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 25,389,335 fares to bring you all the insights you could possibly want.
Expect to pay
152 USD for flights from New York to Chicago leaving on 2/26/2017 and returning on 3/17/2017
Low 86 USD
152 USD
High 373 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.
New York to Chicago flights are usually cheapest between 1 and 2 months before departure.
Days before departure
Best month
Cheapest time of year to fly to Chicago from New York is January and February. Most expensive are November and December.
Currently the cheapest days to fly this route are between February and March.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Airtran Airways and Southwest Airlines are the cheapest airlines to fly this route.
Popular airlines for this route are Spirit Airlines, Airtran Airways and Southwest Airlines.
Impact on price (additional fees may apply)
Spirit Airlines
+10%
Airtran Airways
+19%
Southwest Airlines
+21%
Major US Carrier
+29%
Delta Air Lines
+34%
United Airlines
+35%
Best time to fly
New York to Chicago flights are approximately 2% more expensive in the noon than in the morning.
It's generally cheaper to take morning flights from New York to Chicago.
Impact on price
Cheapest day
Cheapest day of week is typically Tuesday and the most expensive is typically Friday.
Friday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Impact on price
Cheapest route
Fly John F Kennedy - Midway for the best New York to Chicago flight prices saving up to 8% 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 41 booking sites supporting this and nearby routes.
Impact on price
John F Kennedy-Midway
+2%
John F Kennedy-O'Hare Intl
+2%
La Guardia-O'Hare Intl
+6%
Newark Liberty Intl-O'Hare Intl
+13%
Newark Liberty Intl-Midway
+14%
La Guardia-Midway
+23%
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: 1250 PER WEEK
Popular non-direct routes for this connection are Newark Liberty Intl - Nth Kentucky - O'Hare Intl - O'Hare Intl, John F Kennedy - Indianapolis Intl - O'Hare Intl and La Guardia - Hartsfield Jackson - Midway - Midway.
Stop-off cities for indirect flights from New York to Chicago include Nth Kentucky, Indianapolis Intl and Hartsfield Jackson.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from New York
Return trip
Jan 17 - Jan 17
80 USD
CFEDreamsCOM
NYC NYC
2h 34min
Direct
CHI CHI
CHI CHI
2h 10min
Direct
NYC NYC
Return trip
Jan 17 - Jan 21
83 USD
OneTwoTripUS
NYC NYC
2h 34min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Jan 17 - Jan 24
85 USD
EDreamsUS
NYC NYC
2h 34min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC

Go right away

Last minute flights from New York to Chicago
Return trip
Jan 18 - Jan 22
93 USD
OneTwoTripUS
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Jan 17 - Jan 22
108 USD
OneTwoTripUS
NYC NYC
2h 34min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Jan 17 - Jan 20
109 USD
OneTwoTripUS
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC

Go for less - experience more

Cheap flights from New York to Chicago
Return trip
Jan 31 - Feb 21
82 USD
OneTwoTripUS
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 13min
Direct
NYC NYC
Return trip
Feb 1 - Feb 7
83 USD
OneTwoTripUS
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
Jan 31 - Feb 7
86 USD
Orbitz
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 10min
Direct
NYC NYC

Coming or going?

Cheap flights from Chicago to New York
Return trip
Jan 17 - Jan 19
74 USD
FlyFarUS
CHI CHI
2h 15min
Direct
NYC NYC
NYC NYC
2h 27min
Direct
CHI CHI
Return trip
Jan 17 - Jan 17
77 USD
EDreamsUS
CHI CHI
2h 15min
Direct
NYC NYC
NYC NYC
2h 27min
Direct
CHI CHI
Return trip
Jan 17 - Jan 24
83 USD
OneTwoTripUS
CHI CHI
2h 15min
Direct
NYC NYC
NYC NYC
2h 27min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

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
4.27 USD
8%
Chicago
3.93 USD
Cappuccino is 8% cheaper in Chicago than New York
MEAL
Inexpensive
New York
18.07 USD
17%
Chicago
15.06 USD
Meal is 17% cheaper in Chicago than New York
MILK
1 liter
New York
4.15 USD
28%
Chicago
2.99 USD
Milk is 28% cheaper in Chicago than New York
BUS
One-way ticket
New York
2.76 USD
18%
Chicago
2.26 USD
Bus is 18% cheaper in Chicago than New York
MOVIE THEATER
1 ticket
New York
15.06 USD
20%
Chicago
12.04 USD
movie theater is 20% cheaper in Chicago than New York
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