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$79+ Cheap flights from LaGuardia, NY (LGA) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
LGA — CHI
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from New York LaGuardia to Chicago are usually found in September or January, booked 72 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from LaGuardia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from LaGuardia (LGA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 29, 2025.

Round-trip from

$150
(Cheapflightsfares)

One-way from

$79
(Delta)

Popular in

June

Cheapest in

September

Average price

$260

Good round-trip deal

$210 or less

Good one-way deal

$159 or less
From New York LaGuardia to Chicago (CHI)
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One-way flight from New York LaGuardia to Chicago (CHI)
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Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from New York LaGuardia to Chicago (CHI).
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Price to beat on a one-way flight from New York LaGuardia to Chicago (CHI).
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Find flight deals from LaGuardia to Chicago

Cheapest flights from LaGuardia to Chicago
Explore the most affordable flight options available from LaGuardia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1310:59 amLGA - ORD
1 stop9h 08mSpirit Airlines
Tue 8/1911:36 amORD - LGA
1 stop10h 44mSpirit Airlines
Deal found 7/28$150
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Thu 9/48:15 pmMDW - LGA
Nonstop2h 10mSouthwest
Deal found 7/28$152
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/198:30 pmLGA - ORD
Nonstop2h 50mDelta
Wed 8/207:15 amORD - LGA
Nonstop2h 15mDelta
Deal found 7/28$157
This CheapOair deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1211:30 amLGA - ORD
1 stop6h 08mMultiple Airlines
Wed 8/208:12 pmORD - LGA
1 stop12h 48mMultiple Airlines
Deal found 7/27$161
This Mytrip deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2410:59 amLGA - RFD
2 stops8h 54mMultiple Airlines
Mon 10/273:03 pmRFD - LGA
2 stops17h 57mMultiple Airlines
Deal found 7/29$184
This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1911:30 amLGA - MDW
1 stop5h 30mFrontier
Sat 9/2711:23 amMDW - LGA
1 stop7h 39mFrontier
Deal found 7/27$195
This Frontier deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/56:30 amLGA - ORD
1 stop11h 08mFrontier
Wed 8/67:00 amORD - LGA
1 stop14h 09mFrontier
Deal found 7/27$198
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/68:15 amLGA - ORD
2 stops14h 45mSouthwest
Mon 9/82:55 pmORD - LGA
1 stop6h 55mSouthwest
Deal found 7/28$199

Cheapflights Fare Finder

 
Customize your flight search to find flights from LaGuardia to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago that are best for you.

Fly from

LaGuardia

Fly to

Chicago

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/13

10:59 am-7:07 pm

1 stop9h 08m

Chicago O'Hare Intl

Tue 8/19

11:36 am-11:20 pm

1 stop10h 44m

$150

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/3

9:35 pm-10:55 pm

Nonstop2h 20m

Chicago Midway

Thu 9/4

8:15 pm-11:25 pm

Nonstop2h 10m

$152

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 8/19

8:30 pm-10:20 pm

Nonstop2h 50m

Chicago O'Hare Intl

Wed 8/20

7:15 am-10:30 am

Nonstop2h 15m

$157

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 8/12

11:30 am-4:38 pm

1 stop6h 08m

Chicago O'Hare Intl

Wed 8/20

8:12 pm-10:00 am

1 stop12h 48m

$161

New YorkChicago

LGA - RFD

LGARFD

New York LaGuardia

Fri 10/24

10:59 am-6:53 pm

2 stops8h 54m

Chicago Greater Rockford

Mon 10/27

3:03 pm-10:00 am

2 stops17h 57m

$184

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 9/19

11:30 am-4:00 pm

1 stop5h 30m

Chicago Midway

Sat 9/27

11:23 am-8:02 pm

1 stop7h 39m

$195

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/6

6:30 am-4:04 pm

1 stop10h 34m

Chicago O'Hare Intl

Wed 8/13

7:00 am-10:09 pm

1 stop14h 09m

$198

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/6

8:15 am-10:00 pm

2 stops14h 45m

Chicago O'Hare Intl

Fri 9/12

12:40 pm-10:30 pm

1 stop8h 50m

$199

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 8/19

4:05 pm-6:02 pm

Nonstop2h 57m

$79

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 8/19

9:35 pm-10:55 pm

Nonstop2h 20m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 18 results
1
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The best insider tips for New York LaGuardia Airport to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your New York LaGuardia Airport to Chicago trip
Airlines
United Airlines

United's Economy Plus offers extra legroom, perfect for added comfort on short flights.


Prepay checked bags on United to save on fees; ideal for budget-conscious travelers.

Read more about United Airlinesby Harriet Baskas
Spirit Airlines

Consider bundling bags and seats for savings on Spirit's low-cost flights.


Spirit's Big Front Seats offer 11 inches more legroom, ideal for comfort on short flights.

Read more about Spirit Airlinesby Daniel Scheffler
Southwest

Southwest offers two free checked bags, a great perk for budget travelers.


Enjoy free messaging and in-flight entertainment on Southwest's Wi-Fi-enabled flights.

Read more about Southwestby Marisa Garcia
Airports
LGA

LGA offers free Wi-Fi throughout the airport, ensuring you stay connected from check-in to boarding.

Read more about LGAby Brandon Schultz
ORD

For a quick city connection, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
MDW

MDW's Orange Line train offers a direct, affordable route to downtown Chicago in under 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on LGA

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Best time to book a flight from LaGuardia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from LaGuardia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New York LaGuardia Airport to Chicago

How far ahead should I book a flight from New York LaGuardia Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from LaGuardia to Chicago. Price data was last updated on July 25, 2025.

The best time to book flights from New York LaGuardia Airport to Chicago is 70 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from New York LaGuardia Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of $245). Flying from New York LaGuardia Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from LGA to CHI?

Find hourly flight availability from LaGuardia to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

It’s optimal to fly from New York LaGuardia Airport to Chicago in the evening. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from New York LaGuardia Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from LaGuardia to Chicago. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their New York LaGuardia Airport to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York LaGuardia Airport to Chicago

Explore weekly flight availability from LaGuardia to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 29, 2025.

The most flights from LGA to CHI are scheduled on a Tuesday (85 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

How much does it cost to fly round-trip from New York LaGuardia Airport to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from New York LaGuardia Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Spirit Airlines
6.3
Okay
8,044 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from LaGuardia to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from New York LaGuardia Airport to Chicago round-trip?

    Currently priced at $150, Spirit Airlines will fly you from New York LaGuardia Airport to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Delta - these airlines can fly you to your destination from $152 and $157, respectively. Users have found that Spirit Airlines is 39% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from New York LaGuardia Airport to Chicago one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $79. However, be on the lookout for offers from Southwest and Spirit Airlines, as they are both options that can get you from New York LaGuardia Airport to Chicago for a low price.

  • What are the most popular routes from New York LaGuardia Airport to Chicago?

    The most popular route from New York LaGuardia Airport to Chicago is New York LaGuardia - Chicago O'Hare Intl. You may also consider New York LaGuardia - Chicago Midway or New York LaGuardia - Chicago Greater Rockford.

  • What are the most reliable airlines from New York LaGuardia Airport to Chicago?

    Before booking your flight to Chicago from New York LaGuardia Airport, check out the most reliable airlines to get you to your destination on time: Republic Airways (86%), Japan Airlines (86%), ANA( 76%).

  • What are the cheapest flights from New York LaGuardia Airport to Chicago?

    Looking for the cheapest flight from New York LaGuardia Airport to Chicago? While on average our users pay $634, our data indicates the cheapest price to be $80. The most popular route (New York LaGuardia - Chicago O'Hare Intl), is priced around $70.

  • Can I find deals for flights from LaGuardia to Chicago that include hotel bookings?

    Yes. In addition to deals on LaGuardia to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from LaGuardia to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from LaGuardia to Chicago.

  • Can I find deals for business class flights from LaGuardia to Chicago?

    Yes. Cheapflights offers flight deals from LaGuardia to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New York LaGuardia Airport to Chicago?

    Currently, August is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of $245). Flying from New York LaGuardia Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for LaGuardia to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Newark to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to Midway flights
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Newark to St. Louis flights
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Stewart to O'Hare Intl flights
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John F Kennedy Intl to Moline flights
Newark to Moline flights
Newark to Rockford flights
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John F Kennedy Intl to Evansville flights
Newark to Peoria flights
LaGuardia to Evansville flights
Newark to Springfield flights
John F Kennedy Intl to Springfield flights
John F Kennedy Intl to Peoria flights
Newark to Evansville flights
John F Kennedy Intl to Bloomington flights
Newark to Bloomington flights
Stewart to Rockford flights
LaGuardia to Bloomington flights
John F Kennedy Intl to Champaign flights
Newark to Champaign flights
Newark to Dubuque flights
LaGuardia to Champaign flights
LaGuardia to Dubuque flights
LaGuardia to Springfield flights
LaGuardia to Decatur flights
Newark to Quincy flights
LaGuardia to Paducah flights
Newark to Paducah flights
Stewart to Moline flights
Stewart to Evansville flights
Stewart to St. Louis flights
Stewart to Peoria flights
LaGuardia to Marion flights
Newark to Marion flights
Stewart to Midway flights
John F Kennedy Intl to Dubuque flights

Top 7 airlines flying from LaGuardia to Chicago

Discover the top 7 airlines that operate flights from LaGuardia to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$73Average$176FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$114Average$229FlexibilityNo cancel feeOn-time62%
FrontierCheapest$128Average$385FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$295FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$147Average$269FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$148Average$294FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$152Average$253FlexibilityNo cancel feeOn-time63%

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