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

United Airlines, Southwest, and American Airlines 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 week?

As of July 2025, there are 464 flights per week flying from New York LaGuardia Airport to Chicago. The most common day of the week flights depart is Thu, with 18% of flights taking off on this day.

What airlines fly to Chicago?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from New York LaGuardia Airport according to our data. United Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 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 day?

66 flights are operational daily from New York LaGuardia Airport to Chicago as of July 2025. The most popular departure time for this route is 4:00PM, with 39% 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 6 operators available for flights from New York LaGuardia Airport to Chicago as of July 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.

$46 Cheap Flights from New York LaGuardia Airport to Chicago in 2025

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6:30 pm - 8:00 pmLGA-ORD

2h 30mnonstop

5:51 am - 9:00 amORD-LGA

2h 09mnonstop

$86Spirit Airlines

Find Deal

Tue, Aug 5 - Wed, Aug 6

6:59 am - 3:31 pmLGA-ORD

9h 32m1 stop

5:51 am - 9:00 amORD-LGA

2h 09mnonstop

$87Spirit Airlines

Find Deal

Tue, Aug 5 - Wed, Aug 6

6:30 pm - 8:00 pmLGA-ORD

2h 30mnonstop

5:51 am - 9:00 amORD-LGA

2h 09mnonstop

$88Spirit Airlines

Find Deal

Tue, Aug 5 - Wed, Aug 6

7:30 pm - 9:09 pmLGA-ORD

2h 39mnonstop

8:00 pm - 11:22 pmORD-LGA

2h 22mnonstop

$91United Airlines

Find Deal

Tue, Aug 5 - Sat, Aug 9

9:10 am - 10:35 amLGA-MDW

2h 25mnonstop

8:15 pm - 11:25 pmMDW-LGA

2h 10mnonstop

$91Southwest

Find Deal

Thu, Sep 4 - Mon, Sep 8

5:20 pm - 7:01 pmLGA-ORD

2h 41mnonstop

6:06 pm - 9:24 pmORD-LGA

2h 18mnonstop

$92American Airlines

Find Deal

Thu, Sep 4 - Mon, Sep 8

2:20 pm - 3:57 pmLGA-ORD

2h 37mnonstop

6:30 pm - 9:54 pmORD-LGA

2h 24mnonstop

$98United Airlines

Find Deal

Fri, Sep 5 - Mon, Sep 8

9:35 pm - 11:05 pmLGA-MDW

2h 30mnonstop

6:05 pm - 9:10 pmMDW-LGA

2h 05mnonstop

$98Southwest

Find Deal

Fri, Oct 3 - Mon, Oct 6

4:00 pm - 5:51 pmLGA-ORD

2h 51mnonstop

6:00 am - 9:00 amORD-LGA

2h 00mnonstop

$100American Airlines

Find Deal

Tue, Sep 16 - Fri, Sep 19

6:00 am - 7:32 amLGA-ORD

2h 32mnonstop

9:25 am - 12:40 pmORD-LGA

2h 15mnonstop

$137Delta

Find Deal

Wed, Aug 6 - Wed, Aug 13

United Airlines flights from New York LaGuardia Airport to Chicago

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

United Airlines

Aug 5

LGA7:30 pmNew York LaGuardia

2h 39m

ORD9:09 pmChicago O'Hare Intl

Aug 9

ORD8:00 pmChicago O'Hare Intl

2h 22m

LGA11:22 pmNew York LaGuardia

$91

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United Airlines

Sep 5

LGA2:20 pmNew York LaGuardia

2h 37m

ORD3:57 pmChicago O'Hare Intl

Sep 8

ORD6:30 pmChicago O'Hare Intl

2h 24m

LGA9:54 pmNew York LaGuardia

$98

Find similar

United Airlines

Sep 19

LGA7:30 pmNew York LaGuardia

2h 37m

ORD9:07 pmChicago O'Hare Intl

Sep 26

ORD8:00 pmChicago O'Hare Intl

2h 24m

LGA11:24 pmNew York LaGuardia

$105

Find similar

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

Sep 4

LGA5:20 pmNew York LaGuardia

2h 41m

ORD7:01 pmChicago O'Hare Intl

Sep 8

ORD6:06 pmChicago O'Hare Intl

2h 18m

LGA9:24 pmNew York LaGuardia

$92

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American Airlines

Sep 16

LGA4:00 pmNew York LaGuardia

2h 51m

ORD5:51 pmChicago O'Hare Intl

Sep 19

ORD6:00 amChicago O'Hare Intl

2h 00m

LGA9:00 amNew York LaGuardia

$100

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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 typical price of a round-trip flight between New York LaGuardia Airport and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from New York LaGuardia Airport, with most prices found around $186. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from New York LaGuardia Airport to Chicago during January average around $214.

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 $288. 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 $375.

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 $241. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $343.

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 $255 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 $209 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 July 2025, prices for New York LaGuardia Airport to Chicago flights are approximately 50% 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	$46
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 $46. The best round-trip flight deal from New York LaGuardia Airport to Chicago found on momondo in the last 72 hours is $86.

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)

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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 6 operators available for flights from New York LaGuardia Airport to Chicago as of July 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 23.99% of the total bookings. Other popular models include Boeing 737 MAX 8 with 17.34%, Airbus A321neo with 8.93%, and Airbus A320 (sharklets) with 8.92%.
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 American Airlines (25% of total bookings). The next most popular airlines are United Airlines (24%), Spirit Airlines (22%), and Delta (14%).

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 $74	Free Cancellation	Rating 6.3 8,055 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $128	Free Cancellation	Rating 5.9 3,267 reviews	Search Frontier flights
Delta	PriceFrom $129	Free Cancellation	Rating 8.0 7,951 reviews	Search Delta flights
American Airlines	PriceFrom $147	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $147	Free Cancellation	Rating 7.4 8,846 reviews	Search United Airlines flights
Southwest	PriceFrom $151	Free Cancellation	Rating 8.0 4,249 reviews	Search Southwest flights

Delta Flights From New York LaGuardia Airport to Chicago
Delta flight deals from New York LaGuardia Airport to Chicago start from $129 round-trip. Over the 47 Delta flights for this route in a normal week, average airfare is usually $287 round-trip - but some users have found much cheaper deals with momondo.
Southwest Flights From New York LaGuardia Airport to Chicago
The best Southwest deal for New York LaGuardia Airport to Chicago flight tickets found on momondo in the last 72 hours was $151, round-trip. It should be noted that an average Southwest flight deal for this route in this time was higher, at $253 round-trip. Southwest operates 35 flights out of New York LaGuardia Airport into Chicago in an average week, so prices vary by time and availability. 4,249 Southwest reviews by users on momondo have scored the airline at 8.0/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Monticello

Chesterton

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.

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Cheap flights from New York LaGuardia Airport to Chicago from $46

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Find the cheapest flights from New York LaGuardia Airport to Chicago

Cheap round-trip flights

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United Airlines flights from New York LaGuardia Airport to Chicago

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

American Airlines flights from New York LaGuardia Airport to Chicago

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

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 typical price of a round-trip flight between New York LaGuardia Airport and Chicago?

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 $241. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $343.

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 July 2025, prices for New York LaGuardia Airport to Chicago flights are approximately 50% 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 American Airlines 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 July 2025. The most popular departure time for this route is 4:00PM, with 39% 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 July 2025, there are 464 flights per week flying from New York LaGuardia Airport to Chicago. The most common day of the week flights depart is Thu, 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

Delta Flights From New York LaGuardia Airport to Chicago

Southwest 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