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LaGuardia

$74+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGA
May 30 — Jun 61
Sat 5/30
Sat 6/6
1 adult, Economy
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Find cheap flights from Midway to LaGuardia with Cheapflights

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Cheapflights Tip: The best prices from Chicago Midway to New York LaGuardia are usually found in October or January, booked 48 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap 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 April 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:27 pm
MDW
-
LGA
1 stop7h 29m
Frontier
Wed 6/36:29 am
LGA
-
MDW
1 stop16h 33m
Frontier
Deal found 4/27$151
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:24 pm
MDW
-
LGA
1 stop7h 32m
Frontier
Tue 5/1910:00 pm
LGA
-
MDW
1 stop14h 09m
Frontier
Deal found 4/27$164
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
MDW
-
LGA
1 stop10h 24m
Frontier
Tue 5/1910:00 pm
LGA
-
MDW
1 stop14h 09m
Frontier
Deal found 4/27$171
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:40 pm
MDW
-
LGA
Nonstop2h 05m
Southwest
Tue 6/167:25 am
LGA
-
MDW
Nonstop2h 25m
Southwest
Deal found 4/27$177
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:15 am
MDW
-
LGA
Nonstop2h 00m
Southwest
Tue 6/167:25 am
LGA
-
MDW
Nonstop2h 25m
Southwest
Deal found 4/27$182
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:24 pm
MDW
-
LGA
1 stop7h 32m
Frontier
Wed 5/136:29 am
LGA
-
MDW
1 stop16h 33m
Frontier
Deal found 4/27$183
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
MDW
-
LGA
1 stop10h 24m
Frontier
Wed 8/196:25 am
LGA
-
MDW
1 stop5h 44m
Frontier
Deal found 4/27$185
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:15 am
MDW
-
LGA
Nonstop2h 00m
Southwest
Sun 6/146:00 am
LGA
-
MDW
Nonstop2h 20m
Southwest
Deal found 4/27$187
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:27 pm
MDW
-
LGA
1 stop7h 29m
Frontier
Fri 6/510:00 pm
LGA
-
MDW
1 stop14h 04m
Frontier
Deal found 4/27$190
This Southwest deal was found by Cheapflights users on 4/28. 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.
Fri 5/297:50 pm
MDW
-
LGA
Nonstop2h 05m
Southwest
Mon 6/19:45 pm
LGA
-
MDW
Nonstop2h 25m
Southwest
Deal found 4/28$192
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:27 pm
MDW
-
LGA
1 stop7h 29m
Multiple Airlines
Wed 6/310:59 am
LGA
-
MDW
2 stops12h 03m
Multiple Airlines
Deal found 4/27$196

Find 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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$151
(Kiwi.com)

One-way from

$74
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$420

Good round-trip deal

$246 or less

Good one-way deal

$124 or less
Provider with most accurate pricing for Chicago Midway-New York LaGuardia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-New York LaGuardia flights.
Search Deals
From Chicago Midway to New York LaGuardia
Search Deals
One-way flight from Chicago Midway to New York LaGuardia
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to New York LaGuardia.
Search Deals
Price to beat on a one-way flight from Chicago Midway to New York LaGuardia.
Search Deals

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 April 30, 2026.
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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 7/2

7:45 pm-10:55 pm

Nonstop2h 10m

New York LaGuardia

Sun 7/5

6:00 am-7:20 am

Nonstop2h 20m

$177

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 6/12

7:45 pm-10:55 pm

Nonstop2h 10m

New York LaGuardia

Sun 6/14

6:00 am-7:20 am

Nonstop2h 20m

$177

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 6/9

7:50 am-2:45 pm

1 stop5h 55m

New York LaGuardia

Tue 6/16

6:00 am-7:20 am

Nonstop2h 20m

$207

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 5/19

7:25 pm-10:30 pm

Nonstop2h 05m

New York LaGuardia

Sat 5/23

6:05 pm-7:30 pm

Nonstop2h 25m

$207

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 6/3

2:30 pm-9:25 pm

1 stop5h 55m

New York LaGuardia

Tue 6/9

9:30 pm-10:55 pm

Nonstop2h 25m

$217
Quickest round-trip

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sun 5/24

5:20 am-8:20 am

Nonstop2h 00m

New York LaGuardia

Sun 5/31

6:00 am-7:25 am

Nonstop2h 25m

$227

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 6/10

5:20 pm-11:10 pm

1 stop4h 50m

New York LaGuardia

Wed 6/17

7:25 am-8:50 am

Nonstop2h 25m

$227

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 8/6

7:25 am-3:05 pm

1 stop6h 40m

New York LaGuardia

Sun 8/9

6:00 am-7:15 am

Nonstop2h 15m

$248

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 7/1

5:15 am-8:15 am

Nonstop2h 00m

New York LaGuardia

Sat 7/4

10:05 am-6:55 pm

2 stops9h 50m

$253

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 5/23

6:10 pm-9:15 pm

Nonstop2h 05m

New York LaGuardia

Sun 5/24

7:50 am-12:05 pm

1 stop5h 15m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Midway to LaGuardia

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to LaGuardia in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-New York LaGuardia Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New York LaGuardia Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New York LaGuardia Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-New York LaGuardia Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New York LaGuardia Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

Booking 46 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to New York LaGuardia Airport (average of $229). Flying from Chicago Midway Airport to New York LaGuardia Airport in April is currently the most expensive (average of $420). 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 April 30, 2026.

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 19% 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 April 25, 2026.

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.

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

The best insider tips for Chicago Midway Airport to New York LaGuardia Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to New York LaGuardia Airport trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

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 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

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 April 30, 2026.
Read reviews from past customers who have flown Southwest 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
4,314 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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.

  • How long is the flight from Chicago Midway Airport to New York LaGuardia Airport?

    There are many flights that can get you from Chicago Midway Airport to New York LaGuardia Airport in 2h 10m. Fly via Southwest to get the fastest option. Airlines will cover a distance of 722 mi. Generally, flights for this route are nonstop.

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

    Southwest, at $169, was found to be the cheapest airline from Chicago Midway Airport to New York LaGuardia Airport.. Southwest is currently priced 49% 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 $265, our data indicates the cheapest price to be $88. The most popular route (Chicago Midway - New York LaGuardia), is priced around $177.

  • 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to New York LaGuardia Airport (average of $229). Flying from Chicago Midway Airport to New York LaGuardia Airport in April is currently the most expensive (average of $420). 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
Mahwah
East Rutherford
Yonkers
Secaucus
Mount Laurel
North Bergen
Elizabeth
Irvington
Seaside Heights
Absecon
Parsippany
Edgewater
Carle Place
Staten Island
Tannersville
Carteret
Stamford
New Brunswick

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Top airline flying from Midway to LaGuardia

Discover the top airline 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$169Average$346FlexibilityNo cancel feeOn-time63%

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