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
195 USD for flights from New York to Chicago leaving on 7/29/2017 and returning on 8/25/2017
Low 116 USD
195 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.
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 July. Most expensive are March and December.
New York to Chicago flights are currently cheapest between July and August.
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.
momondo users most frequently choose to fly from New York to Chicago with either Spirit Airlines, Southwest Airlines or Major US Carrier.
Impact on price (additional fees may apply)
Spirit Airlines
+25%
Southwest Airlines
+28%
Major US Carrier
+28%
Delta Air Lines
+28%
United Airlines
+36%
American Airlines
+41%
Best time to fly
New York to Chicago flights are approximately 4% 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 Newburgh Stewart Airport - O'Hare Intl for the best New York to Chicago flight prices saving up to 6% on average.
Newburgh Stewart Airport - O'Hare Intl tends to be 6% cheaper than La Guardia - Midway.
momondo compares flights to Chicago from New York from 43 different sites.
Impact on price
Newburgh Stewart Airport-O'Hare Intl
+0%
La Guardia-O'Hare Intl
+5%
John F Kennedy-Midway
+6%
John F Kennedy-O'Hare Intl
+12%
Newark Liberty Intl-O'Hare Intl
+16%
Newark Liberty Intl-Midway
+17%
Direct flights
There are direct flights from New York to Chicago all week with a flight time of 2 hours 22 minutes.
Direct flights available: 1297 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 La Guardia - Lambert - Midway.
You can fly from New York to Chicago indirect via Dulles Intl, Indianapolis Intl or Lambert.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from New York
Return trip
Jun 23 - Jan 25
174 USD
OmegaTravelUS
NYC NYC
2h 40min
Direct
CHI CHI
CHI CHI
2h 2min
Direct
NYC NYC
Return trip
Jun 23 - Jul 14
179 USD
CFEDreamsUS
NYC NYC
2h 38min
Direct
CHI CHI
CHI CHI
2h 9min
Direct
NYC NYC
Return trip
Jun 23 - Jun 23
198 USD
Cheapoair
NYC NYC
2h 38min
Direct
CHI CHI
CHI CHI
2h 15min
Direct
NYC NYC

Go right away

Last minute flights from New York to Chicago
Return trip
Jun 23 - Jul 14
179 USD
CFEDreamsUS
NYC NYC
2h 38min
Direct
CHI CHI
CHI CHI
2h 9min
Direct
NYC NYC
Return trip
Jun 23 - Jun 28
183 USD
OmegaTravelUS
NYC NYC
8h 27min
1 stop
CHI CHI
CHI CHI
2h 24min
Direct
NYC NYC
Return trip
Jun 23 - Jul 15
186 USD
OmegaTravelUS
NYC NYC
4h 42min
1 stop
CHI CHI
CHI CHI
2h 3min
Direct
NYC NYC

Go for less - experience more

Cheap flights from New York to Chicago
Return trip
Jul 7 - Jul 11
135 USD
Cheapoair
NYC NYC
2h 22min
Direct
CHI CHI
CHI CHI
2h 9min
Direct
NYC NYC
Return trip
Jul 7 - Jul 8
159 USD
CFEDreamsUS
NYC NYC
2h 22min
Direct
CHI CHI
CHI CHI
2h 9min
Direct
NYC NYC
Return trip
Jul 7 - Jul 12
163 USD
OmegaTravelUS
NYC NYC
3h 52min
1 stop
CHI CHI
CHI CHI
2h 5min
Direct
NYC NYC

Coming or going?

Cheap flights from Chicago to New York
Return trip
Jun 23 - Sep 26
126 USD
OmegaTravelUS
CHI CHI
3h 50min
1 stop
NYC NYC
NYC NYC
2h 29min
Direct
CHI CHI
Return trip
Jun 23 - Sep 27
126 USD
OmegaTravelUS
CHI CHI
3h 49min
1 stop
NYC NYC
NYC NYC
2h 30min
Direct
CHI CHI
Return trip
Jun 23 - Sep 25
149 USD
OmegaTravelUS
CHI CHI
3h 49min
1 stop
NYC NYC
NYC NYC
2h 42min
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
4.17 USD
6%
Chicago
3.93 USD
Cappuccino is 5.6% cheaper in Chicago than New York
MEAL
Inexpensive
New York
17.98 USD
17%
Chicago
14.99 USD
Meal is 17% cheaper in Chicago than New York
MILK
1 liter
New York
3.83 USD
23%
Chicago
2.94 USD
Milk is 23% cheaper in Chicago than New York
BUS
One-way ticket
New York
2.75 USD
18%
Chicago
2.25 USD
Bus is 18% cheaper in Chicago than New York
MOVIE THEATER
1 ticket
New York
14.99 USD
20%
Chicago
11.99 USD
movie theater is 20% cheaper in Chicago than New York
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