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
189 USD for flights from New York to Chicago leaving on 6/3/2017 and returning on 6/30/2017
Low 103 USD
189 USD
High 360 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 September. Most expensive are March and December.
Currently the cheapest days to fly this route are between June and June.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Southwest Airlines and Major US Carrier are the cheapest airlines to fly this route.
Popular airlines for this route are Spirit Airlines, Southwest Airlines and Major US Carrier.
Impact on price (additional fees may apply)
Spirit Airlines
+11%
Southwest Airlines
+17%
Major US Carrier
+24%
Delta Air Lines
+28%
United Airlines
+31%
Frontier Airlines
+33%
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 44 booking sites supporting this and nearby routes.
Impact on price
John F Kennedy-Midway
+5%
John F Kennedy-O'Hare Intl
+6%
La Guardia-O'Hare Intl
+6%
Newark Liberty Intl-O'Hare Intl
+14%
Newark Liberty Intl-Midway
+20%
La Guardia-Midway
+26%
Direct flights
There are direct flights from New York to Chicago all week with a flight time of 2 hours 25 minutes.
Direct flights available: 1445 PER WEEK
Popular non-direct routes for this connection are Newark Liberty Intl - Dulles Intl - O'Hare Intl, John F Kennedy - Indianapolis Intl - O'Hare Intl and John F Kennedy - Nth Kentucky - O'Hare Intl.
Stop-off cities for indirect flights from New York to Chicago include Dulles Intl, Indianapolis Intl and Nth Kentucky.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from New York
Return trip
Apr 28 - May 2
127 USD
EDreamsUS
NYC NYC
2h 24min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC
Return trip
Apr 28 - May 1
145 USD
CFEDreamsEUR
NYC NYC
2h 39min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC
Return trip
Apr 28 - Jul 31
184 USD
KiwiUS
NYC NYC
2h 39min
Direct
CHI CHI
CHI CHI
2h 5min
Direct
NYC NYC

Go right away

Last minute flights from New York to Chicago
Return trip
Apr 28 - May 1
145 USD
CFEDreamsEUR
NYC NYC
2h 39min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC
Return trip
Apr 28 - Apr 29
191 USD
CFEDreamsUS
NYC NYC
2h 39min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC
Return trip
Apr 28 - Apr 30
194 USD
EDreamsUS
NYC NYC
2h 39min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC

Go for less - experience more

Cheap flights from New York to Chicago
Return trip
May 12 - May 17
146 USD
FlyingCOM
NYC NYC
2h 24min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC
Return trip
May 12 - May 16
146 USD
FlyingCOM
NYC NYC
2h 24min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC
Return trip
May 12 - May 24
149 USD
CFEDreamsUS
NYC NYC
2h 39min
Direct
CHI CHI
CHI CHI
2h 8min
Direct
NYC NYC

Coming or going?

Cheap flights from Chicago to New York
Return trip
Apr 28 - May 2
149 USD
FlyingCOM
CHI CHI
2h 15min
Direct
NYC NYC
NYC NYC
2h 24min
Direct
CHI CHI
Return trip
Apr 28 - May 4
161 USD
CFEDreamsUS
CHI CHI
2h 8min
Direct
NYC NYC
NYC NYC
2h 39min
Direct
CHI CHI
Return trip
Apr 28 - May 3
176 USD
OmegaTravelUS
CHI CHI
2h 7min
Direct
NYC NYC
NYC NYC
2h 30min
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
4.26 USD
6%
Chicago
3.99 USD
Cappuccino is 6.2% cheaper in Chicago than New York
MEAL
Inexpensive
New York
18.08 USD
17%
Chicago
15.07 USD
Meal is 17% cheaper in Chicago than New York
MILK
1 liter
New York
3.87 USD
23%
Chicago
2.97 USD
Milk is 23% cheaper in Chicago than New York
BUS
One-way ticket
New York
2.76 USD
9%
Chicago
2.51 USD
Bus is 9.1% cheaper in Chicago than New York
MOVIE THEATER
1 ticket
New York
15.07 USD
20%
Chicago
12.06 USD
movie theater is 20% cheaper in Chicago than New York
Feedback