Flights from New York to Chicago

Search and find cheap flights from New York to Chicago (United States, North America)
Search and find cheap flights from New York to Chicago (United States, North America)

Looking for the best tickets for New York to Chicago?

Look no more. We’ve gone through the latest 27,077,911 fares to bring you all the insights you could possibly want.
Expect to pay
151 USD for flights from New York to Chicago leaving on 12/3/2017 and returning on 12/22/2017
Low 107 USD
151 USD
High 362 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for New York — Chicago is approximately 60 days to departure.
Normally the best deals on New York to Chicago flights are available 1 to 2 months prior to departure.
Days before departure
Best month
Cheapest time of year to fly to Chicago from New York is January and October. Most expensive are March and December.
New York to Chicago flights are currently cheapest between December and December.
Impact on price
Cheapest airline
According to our data, Finnair, Major US Carrier and Delta Air Lines are the cheapest airlines to fly this route.
momondo users most frequently choose to fly from New York to Chicago with either Finnair, Major US Carrier or Delta Air Lines.
Impact on price (additional fees may apply)
Finnair
+3%
Major US Carrier
+12%
Delta Air Lines
+21%
Spirit Airlines
+22%
Air Canada Rouge
+23%
United Airlines
+33%
Best time to fly
New York to Chicago flights are approximately 6% more expensive in the noon than in the evening.
Noon flights tend to be the most expensive.
Impact on price
Cheapest day
Friday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Cheapest day of week is typically Tuesday and the most expensive is typically Friday.
Impact on price
Cheapest route
Fly John F Kennedy - Midway for the best New York to Chicago flight prices saving up to 5% on average.
Of the possible routes between New York and Chicago best prices tend to be found on John F Kennedy - Midway.
We've got 47 booking sites supporting this and nearby routes.
Impact on price
John F Kennedy-Midway
+3%
Newburgh Stewart Airport-O'Hare Intl
+4%
La Guardia-O'Hare Intl
+5%
John F Kennedy-O'Hare Intl
+9%
La Guardia-Midway
+15%
Newark Liberty Intl-Midway
+16%
Direct flights
There are direct flights from New York to Chicago all week with a flight time of 2 hours 24 minutes.
Direct flights available: 1418 PER WEEK
Popular non-direct routes for this connection are Newark Liberty Intl - Dulles Intl - O'Hare Intl, Newark Liberty Intl - Detroit Metro - O'Hare Intl and La Guardia - Pittsburgh Intl - O'Hare Intl.
Stop-off cities for indirect flights from New York to Chicago include Dulles Intl, Detroit Metro and Pittsburgh Intl.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from New York
Return trip
Oct 24 - Oct 31
77 USD
CrystalTravelUS
NYC NYC
2h 29min
Direct
CHI CHI
CHI CHI
2h 10min
Direct
NYC NYC
Return trip
Oct 24 - Oct 28
108 USD
ExploreTripDom
NYC NYC
2h 40min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Oct 24 - Oct 26
111 USD
ExploreTripDom
NYC NYC
2h 24min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC

Go right away

Last minute flights from New York to Chicago
Return trip
Oct 24 - Oct 28
108 USD
ExploreTripDom
NYC NYC
2h 40min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Oct 24 - Oct 26
111 USD
ExploreTripDom
NYC NYC
2h 24min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Oct 24 - Oct 25
112 USD
ExploreTripDom
NYC NYC
2h 24min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC

Go for less - experience more

Cheap flights from New York to Chicago
Return trip
Nov 7 - Nov 11
77 USD
CrystalTravelUS
NYC NYC
2h 34min
Direct
CHI CHI
CHI CHI
2h 11min
Direct
NYC NYC
Return trip
Nov 7 - Nov 7
82 USD
KissAndFlyUS
NYC NYC
2h 37min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Nov 7 - Nov 14
95 USD
CrystalTravelUS
NYC NYC
2h 34min
Direct
CHI CHI
CHI CHI
2h 10min
Direct
NYC NYC

Coming or going?

Cheap flights from Chicago to New York
Return trip
Oct 24 - Oct 31
77 USD
CrystalTravelUS
CHI CHI
2h 10min
Direct
NYC NYC
NYC NYC
2h 34min
Direct
CHI CHI
Return trip
Oct 24 - Oct 28
98 USD
Cheapoair
CHI CHI
2h 15min
Direct
NYC NYC
NYC NYC
2h 53min
Direct
CHI CHI
Return trip
Oct 24 - Oct 27
108 USD
CrystalTravelUS
CHI CHI
2h 10min
Direct
NYC NYC
NYC NYC
2h 29min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Wednesday, Wednesday, October 18, 2017

17°C
12°C

Thursday, Thursday, October 19, 2017

18°C
12°C

Friday, Friday, October 20, 2017

21°C
15°C

Saturday, Saturday, October 21, 2017

22°C
15°C

Sunday, Sunday, October 22, 2017

16°C
12°C

Monday, Monday, October 23, 2017

17°C
12°C

Tuesday, Tuesday, October 24, 2017

12°C
8°C

So what's it going to cost once you're in Chicago

Compare the costs of everyday items in New York and Chicago
CAPPUCCINO
Regular
New York
4.21 USD
7%
Chicago
3.91 USD
Cappuccino is 7% cheaper in Chicago than New York
MEAL
Inexpensive
New York
19.53 USD
23%
Chicago
15.02 USD
Meal is 23% cheaper in Chicago than New York
MILK
1 liter
New York
3.98 USD
24%
Chicago
3.03 USD
Milk is 24% cheaper in Chicago than New York
BUS
One-way ticket
New York
2.76 USD
18%
Chicago
2.25 USD
Bus is 18% cheaper in Chicago than New York
MOVIE THEATER
1 ticket
New York
15.02 USD
18%
Chicago
12.26 USD
movie theater is 18% cheaper in Chicago than New York
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