Cheap Flights from New York, NY to Chicago, IL from $42

Return flight: Chicago – New York

On Cheapflightsplus.com you will find 35 direct and 116 connecting flights from New York to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $42, 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: $42 (one-way), $72 (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
06:25 — 08:02
06:25 — 08:02 UA1139 United Airlines
New York — Chicago
2h 37m
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from$87
07:20 — 08:57
07:20 — 08:57 UA561 United Airlines
New York — Chicago
2h 37m
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from$87
07:28 — 09:05
07:28 — 09:05 UA2440 United Airlines
New York — Chicago
2h 37m
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from$88
08:25 — 10:02
08:25 — 10:02 UA1554 United Airlines
New York — Chicago
2h 37m
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from$87
08:25 — 10:02
08:25 — 10:02 UA2479 United Airlines
New York — Chicago
2h 37m
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from$87
09:18 — 10:55
09:18 — 10:55 UA623 United Airlines
New York — Chicago
2h 37m
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from$87
10:20 — 11:57
10:20 — 11:57 UA1310 United Airlines
New York — Chicago
2h 37m
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from$87
11:20 — 12:57
11:20 — 12:57 UA705 United Airlines
New York — Chicago
2h 37m
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from$87
11:20 — 12:57
11:20 — 12:57 UA2602 United Airlines
New York — Chicago
2h 37m
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from$88
11:25 — 13:03
11:25 — 13:03 UA1941 United Airlines
New York — Chicago
2h 38m
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from$120
11:25 — 13:03
11:25 — 13:03 UA1660 United Airlines
New York — Chicago
2h 38m
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from$168
13:18 — 14:55
13:18 — 14:55 UA2199 United Airlines
New York — Chicago
2h 37m
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from$87
14:20 — 15:57
14:20 — 15:57 UA2360 United Airlines
New York — Chicago
2h 37m
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from$87
15:25 — 17:02
15:25 — 17:02 UA1504 United Airlines
New York — Chicago
2h 37m
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from$87
16:25 — 18:02
16:25 — 18:02 UA1273 United Airlines
New York — Chicago
2h 37m
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from$88
16:28 — 18:05
16:28 — 18:05 UA1842 United Airlines
New York — Chicago
2h 37m
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from$87
17:19 — 18:55
17:19 — 18:55 UA2299 United Airlines
New York — Chicago
2h 36m
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from$87
17:25 — 19:05
17:25 — 19:05 UA2005 United Airlines
New York — Chicago
2h 40m
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from$96
17:25 — 19:05
17:25 — 19:05 UA777 United Airlines
New York — Chicago
2h 40m
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from$104
17:35 — 19:17
17:35 — 19:17 NK918 Spirit Airlines
New York — Chicago
2h 42m
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from$45
18:30 — 20:00
18:30 — 20:00 NK1179 Spirit Airlines
New York — Chicago
2h 30m
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from$42
18:30 — 20:05
18:30 — 20:05 NK2178 Spirit Airlines
New York — Chicago
2h 35m
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from$69
18:30 — 20:07
18:30 — 20:07 UA1952 United Airlines
New York — Chicago
2h 37m
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from$87
18:30 — 20:10
18:30 — 20:10 UA1289 United Airlines
New York — Chicago
2h 40m
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from$104
19:30 — 21:07
19:30 — 21:07 UA1582 United Airlines
New York — Chicago
2h 37m
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from$87
19:30 — 21:09
19:30 — 21:09 UA400 United Airlines
New York — Chicago
2h 39m
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from$96
19:30 — 21:09
19:30 — 21:09 UA1936 United Airlines
New York — Chicago
2h 39m
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from$104
19:30 — 21:09
19:30 — 21:09 UA1086 United Airlines
New York — Chicago
2h 39m
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from$109
19:30 — 21:09
19:30 — 21:09 UA1568 United Airlines
New York — Chicago
2h 39m
Find flight
from$165
20:30 — 22:07
20:30 — 22:07 UA2848 United Airlines
New York — Chicago
2h 37m
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from$87
20:30 — 22:07
20:30 — 22:07 UA1785 United Airlines
New York — Chicago
2h 37m
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from$88
20:30 — 22:09
20:30 — 22:09 UA2181 United Airlines
New York — Chicago
2h 39m
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from$96
21:30 — 23:07
21:30 — 23:07 UA541 United Airlines
New York — Chicago
2h 37m
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from$87
21:30 — 23:09
21:30 — 23:09 UA393 United Airlines
New York — Chicago
2h 39m
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from$96
21:30 — 23:09
21:30 — 23:09 UA2603 United Airlines
New York — Chicago
2h 39m
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from$104
06:00 — 18:43
06:00 — 08:57 NK1350 Spirit Airlines
New York — Orlando
7h 36m stop
16:33 — 18:43 NK506 Spirit Airlines
Orlando — Chicago
13h 43m
including layover
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from$67
06:30 — 13:47
06:30 — 09:15 F93287 Frontier Airlines
New York — Atlanta
3h 39m stop
13:08 — 14:10 F92291 Frontier Airlines
Atlanta — Chicago
8h 17m
including layover
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from$65
09:55 — 17:50
09:55 — 12:48 NK2707 Spirit Airlines
New York — Dallas
2h 32m stop
15:20 — 17:50 NK828 Spirit Airlines
Dallas — Chicago
8h 55m
including layover
Find flight
from$94
11:30 — 22:29
11:30 — 14:32 F94057 Frontier Airlines
New York — Tampa
5h 55m stop
22:17 — 00:25 F92317 Frontier Airlines
Tampa — Chicago
11h 59m
including layover
Find flight
from$73
11:30 — 22:24
11:00 — 14:16 F94057 Frontier Airlines
New York — Tampa
6h stop
20:49 — 22:41 F93899 Frontier Airlines
Tampa — Chicago
11h 54m
including layover
Find flight
from$75
12:42 — 19:58
12:42 — 15:41 NK3054 Spirit Airlines
New York — Orlando
2h 5m stop
17:46 — 19:58 NK1109 Spirit Airlines
Orlando — Chicago
8h 16m
including layover
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from$75
12:59 — 20:09
12:59 — 16:00 F91511 Frontier Airlines
New York — Dallas
1h 38m stop
18:03 — 20:34 F91342 Frontier Airlines
Dallas — Chicago
8h 10m
including layover
Find flight
from$77
13:01 — 23:21
13:01 — 15:38 F94731 Frontier Airlines
New York — Atlanta
6h 31m stop
22:09 — 23:21 F91595 Frontier Airlines
Atlanta — Chicago
11h 20m
including layover
Find flight
from$81
13:01 — 00:10
+1 day
13:01 — 15:38 F94731 Frontier Airlines
New York — Atlanta
7h 20m stop
22:58 — 00:10 F93397 Frontier Airlines
Atlanta — Chicago
12h 9m
including layover
Find flight
from$81
17:00 — 16:35
+1 day
17:00 — 18:58 F93313 Frontier Airlines
New York — Raleigh
20h 12m stop
15:10 — 16:35 F93351 Frontier Airlines
Raleigh — Chicago
24h 35m
including layover
Find flight
from$76
19:55 — 08:55
+1 day
19:55 — 23:10 NK1086 Spirit Airlines
New York — Miami
7h 30m stop
06:40 — 08:55 NK1986 Spirit Airlines
Miami — Chicago
14h
including layover
Find flight
from$72
22:45 — 23:53
+1 day
22:45 — 00:58 F93161 Frontier Airlines
New York — Denver
19h 24m stop
20:22 — 23:53 F93172 Frontier Airlines
Denver — Chicago
26h 8m
including layover
Find flight
from$77
22:55 — 11:40
+1 day
22:55 — 01:15 F93161 Frontier Airlines
New York — Denver
6h 58m stop
08:15 — 11:41 F92210 Frontier Airlines
Denver — Chicago
13h 45m
including layover
Find flight
from$69
*Departure and arrival times - local. Updated on June 20, 2025

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 23:10 from 16 New York airports and arrive 05:45 to 23:10 to 7 Chicago airports. Average flight time is 2h 37m.

  • The fastest flight 2h 30m
  • Average flight time 2h 37m
  • The earliest flight 05:45
  • The latest flight 23:10
  • Distance 711 ml

The cheapest months to travel to Chicago are july (from 57 $), october (from 61 $), september (from 61 $).

The most expensive months are november (from 2 289 $), april (from 306 $), february (from 146 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $42. This airfare is for economy class on one-way NK1179 flight by Spirit Airlines for July 25, 2025 which leaves La Guardia in New York at 18:30 am and arrives at Chicago O'Hare International at 20:00.

Economy class
$42
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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 9 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by United Airlines - 54 departures per week at the price of from $ 87 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 4622.

Direct flights

There are 35 nonstop flights on the route. The fastest direct flight is NK1179 by Spirit Airlines takes 2h 30m and the cheapest is NK1179 by Spirit Airlines for $42.

See more direct flights

Connecting Flights

There are 116 flights with layovers on the route. The fastest connecting flight is UA3688 by United Airlines takes 4h 26m and the cheapest is NK1179 by Spirit Airlines for $65.

  • from $99
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  • from $67
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  • AS - Alaska Airlines
    from $252
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  • F9 - Frontier Airlines
    from $65
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  • FI - Icelandair
    from $684
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  • SY - Sun Country Airlines
    from $156
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  • TK - Turkish Airlines
    from $1378
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  • AY - Finnair
    from $2133
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  • LX - SWISS International Air Lines
    from $4622
    Find
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 $42
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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 $69
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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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