Cheap Flights from New York, NY to Chicago, IL from $34

Return flight: Chicago – New York

On Cheapflightsplus.com you will find 37 direct and 72 connecting flights from New York to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $34, 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: $34 (one-way), $58 (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
07:15 — 09:02
07:15 — 09:02 UA1139 United Airlines
New York — Chicago
2h 47m
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from$117
07:20 — 09:02
07:20 — 09:02 UA2067 United Airlines
New York — Chicago
2h 42m
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from$100
07:25 — 09:05
07:25 — 09:05 UA368 United Airlines
New York — Chicago
2h 40m
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from$100
08:15 — 09:54
08:15 — 09:54 UA2417 United Airlines
New York — Chicago
2h 39m
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from$100
08:15 — 10:02
08:15 — 10:02 UA335 United Airlines
New York — Chicago
2h 47m
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from$117
09:25 — 11:03
09:25 — 11:03 UA1637 United Airlines
New York — Chicago
2h 38m
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from$100
10:59 — 12:39
10:59 — 12:39 NK1681 Spirit Airlines
New York — Chicago
2h 40m
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from$34
11:15 — 13:11
11:15 — 13:11 UA3576 United Airlines
New York — Chicago
2h 56m
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from$220
11:25 — 13:03
11:25 — 13:03 UA2091 United Airlines
New York — Chicago
2h 38m
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from$121
13:00 — 14:46
13:00 — 14:46 UA5253 United Airlines
New York — Chicago
2h 46m
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from$116
13:10 — 14:55
13:10 — 14:55 UA2199 United Airlines
New York — Chicago
2h 45m
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from$117
13:15 — 14:54
13:15 — 14:54 UA2678 United Airlines
New York — Chicago
2h 39m
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from$100
13:15 — 14:53
13:15 — 14:53 UA2113 United Airlines
New York — Chicago
2h 38m
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from$161
14:10 — 16:02
14:10 — 16:02 UA3444 United Airlines
New York — Chicago
2h 52m
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from$289
14:15 — 16:04
14:15 — 16:04 UA3616 United Airlines
New York — Chicago
2h 49m
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from$100
15:12 — 16:50
15:12 — 16:50 UA1899 United Airlines
New York — Chicago
2h 38m
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from$100
15:15 — 17:03
15:15 — 17:03 UA1269 United Airlines
New York — Chicago
2h 48m
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from$117
15:20 — 17:01
15:20 — 17:01 UA2370 United Airlines
New York — Chicago
2h 41m
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from$100
16:05 — 17:44
16:05 — 17:44 AA527 American Airlines
New York — Chicago
2h 39m
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from$63
16:14 — 18:10
16:14 — 18:10 UA3514 United Airlines
New York — Chicago
2h 56m
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from$117
16:21 — 18:10
16:21 — 18:10 UA3594 United Airlines
New York — Chicago
2h 49m
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from$116
16:29 — 18:08
16:29 — 18:08 UA1731 United Airlines
New York — Chicago
2h 39m
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from$115
17:16 — 18:55
17:16 — 18:55 UA1936 United Airlines
New York — Chicago
2h 39m
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from$100
17:25 — 19:03
17:25 — 19:03 UA602 United Airlines
New York — Chicago
2h 38m
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from$121
17:40 — 19:11
17:40 — 19:11 NK918 Spirit Airlines
New York — Chicago
2h 31m
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from$97
18:25 — 20:03
18:25 — 20:03 UA2360 United Airlines
New York — Chicago
2h 38m
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from$100
18:26 — 20:07
18:26 — 20:07 UA1159 United Airlines
New York — Chicago
2h 41m
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from$100
19:15 — 21:11
19:15 — 21:11 UA3451 United Airlines
New York — Chicago
2h 56m
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from$117
19:25 — 21:14
19:25 — 21:14 UA3592 United Airlines
New York — Chicago
2h 49m
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from$116
19:25 — 21:14
19:25 — 21:14 UA5570 United Airlines
New York — Chicago
2h 49m
Find flight
from$290
20:15 — 22:03
20:15 — 22:03 UA1188 United Airlines
New York — Chicago
2h 48m
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from$117
20:25 — 22:06
20:25 — 22:06 UA2181 United Airlines
New York — Chicago
2h 41m
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from$100
20:25 — 22:17
20:25 — 22:17 UA3403 United Airlines
New York — Chicago
2h 52m
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from$121
21:10 — 22:59
21:10 — 22:59 UA5853 United Airlines
New York — Chicago
2h 49m
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from$100
21:15 — 22:55
21:15 — 22:55 NK225 Spirit Airlines
New York — Chicago
2h 40m
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from$34
21:15 — 23:11
21:15 — 23:11 UA3622 United Airlines
New York — Chicago
2h 56m
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from$117
21:15 — 22:53
21:15 — 22:53 UA352 United Airlines
New York — Chicago
2h 38m
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from$121
05:30 — 14:36
05:30 — 08:31 NK1350 Spirit Airlines
New York — Orlando
4h 3m stop
12:34 — 14:36 NK1842 Spirit Airlines
Orlando — Chicago
10h 6m
including layover
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from$82
05:45 — 16:08
05:45 — 08:46 NK1350 Spirit Airlines
New York — Orlando
5h 11m stop
13:57 — 16:08 NK223 Spirit Airlines
Orlando — Chicago
11h 23m
including layover
Find flight
from$48
06:00 — 21:55
06:00 — 07:42 F93313 Frontier Airlines
New York — Raleigh
13h 12m stop
20:54 — 21:55 F93717 Frontier Airlines
Raleigh — Chicago
16h 55m
including layover
Find flight
from$85
06:30 — 16:06
06:30 — 09:35 NK171 Spirit Airlines
New York — Miami
4h 4m stop
16:20 — 18:41 NK157 Spirit Airlines
Miami — Chicago
10h 36m
including layover
Find flight
from$82
07:00 — 14:33
07:00 — 10:18 NK2021 Spirit Airlines
New York — Miami
1h 42m stop
12:00 — 14:33 NK396 Spirit Airlines
Miami — Chicago
8h 33m
including layover
Find flight
from$48
09:59 — 20:13
09:59 — 13:13 NK2973 Spirit Airlines
New York — Miami
4h 37m stop
17:50 — 20:13 NK19 Spirit Airlines
Miami — Chicago
11h 14m
including layover
Find flight
from$48
09:59 — 22:51
09:59 — 13:13 NK2973 Spirit Airlines
New York — Miami
7h 17m stop
20:30 — 22:51 NK718 Spirit Airlines
Miami — Chicago
13h 52m
including layover
Find flight
from$48
10:56 — 20:49
10:59 — 13:44 F93287 Frontier Airlines
New York — Atlanta
6h 26m stop
20:23 — 21:29 F92779 Frontier Airlines
Atlanta — Chicago
10h 53m
including layover
Find flight
from$87
11:55 — 20:13
11:55 — 15:06 NK3930 Spirit Airlines
New York — Miami
2h 44m stop
17:50 — 20:13 NK19 Spirit Airlines
Miami — Chicago
9h 18m
including layover
Find flight
from$48
11:55 — 22:51
11:55 — 15:06 NK3930 Spirit Airlines
New York — Miami
5h 24m stop
20:30 — 22:51 NK718 Spirit Airlines
Miami — Chicago
11h 56m
including layover
Find flight
from$48
12:55 — 19:51
12:59 — 16:16 NK1446 Spirit Airlines
New York — Miami
1h 14m stop
18:45 — 21:07 NK7 Spirit Airlines
Miami — Chicago
7h 56m
including layover
Find flight
from$91
15:00 — 23:16
15:00 — 18:02 F94871 Frontier Airlines
New York — Orlando
3h 1m stop
21:03 — 23:16 F93045 Frontier Airlines
Orlando — Chicago
9h 16m
including layover
Find flight
from$81
16:20 — 20:49
17:11 — 20:11 F94347 Frontier Airlines
New York — Atlanta
59m stop
22:28 — 23:29 F92779 Frontier Airlines
Atlanta — Chicago
5h 29m
including layover
Find flight
from$80
17:00 — 09:52
+1 day
17:00 — 20:17 F92615 Frontier Airlines
New York — Orlando
11h 13m stop
07:30 — 09:52 F92041 Frontier Airlines
Orlando — Chicago
17h 52m
including layover
Find flight
from$55
17:00 — 23:16
17:00 — 20:17 F92615 Frontier Airlines
New York — Orlando
46m stop
21:03 — 23:16 F93045 Frontier Airlines
Orlando — Chicago
7h 16m
including layover
Find flight
from$81
19:59 — 09:43
+1 day
19:59 — 23:11 NK2707 Spirit Airlines
New York — Dallas
8h stop
07:11 — 09:43 NK3670 Spirit Airlines
Dallas — Chicago
14h 44m
including layover
Find flight
from$91
20:05 — 07:18
+1 day
20:05 — 23:10 NK221 Spirit Airlines
New York — Orlando
6h stop
05:10 — 07:18 NK1683 Spirit Airlines
Orlando — Chicago
12h 13m
including layover
Find flight
from$48
20:25 — 07:38
+1 day
20:25 — 23:30 NK475 Spirit Airlines
New York — Orlando
6h stop
05:30 — 07:38 NK1683 Spirit Airlines
Orlando — Chicago
12h 13m
including layover
Find flight
from$46
22:00 — 09:16
+1 day
22:59 — 02:05 F93423 Frontier Airlines
New York — Dallas
5h 38m stop
09:05 — 11:26 F93242 Frontier Airlines
Dallas — Chicago
12h 16m
including layover
Find flight
from$55
08:55 — 00:24
+1 day
08:55 — 11:32 NK3341 Spirit Airlines
New York — Atlanta
6h 3m stop
17:35 — 18:56 NK967 Spirit Airlines
Atlanta — Houston
2h 51m stop
21:47 — 00:24 NK962 Spirit Airlines
Houston — Chicago
16h 29m
including layover
Find flight
from$112
*Departure and arrival times - local. Updated on December 6, 2024

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 00:10 to 22:00 from 16 New York airports and arrive 00:10 to 22:00 to 7 Chicago airports. Average flight time is 2h 41m.

  • The fastest flight 2h 31m
  • Average flight time 2h 41m
  • The earliest flight 00:10
  • The latest flight 22:00
  • Distance 711 ml

The cheapest months to travel to Chicago are january (from 34 $), november (from 52 $), february (from 55 $).

The most expensive months are october (from 246 $), december (from 63 $), february (from 55 $).

What is the lowest airfare New York to Chicago?

The cheapest plane ticket found by our users is $34. This airfare is for economy class on one-way NK225 flight by Spirit Airlines for January 22, 2025 which leaves La Guardia in New York at 21:15 am and arrives at Chicago O'Hare International at 22:55.

Economy class
$34
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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 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by American Airlines - 1 departures per week at the price of from $ 63 . And the most expensive tickets are offered by Turkish Airlines airline - from $ 2091.

Direct flights

There are 37 nonstop flights on the route. The fastest direct flight is NK918 by Spirit Airlines takes 2h 31m and the cheapest is NK225 by Spirit Airlines for $34.

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Connecting Flights

There are 72 flights with layovers on the route. The fastest connecting flight is UA3478 by United Airlines takes 4h 34m and the cheapest is NK225 by Spirit Airlines for $46.

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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 $34
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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 $78
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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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