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 26,734,318 fares to bring you all the insights you could possibly want.
Expect to pay
153 USD for flights from New York to Chicago leaving on 4/11/2017 and returning on 5/5/2017
Low 94 USD
153 USD
High 368 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 February. Most expensive are November and December.
The cheapest flights from New York to Chicago are currently available between April and May.
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.
Spirit Airlines, Southwest Airlines and Major US Carrier are the most popular choices flying from New York to Chicago.
Impact on price (additional fees may apply)
Spirit Airlines
+10%
Southwest Airlines
+20%
Major US Carrier
+30%
Delta Air Lines
+34%
United Airlines
+35%
Frontier Airlines
+36%
Best time to fly
New York to Chicago flights are approximately 2% more expensive in the noon than in the morning.
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 8% on average.
John F Kennedy - Midway tends to be 8% cheaper than La Guardia - Midway.
momondo compares flights to Chicago from New York from 41 different sites.
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
+15%
La Guardia-Midway
+23%
Direct flights
There are direct flights from New York to Chicago all week with a flight time of 2 hours 15 minutes.
Direct flights available: 1264 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.
You can fly from New York to Chicago indirect via Dulles Intl, Indianapolis Intl or 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
Mar 2 - Mar 9
86 USD
Spirit
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 13min
Direct
NYC NYC
Return trip
Mar 2 - Mar 8
95 USD
Orbitz
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 13min
Direct
NYC NYC
Return trip
Mar 2 - Mar 4
99 USD
Orbitz
NYC NYC
2h 27min
Direct
CHI CHI
CHI CHI
2h 13min
Direct
NYC NYC

Go right away

Last minute flights from New York to Chicago
Return trip
Mar 3 - Mar 6
143 USD
EDreamsUS
NYC NYC
2h 35min
Direct
CHI CHI
CHI CHI
2h 13min
Direct
NYC NYC
Return trip
Mar 2 - Mar 2
150 USD
OneTravel
NYC NYC
2h 35min
Direct
CHI CHI
CHI CHI
2h 13min
Direct
NYC NYC
Return trip
Mar 2 - Mar 5
150 USD
Cheapoair
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
Mar 15 - Mar 22
102 USD
OmegaTravelUS
NYC NYC
2h 40min
Direct
CHI CHI
CHI CHI
2h 9min
Direct
NYC NYC
Return trip
Mar 15 - Mar 18
129 USD
KiwiUS
NYC NYC
2h 35min
Direct
CHI CHI
CHI CHI
1h 55min
Direct
NYC NYC
Return trip
Mar 15 - Mar 19
135 USD
EDreamsUS
NYC NYC
2h 31min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC

Coming or going?

Cheap flights from Chicago to New York
Return trip
Mar 2 - Mar 16
90 USD
FlightNetworkUS
CHI CHI
2h 13min
Direct
NYC NYC
NYC NYC
2h 35min
Direct
CHI CHI
Return trip
Mar 2 - Mar 2
98 USD
CFEDreamsUS
CHI CHI
2h 15min
Direct
NYC NYC
NYC NYC
2h 27min
Direct
CHI CHI
Return trip
Mar 2 - Mar 6
110 USD
CheapTickets
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
4.24 USD
6%
Chicago
3.98 USD
Cappuccino is 6.2% cheaper in Chicago than New York
MEAL
Inexpensive
New York
17.98 USD
17%
Chicago
14.98 USD
Meal is 17% cheaper in Chicago than New York
MILK
1 liter
New York
4.02 USD
27%
Chicago
2.95 USD
Milk is 27% cheaper in Chicago than New York
BUS
One-way ticket
New York
2.75 USD
18%
Chicago
2.24 USD
Bus is 18% cheaper in Chicago than New York
MOVIE THEATER
1 ticket
New York
14.98 USD
20%
Chicago
11.99 USD
movie theater is 20% cheaper in Chicago than New York
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