What airlines fly to Chicago?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from New York LaGuardia Airport according to our data. American Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from New York LaGuardia Airport to Chicago on average per week?

As of September 2025, there are 466 flights per week flying from New York LaGuardia Airport to Chicago. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.

What is the cheapest airline that flies from New York LaGuardia to Chicago?

United Airlines, Southwest, and Frontier are the most popular carriers operating from New York LaGuardia to Chicago

How many flights depart from New York LaGuardia Airport to Chicago on average per day?

66 flights are operational daily from New York LaGuardia Airport to Chicago as of September 2025. The most popular departure time for this route is 2:00PM, with 40% of flights per day taking off in the afternoon.

When did momondo last update prices for flights from New York LaGuardia Airport to Chicago?

Prices for flights from New York LaGuardia Airport to Chicago were last updated today.

How many operators does momondo search for flights from New York LaGuardia Airport to Chicago?

There are 7 operators available for flights from New York LaGuardia Airport to Chicago as of September 2025.

How old do you have to be to fly from New York LaGuardia Airport to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New York LaGuardia Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$70 Cheap Flights from New York LaGuardia Airport to Chicago in 2025/26

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

9:59 am - 9:33 pmLGA-ORD

12h 34m1 stop

3:12 pm - 10:21 pmORD-LGA

6h 09m1 stop

$126Multiple Airlines

Find Deal

Tue, Oct 7 - Wed, Oct 8

3:21 pm - 5:05 pmLGA-ORD

2h 44mnonstop

11:13 am - 2:08 pmORD-LGA

1h 55mnonstop

$127Spirit Airlines

Find Deal

Sat, Oct 18 - Tue, Oct 21

8:25 am - 10:02 amLGA-ORD

2h 37mnonstop

6:00 am - 9:16 amORD-LGA

2h 16mnonstop

$137United Airlines

Find Deal

Tue, Oct 14 - Wed, Oct 15

9:00 am - 10:35 amLGA-MDW

2h 35mnonstop

8:25 am - 11:30 amMDW-LGA

2h 05mnonstop

$137Southwest

Find Deal

Tue, Oct 21 - Wed, Oct 29

7:28 am - 9:05 amLGA-ORD

2h 37mnonstop

6:00 am - 9:16 amORD-LGA

2h 16mnonstop

$142United Airlines

Find Deal

Wed, Oct 8 - Thu, Oct 9

8:15 am - 9:40 amLGA-MDW

2h 25mnonstop

7:15 pm - 10:20 pmMDW-LGA

2h 05mnonstop

$142Southwest

Find Deal

Sat, Nov 1 - Tue, Nov 4

9:29 am - 11:08 amLGA-ORD

2h 39mnonstop

8:25 pm - 11:29 pmORD-LGA

2h 04mnonstop

$148American Airlines

Find Deal

Sat, Nov 1 - Sun, Nov 2

6:59 pm - 8:40 pmLGA-ORD

2h 41mnonstop

8:25 pm - 11:29 pmORD-LGA

2h 04mnonstop

$149American Airlines

Find Deal

Sat, Nov 1 - Sun, Nov 2

6:55 pm - 8:37 pmLGA-ORD

2h 42mnonstop

8:25 pm - 11:44 pmORD-LGA

2h 19mnonstop

$159Delta

Find Deal

Mon, Oct 20 - Fri, Oct 31

5:41 pm - 7:25 pmLGA-ORD

2h 44mnonstop

5:50 pm - 9:03 pmORD-LGA

2h 13mnonstop

$172Delta

Find Deal

Wed, Oct 8 - Sat, Oct 11

American Airlines flights from New York LaGuardia Airport to Chicago

Our best American Airlines deals on New York LaGuardia Airport to Chicago flight tickets

American Airlines

Nov 1

LGA9:29 amNew York LaGuardia

2h 39m

ORD11:08 amChicago O'Hare Intl

Nov 2

ORD8:25 pmChicago O'Hare Intl

2h 04m

LGA11:29 pmNew York LaGuardia

$148

Find similar

American Airlines

Nov 1

LGA6:59 pmNew York LaGuardia

2h 41m

ORD8:40 pmChicago O'Hare Intl

Nov 2

ORD8:25 pmChicago O'Hare Intl

2h 04m

LGA11:29 pmNew York LaGuardia

$149

Find similar

American Airlines

Oct 1

LGA7:15 amNew York LaGuardia

2h 41m

ORD8:56 amChicago O'Hare Intl

Oct 4

ORD1:02 pmChicago O'Hare Intl

2h 12m

LGA4:14 pmNew York LaGuardia

$172

Find similar

Spirit Airlines flights from New York LaGuardia Airport to Chicago

Our best Spirit Airlines deals on New York LaGuardia Airport to Chicago flight tickets

Spirit Airlines

Oct 18

LGA3:21 pmNew York LaGuardia

2h 44m

ORD5:05 pmChicago O'Hare Intl

Oct 21

ORD11:13 amChicago O'Hare Intl

1h 55m

LGA2:08 pmNew York LaGuardia

$127

Find similar

Spirit Airlines

Oct 22

LGA3:29 pmNew York LaGuardia

2h 44m

ORD5:13 pmChicago O'Hare Intl

Nov 1

ORD11:08 amChicago O'Hare Intl

1h 55m

LGA2:03 pmNew York LaGuardia

$128

Find similar

Spirit Airlines

Oct 8

LGA9:59 amNew York LaGuardia

8h 54m

1 stop

ORD5:53 pmChicago O'Hare Intl

Oct 11

ORD11:12 amChicago O'Hare Intl

1h 55m

LGA2:07 pmNew York LaGuardia

$129

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 10/7

9:59 am-9:33 pm

1 stop12h 34m

Chicago O'Hare Intl

Wed 10/8

3:12 pm-10:21 pm

1 stop6h 09m

$126

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 10/18

3:21 pm-5:05 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 10/21

11:13 am-2:08 pm

Nonstop1h 55m

$127

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 10/14

8:25 am-10:02 am

Nonstop2h 37m

Chicago O'Hare Intl

Wed 10/15

6:00 am-9:16 am

Nonstop2h 16m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 10/21

9:00 am-10:35 am

Nonstop2h 35m

Chicago Midway

Wed 10/29

8:25 am-11:30 am

Nonstop2h 05m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/8

7:28 am-9:05 am

Nonstop2h 37m

Chicago O'Hare Intl

Thu 10/9

6:00 am-9:16 am

Nonstop2h 16m

$142

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 11/1

8:15 am-9:40 am

Nonstop2h 25m

Chicago Midway

Tue 11/4

7:15 pm-10:20 pm

Nonstop2h 05m

$142

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/1

9:29 am-11:08 am

Nonstop2h 39m

Chicago O'Hare Intl

Sun 11/2

8:25 pm-11:29 pm

Nonstop2h 04m

$148

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/1

6:59 pm-8:40 pm

Nonstop2h 41m

Chicago O'Hare Intl

Sun 11/2

8:25 pm-11:29 pm

Nonstop2h 04m

$149

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 10/20

6:55 pm-8:37 pm

Nonstop2h 42m

Chicago O'Hare Intl

Fri 10/31

8:25 pm-11:44 pm

Nonstop2h 19m

$159

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/8

5:41 pm-7:25 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sat 10/11

5:50 pm-9:03 pm

Nonstop2h 13m

$172

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from New York LaGuardia Airport to Chicago

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from New York LaGuardia Airport, with most prices found around $214. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from New York LaGuardia Airport to Chicago during February average around $224.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $295. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from New York LaGuardia Airport to Chicago for around $389.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New York LaGuardia Airport to Chicago during this time can be as low as $261. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $368.

What is the cheapest New York LaGuardia to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from New York LaGuardia Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $265 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York LaGuardia Airport for as low as $211 on momondo.

What cabin class options are available on New York LaGuardia to Chicago flights?

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

How have New York LaGuardia Airport to Chicago flight prices changed over time?

As of September 2025, prices for New York LaGuardia Airport to Chicago flights are approximately 39% cheaper when compared to flights at the same time last year.

When to book flights from New York LaGuardia Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from New York LaGuardia Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap New York LaGuardia Airport to Chicago (LGA to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York LaGuardia Airport to Chicago

Best Price Found	$115
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from New York LaGuardia Airport in the past 72 hours is $115. The best round-trip flight deal from New York LaGuardia Airport to Chicago found on momondo in the last 72 hours is $196.

The fastest flight from New York LaGuardia Airport to Chicago takes 2h 20m

Direct flights go from New York LaGuardia Airport to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

How far is New York LaGuardia to Chicago by plane?
The straight-line distance from New York LaGuardia to Chicago is 716.4 mi. Typically, this will take 2h 20m by plane in normal conditions.
When did momondo last update prices for flights from New York LaGuardia Airport to Chicago?
Prices for flights from New York LaGuardia Airport to Chicago were last updated today.
How many operators does momondo search for flights from New York LaGuardia Airport to Chicago?
There are 7 operators available for flights from New York LaGuardia Airport to Chicago as of September 2025.
How old do you have to be to fly from New York LaGuardia Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New York LaGuardia Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago 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. 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 LaGuardia Airport to Chicago?
Based on momondo bookings for flights between New York LaGuardia Airport and Chicago, the leading plane model is Boeing 737-800, making up 26.40% of the total bookings. Other popular models include Boeing 737 MAX 8 with 15.81%, Airbus A319 with 7.02%, and Airbus A321neo with 6.94%.
What is the most popular airline from New York LaGuardia Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from New York LaGuardia Airport to Chicago is United Airlines (27% of total bookings). The next most popular airlines are American Airlines (26%), Spirit Airlines (16%), and Delta (15%).

Best airlines flying from New York LaGuardia Airport to Chicago

Compare and see reviews for airlines that fly from New York LaGuardia Airport to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $70	Free Cancellation	Rating 6.3 8,023 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $97	Free Cancellation	Rating 5.8 3,173 reviews	Search Frontier flights
JetBlue	PriceFrom $114	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
Delta	PriceFrom $140	Free Cancellation	Rating 7.9 7,961 reviews	Search Delta flights
American Airlines	PriceFrom $147	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $148	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
Southwest	PriceFrom $154	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights

Southwest Flights From New York LaGuardia Airport to Chicago
Southwest flight deals from New York LaGuardia Airport to Chicago start from $154 round-trip. Over the 36 Southwest flights for this route in a normal week, average airfare is usually $263 round-trip - but some users have found much cheaper deals with momondo.
Delta Flights From New York LaGuardia Airport to Chicago
The best Delta deal for New York LaGuardia Airport to Chicago flight tickets found on momondo in the last 72 hours was $140, round-trip. It should be noted that an average Delta flight deal for this route in this time was higher, at $305 round-trip. Delta operates 53 flights out of New York LaGuardia Airport into Chicago in an average week, so prices vary by time and availability. 7,961 Delta reviews by users on momondo have scored the airline at 7.9/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

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 recognisable 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 offers price alerts on flights to Chicago from New York. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from New York LaGuardia Airport to Chicago from $70

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Find the cheapest flights from New York LaGuardia Airport to Chicago

Cheap round-trip flights

Cheap one-way flights

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American Airlines flights from New York LaGuardia Airport to Chicago

Our best American Airlines deals on New York LaGuardia Airport to Chicago flight tickets

Spirit Airlines flights from New York LaGuardia Airport to Chicago

Our best Spirit Airlines deals on New York LaGuardia Airport to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from New York LaGuardia Airport to Chicago

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?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New York LaGuardia Airport to Chicago during this time can be as low as $261. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $368.

What is the cheapest New York LaGuardia to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

What cabin class options are available on New York LaGuardia to Chicago flights?

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

How have New York LaGuardia Airport to Chicago flight prices changed over time?

As of September 2025, prices for New York LaGuardia Airport to Chicago flights are approximately 39% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from New York LaGuardia to Chicago?

United Airlines, Southwest, and Frontier are the most popular carriers operating from New York LaGuardia to Chicago

What airlines fly to Chicago?

How many flights depart from New York LaGuardia Airport to Chicago on average per day?

66 flights are operational daily from New York LaGuardia Airport to Chicago as of September 2025. The most popular departure time for this route is 2:00PM, with 40% of flights per day taking off in the afternoon.

How many flights depart from New York LaGuardia Airport to Chicago on average per week?

As of September 2025, there are 466 flights per week flying from New York LaGuardia Airport to Chicago. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.

When to book flights from New York LaGuardia Airport to Chicago

Cheap New York LaGuardia Airport to Chicago (LGA to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York LaGuardia Airport to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is New York LaGuardia to Chicago by plane?

When did momondo last update prices for flights from New York LaGuardia Airport to Chicago?

How many operators does momondo search for flights from New York LaGuardia Airport to Chicago?

How old do you have to be to fly from New York LaGuardia Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from New York LaGuardia Airport to Chicago?

What is the most popular airline from New York LaGuardia Airport to Chicago?

Best airlines flying from New York LaGuardia Airport to Chicago

Compare and see reviews for airlines that fly from New York LaGuardia Airport to Chicago with momondo

Southwest Flights From New York LaGuardia Airport to Chicago

Delta Flights From New York LaGuardia Airport to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago