight time
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from$155
New York — Chicago
UA622 United Airlines
09:00 — 10:51
2h 51m flight time
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from$98
New York — Chicago
AA2819 American Airlines
09:15 — 11:03
2h 48m flight time
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from$77
New York — Chicago
UA623 United Airlines
10:10 — 11:57
2h 47m flight time
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from$77
New York — Chicago
UA1310 United Airlines
11:15 — 13:11
2h 56m flight time
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from$155
New York — Chicago
UA3654 United Airlines
12:30 — 14:29
2h 59m flight time
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from$98
New York — Chicago
AA4680 American Airlines
13:15 — 15:03
2h 48m flight time
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from$155
New York — Chicago
UA1967 United Airlines
14:30 — 16:10
2h 40m flight time
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from$111
New York — Chicago
WN2374 Southwest Airlines
15:20 — 17:08
2h 48m flight time
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from$77
New York — Chicago
UA1504 United Airlines
15:44 — 17:47
3h 3m flight time
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from$98
New York — Chicago
AA4790 American Airlines
16:55 — 18:35
2h 40m flight time
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from$111
New York — Chicago
WN2371 Southwest Airlines
17:15 — 18:55
2h 40m flight time
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from$88
New York — Chicago
UA2299 United Airlines
18:15 — 20:03
2h 48m flight time
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from$155
New York — Chicago
UA2278 United Airlines
19:15 — 21:11
2h 56m flight time
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from$155
New York — Chicago
UA3645 United Airlines
20:40 — 22:34
2h 54m flight time
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from$155
New York — Chicago
DL954 Delta Air Lines Inc.
21:21 — 23:09
2h 48m flight time
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from$155
New York — Chicago
UA2048 United Airlines
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 and arrival times - local. Updated on January 17, 2026.

Popular Airlines on the Route

The flight New York — Chicago is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Spirit Airlines - 20 departures per week at the price of from $ 64 . And the most expensive tickets are offered by Delta Air Lines Inc. airline - from $ 653.

Direct flights

There are 50 nonstop flights on the route. The fastest direct flight is WN4656 by Southwest Airlines takes 2h 30m and the cheapest is NK933 by Spirit Airlines for $64.

  • NK - Spirit Airlines
    from $64
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  • AA - American Airlines
    from $98
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  • B6 - JetBlue
    from $155
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  • WN - Southwest Airlines
    from $111
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  • DL - Delta Air Lines Inc.
    from $155
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  • UA - United Airlines
    from $77
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See more direct flights

Connecting Flights

There are 950 flights with layovers on the route. The fastest connecting flight is AA4709 by American Airlines takes 4h 22m and the cheapest is NK933 by Spirit Airlines for $79.

  • AA - American Airlines
    from $158
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  • F9 - Frontier Airlines
    from $79
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  • B6 - JetBlue
    from $135
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  • WN - Southwest Airlines
    from $120
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  • DL - Delta Air Lines Inc.
    from $158
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  • UA - United Airlines
    from $165
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  • NK - Spirit Airlines
    from $96
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See more connecting flights

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 $64
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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 $80
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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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