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LaGuardia

$78+ Cheap flights from Midway (MDW) to LaGuardia, NY (LGA)

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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGA
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to New York LaGuardia are usually found in January or October, booked 56 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Midway to LaGuardia

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to LaGuardia (LGA). 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 August 7, 2025.

Round-trip from

$122
(Southwest)

One-way from

$78
(Southwest)

Popular in

June

Cheapest in

January

Average price

$312

Good round-trip deal

$169 or less

Good one-way deal

$99 or less
From Chicago Midway to New York LaGuardia
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One-way flight from Chicago Midway to New York LaGuardia
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Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to New York LaGuardia.
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Price to beat on a one-way flight from Chicago Midway to New York LaGuardia.
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Find flight deals from Midway to LaGuardia

Cheapest flights from Midway to LaGuardia
Explore the most affordable flight options available from Midway to LaGuardia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This Southwest deal was found by Cheapflights users on 8/6. 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 9/310:40 amMDW - LGA
Nonstop2h 05mSouthwest
Wed 9/103:35 pmLGA - MDW
Nonstop2h 30mSouthwest
Deal found 8/6$122
This Southwest deal was found by Cheapflights users on 8/6. 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 9/62:35 pmMDW - LGA
Nonstop2h 05mSouthwest
Tue 9/96:00 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/6$125
This Southwest deal was found by Cheapflights users on 8/6. 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 9/36:00 amMDW - LGA
Nonstop2h 00mSouthwest
Wed 9/32:10 pmLGA - MDW
Nonstop2h 25mSouthwest
Deal found 8/6$128
This Southwest deal was found by Cheapflights users on 8/6. 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 9/310:40 amMDW - LGA
Nonstop2h 05mSouthwest
Thu 9/49:40 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/6$134
This Southwest deal was found by Cheapflights users on 8/7. 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 9/135:40 pmMDW - LGA
Nonstop2h 10mSouthwest
Sat 9/207:30 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/7$136
This Southwest deal was found by Cheapflights users on 8/7. 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 9/246:00 amMDW - LGA
Nonstop2h 00mSouthwest
Thu 9/2511:00 amLGA - MDW
Nonstop2h 25mSouthwest
Deal found 8/7$137
This Southwest deal was found by Cheapflights users on 8/6. 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.
Fri 9/58:15 pmMDW - LGA
Nonstop2h 10mSouthwest
Sat 9/207:30 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/6$140
This Southwest deal was found by Cheapflights users on 8/7. 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 9/62:35 pmMDW - LGA
Nonstop2h 05mSouthwest
Mon 9/89:40 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/7$143
This Southwest deal was found by Cheapflights users on 8/6. 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 9/310:40 amMDW - LGA
Nonstop2h 05mSouthwest
Mon 9/226:00 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/6$144
This Southwest deal was found by Cheapflights users on 8/4. 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 9/176:00 amMDW - LGA
Nonstop2h 00mSouthwest
Sat 9/207:30 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 8/4$145

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to LaGuardia 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 August 7, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York LaGuardia Airport that are best for you.

Fly from

Midway

Fly to

LaGuardia

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/3

10:40 am-1:45 pm

Nonstop2h 05m

New York LaGuardia

Wed 9/10

3:35 pm-5:05 pm

Nonstop2h 30m

$122

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 9/6

2:35 pm-5:40 pm

Nonstop2h 05m

New York LaGuardia

Wed 9/10

11:25 am-12:50 pm

Nonstop2h 25m

$125

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/3

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Wed 9/3

2:10 pm-3:35 pm

Nonstop2h 25m

$128

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/3

10:40 am-1:45 pm

Nonstop2h 05m

New York LaGuardia

Thu 9/4

9:40 pm-11:00 pm

Nonstop2h 20m

$134

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 9/6

2:35 pm-5:40 pm

Nonstop2h 05m

New York LaGuardia

Tue 9/9

6:15 pm-10:25 pm

1 stop5h 10m

$135

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 9/13

5:40 pm-8:50 pm

Nonstop2h 10m

New York LaGuardia

Sat 9/20

7:30 am-8:50 am

Nonstop2h 20m

$136

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/24

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Thu 9/25

11:00 am-12:25 pm

Nonstop2h 25m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 9/5

8:15 pm-11:25 pm

Nonstop2h 10m

New York LaGuardia

Sat 9/20

7:30 am-8:50 am

Nonstop2h 20m

$140

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 9/6

2:35 pm-5:40 pm

Nonstop2h 05m

New York LaGuardia

Mon 9/8

9:40 pm-11:00 pm

Nonstop2h 20m

$143

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/3

10:40 am-1:45 pm

Nonstop2h 05m

New York LaGuardia

Mon 9/22

6:00 am-7:20 am

Nonstop2h 20m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

Showing 1-10 of 22 results
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The best insider tips for Chicago Midway Airport to New York LaGuardia Airport 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 Chicago Midway Airport to New York LaGuardia Airport trip
Airports
MDW

Use the Orange Line train for a quick, 30-minute ride from downtown Chicago to MDW, offering a convenient and cost-effective travel option.

Read more about MDWby Ramsey Qubein
LGA

Take the M60 bus from LGA to connect with 11 NYC subway lines, offering a straightforward route to Manhattan neighborhoods.

Read more about LGAby Brandon Schultz
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on 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 Midway to LaGuardia

Have a flexible travel schedule? Discover the best time to fly to LaGuardia from Midway 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 Chicago Midway Airport to New York LaGuardia Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to LaGuardia. Price data was last updated on August 1, 2025.

Booking 55 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to New York LaGuardia Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York LaGuardia Airport (average of $199). Flying from Chicago Midway Airport to New York LaGuardia Airport in December is currently the most expensive (average of $268). 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 MDW to LGA?

Find hourly flight availability from Midway to LaGuardia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2025.

One of the essential ways to save on airfare from Chicago Midway Airport to New York LaGuardia Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 11% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to LaGuardia. Price data was last updated on August 3, 2025.

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

Reviews of airlines servicing LaGuardia

Get insights into the airlines that provide service to LaGuardia. 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 LaGuardia. Reviews last updated August 7, 2025.
Read reviews from past customers who have flown Southwest and Frontier from Chicago Midway Airport to New York LaGuardia Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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
4,247 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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.
Frontier
5.9
Fair
3,230 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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 Midway to LaGuardia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from Chicago Midway Airport to New York LaGuardia Airport round-trip?

    Southwest, at $122, was found to be the cheapest airline from Chicago Midway Airport to New York LaGuardia Airport.. Southwest is currently priced 56% below the average price you’ll pay for this route.

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

    Looking for the cheapest flight from Chicago Midway Airport to New York LaGuardia Airport? While on average our users pay $238, our data indicates the cheapest price to be $58. The most popular route (Chicago Midway - New York LaGuardia), is priced around $122.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to LaGuardia 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 Chicago Midway Airport to New York LaGuardia Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York LaGuardia Airport (average of $199). Flying from Chicago Midway Airport to New York LaGuardia Airport in December is currently the most expensive (average of $268). 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 New York LaGuardia Airport?

Book flights to New York LaGuardia Airport if you plan to visit one of these locations
Queens
Bronx
Elizabeth
Secaucus
Yonkers
Ronkonkoma
Absecon
East Rutherford
Mahwah
North Bergen
Staten Island
Stamford
Parsippany
New Brunswick
Carle Place
Westbury
Hoboken
East Brunswick
Avenel
Paterson

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Top 2 airlines flying from Midway to LaGuardia

Discover the top 2 airlines that operate flights from Midway to LaGuardia. 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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$80Average$128FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$152Average$283FlexibilityNo cancel feeOn-time63%

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