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Cheap flights from New York to Chicago from C$ 81

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York to Chicago departing on 12/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
7:58 a.m. - 9:13 p.m.
EWR
-
ORD
14h 15m
1 stop
Spirit Airlines Logo
7:00 a.m. - 9:09 p.m.
ORD
-
EWR
13h 09m
1 stop
C$ 131Spirit Airlines
Tue, 24 Feb - Wed, 25 Feb
Spirit Airlines Logo
12:59 p.m. - 11:47 p.m.
LGA
-
ORD
11h 48m
1 stop
Spirit Airlines Logo
5:58 p.m. - 8:59 p.m.
ORD
-
LGA
2h 01mdirect
C$ 134Spirit Airlines
Tue, 24 Feb - Wed, 25 Feb
Spirit Airlines Logo
5:45 a.m. - 6:21 p.m.
LGA
-
ORD
13h 36m
1 stop
Spirit Airlines Logo
6:01 p.m. - 8:59 p.m.
ORD
-
LGA
1h 58mdirect
C$ 136Spirit Airlines
Mon, 16 Mar - Tue, 17 Mar
Spirit Airlines Logo
9:05 p.m. - 10:43 p.m.
EWR
-
ORD
2h 38mdirect
Spirit Airlines Logo
4:47 p.m. - 7:55 p.m.
ORD
-
EWR
2h 08mdirect
C$ 137Spirit Airlines
Sat, 16 May - Tue, 19 May
Spirit Airlines Logo
4:54 p.m. - 11:41 p.m.
LGA
-
ORD
7h 47m
1 stop
Spirit Airlines Logo
9:04 a.m. - 12:04 p.m.
ORD
-
LGA
2h 00mdirect
C$ 137Spirit Airlines
Sat, 16 May - Tue, 19 May
Spirit Airlines Logo
12:59 p.m. - 2:41 p.m.
LGA
-
ORD
2h 42mdirect
Spirit Airlines Logo
9:04 a.m. - 12:04 p.m.
ORD
-
LGA
2h 00mdirect
C$ 140Spirit Airlines
Tue, 12 May - Sun, 17 May
Spirit Airlines Logo
10:39 p.m. - 12:07 a.m.
EWR
-
ORD
2h 28mdirect
Spirit Airlines Logo
6:16 p.m. - 9:24 p.m.
ORD
-
EWR
2h 08mdirect
C$ 141Spirit Airlines
Mon, 16 Mar - Tue, 17 Mar
Spirit Airlines Logo
9:05 p.m. - 10:43 p.m.
EWR
-
ORD
2h 38mdirect
Spirit Airlines Logo
4:47 p.m. - 7:55 p.m.
ORD
-
EWR
2h 08mdirect
C$ 142Spirit Airlines
Thu, 7 May - Sat, 9 May
United Airlines Logo
6:00 a.m. - 7:54 a.m.
EWR
-
ORD
2h 54mdirect
United Airlines Logo
4:15 p.m. - 7:29 p.m.
ORD
-
EWR
2h 14mdirect
C$ 160United Airlines
Sun, 8 Feb - Wed, 11 Feb
United Airlines Logo
6:10 a.m. - 7:55 a.m.
LGA
-
ORD
2h 45mdirect
United Airlines Logo
6:00 a.m. - 9:12 a.m.
ORD
-
LGA
2h 12mdirect
C$ 160United Airlines
Sun, 22 Feb - Sun, 8 Mar

Southwest flights from New York to Chicago O'Hare Intl Airport

Our best Southwest deals on New York to Chicago O'Hare Intl Airport flight tickets
Southwest
25 Feb
LGA6:05 a.m.New York LaGuardia
7h 10m
1 stop
ORD12:15 p.m.Chicago O'Hare Intl
25 Feb
ORD1:45 p.m.Chicago O'Hare Intl
8h 20m
2 stops
LGA11:05 p.m.New York LaGuardia
C$ 277
Southwest
26 Feb
LGA6:50 a.m.New York LaGuardia
8h 15m
1 stop
ORD2:05 p.m.Chicago O'Hare Intl
4 Mar
ORD1:45 p.m.Chicago O'Hare Intl
8h 20m
2 stops
LGA11:05 p.m.New York LaGuardia
C$ 290
Southwest
30 Jan
LGA6:05 a.m.New York LaGuardia
7h 10m
1 stop
ORD12:15 p.m.Chicago O'Hare Intl
1 Feb
ORD1:45 p.m.Chicago O'Hare Intl
5h 25m
1 stop
LGA8:10 p.m.New York LaGuardia
C$ 338

Spirit Airlines flights from New York to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on New York to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
24 Feb
EWR7:58 a.m.Newark
14h 15m
1 stop
ORD9:13 p.m.Chicago O'Hare Intl
25 Feb
ORD7:00 a.m.Chicago O'Hare Intl
13h 09m
1 stop
EWR9:09 p.m.Newark
C$ 131
Spirit Airlines
24 Feb
LGA12:59 p.m.New York LaGuardia
11h 48m
1 stop
ORD11:47 p.m.Chicago O'Hare Intl
25 Feb
ORD5:58 p.m.Chicago O'Hare Intl
2h 01m
LGA8:59 p.m.New York LaGuardia
C$ 134
Spirit Airlines
16 Mar
LGA5:45 a.m.New York LaGuardia
13h 36m
1 stop
ORD6:21 p.m.Chicago O'Hare Intl
17 Mar
ORD6:01 p.m.Chicago O'Hare Intl
1h 58m
LGA8:59 p.m.New York LaGuardia
C$ 136

momondo Fare Finder

 
Customize your flight search to find flights from New York to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 25 January 2026.
Use the filters below to find and compare flights from New York to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 24/2

7:58 a.m.-9:13 p.m.

1 stop14h 15m

Chicago O'Hare Intl

Wed 25/2

7:00 a.m.-9:09 p.m.

1 stop13h 09m

C$ 131

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 24/2

12:59 p.m.-11:47 p.m.

1 stop11h 48m

Chicago O'Hare Intl

Wed 25/2

5:58 p.m.-8:59 p.m.

Nonstop2h 01m

C$ 134

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 16/3

5:45 a.m.-6:21 p.m.

1 stop13h 36m

Chicago O'Hare Intl

Tue 17/3

6:01 p.m.-8:59 p.m.

Nonstop1h 58m

C$ 136

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 16/5

9:05 p.m.-10:43 p.m.

Nonstop2h 38m

Chicago O'Hare Intl

Tue 19/5

4:47 p.m.-7:55 p.m.

Nonstop2h 08m

C$ 137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 16/5

4:54 p.m.-11:41 p.m.

1 stop7h 47m

Chicago O'Hare Intl

Tue 19/5

9:04 a.m.-12:04 p.m.

Nonstop2h 00m

C$ 137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 12/5

12:59 p.m.-2:41 p.m.

Nonstop2h 42m

Chicago O'Hare Intl

Sun 17/5

9:04 a.m.-12:04 p.m.

Nonstop2h 00m

C$ 140

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 16/3

10:39 p.m.-12:07 a.m.

Nonstop2h 28m

Chicago O'Hare Intl

Tue 17/3

6:16 p.m.-9:24 p.m.

Nonstop2h 08m

C$ 141

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 7/5

9:05 p.m.-10:43 p.m.

Nonstop2h 38m

Chicago O'Hare Intl

Sat 9/5

4:47 p.m.-7:55 p.m.

Nonstop2h 08m

C$ 142

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 8/2

6:00 a.m.-7:54 a.m.

Nonstop2h 54m

Chicago O'Hare Intl

Wed 11/2

4:15 p.m.-7:29 p.m.

Nonstop2h 14m

C$ 160

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 22/2

6:10 a.m.-7:55 a.m.

Nonstop2h 45m

Chicago O'Hare Intl

Sun 8/3

6:00 a.m.-9:12 a.m.

Nonstop2h 12m

C$ 160

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from New York to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, January is the cheapest month to fly from New York to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 263. The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from New York averaging around C$ 303.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as C$ 204. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from New York to Chicago O'Hare Intl Airport for around C$ 655.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the afternoon is the cheapest time of day to fly from New York to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 364. Flying to Chicago O'Hare Intl Airport in the afternoon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 589 on average. Flights to Chicago O'Hare Intl Airport from New York in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest New York to Chicago O'Hare Intl flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 325 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from New York for as low as C$ 230 on momondo.

What cabin class options are available on New York to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on New York to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on New York to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between New York to Chicago O'Hare Intl Airport.

How have New York to Chicago O'Hare Intl Airport flight prices changed over time?

As of January 2026, prices for New York to Chicago O'Hare Intl Airport flights are approximately 8% cheaper when compared to flights at the same time last year.

When to book flights from New York to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from New York to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New York to Chicago O'Hare Intl Airport (NYC to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago O'Hare Intl Airport

Fastest flight time

2h 35m

Direct flights

Every day
The fastest flight from New York to Chicago O'Hare Intl Airport takes 2h 35m
Direct flights go from New York to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is New York to Chicago O'Hare Intl by plane?

    A flight from New York to Chicago O'Hare Intl will travel around 1167.1 km. Typically, this will take 2h 35m by plane in normal conditions.

  • When did momondo last update prices for flights from New York to Chicago O'Hare Intl Airport?

    Prices for flights from New York to Chicago O'Hare Intl Airport are updated daily.

  • How old do you have to be to fly from New York to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from New York to Chicago O'Hare Intl Airport?

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Skokie
Great Lakes
Hammond
Harvey
Naperville
Wheeling
Glenview
Des Plaines
Elmhurst
Harvard
Merrillville
Elk Grove Village
Oak Brook
Kenosha

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

Finding the right flight to Chicago from New York is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

All flight searches from New York to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from New York to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for New York to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Chicago O'Hare Intl Airport trip

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