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LaGuardia

$71+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGA
Oct 18 — Oct 251
Sat 10/18
Sat 10/25
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 May, 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 September 18, 2025.

Round-trip from

$135
(SmartFares)

One-way from

$71
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$289

Good round-trip deal

$217 or less

Good one-way deal

$129 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. 10% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 18, 2025.

This Southwest deal was found by Cheapflights users on 9/16. 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.
Tue 10/77:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Wed 10/159:00 amLGA - MDW
Nonstop2h 35mSouthwest
Deal found 9/16$137
This SmartFares deal was found by Cheapflights users on 9/16. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:37 pmMDW - LGA
1 stop8h 07mFrontier
Tue 11/46:24 amLGA - MDW
1 stop6h 14mFrontier
Deal found 9/16$138
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/158:05 amMDW - LGA
1 stop7h 24mFrontier
Wed 10/225:59 pmLGA - MDW
1 stop27h 22mFrontier
Deal found 9/15$141
This Southwest deal was found by Cheapflights users on 9/17. 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.
Mon 10/208:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Wed 10/229:00 amLGA - MDW
Nonstop2h 35mSouthwest
Deal found 9/17$142
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/11:37 pmMDW - LGA
1 stop8h 50mFrontier
Tue 11/46:24 amLGA - MDW
1 stop6h 14mFrontier
Deal found 9/16$143
This Frontier deal was found by Cheapflights users on 9/16. 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.
Sat 10/411:23 amMDW - LGA
1 stop7h 39mFrontier
Mon 10/66:30 amLGA - MDW
1 stop10h 55mFrontier
Deal found 9/16$144
This Flightnetwork deal was found by Cheapflights users on 9/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:28 pmMDW - LGA
1 stop17h 36mFrontier
Sun 10/2610:00 pmLGA - MDW
1 stop14h 08mFrontier
Deal found 9/16$146
This Southwest deal was found by Cheapflights users on 9/17. 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 10/159:05 amMDW - LGA
1 stop7h 45mSouthwest
Wed 10/226:05 amLGA - MDW
Nonstop2h 25mSouthwest
Deal found 9/17$147
This Southwest deal was found by Cheapflights users on 9/17. 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 11/56:00 amMDW - LGA
Nonstop2h 00mSouthwest
Sat 11/82:15 pmLGA - MDW
Nonstop2h 30mSouthwest
Deal found 9/17$148
This Trip.com deal was found by Cheapflights users on 9/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/411:23 amMDW - LGA
1 stop7h 39mFrontier
Wed 10/86:30 amLGA - MDW
1 stop8h 08mFrontier
Deal found 9/16$150
This Trip.com deal was found by Cheapflights users on 9/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/232:32 pmMDW - LGA
1 stop8h 25mFrontier
Wed 10/86:30 amLGA - MDW
1 stop8h 08mFrontier
Deal found 9/16$151

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 September 18, 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 10/22

8:25 am-11:30 am

Nonstop2h 05m

New York LaGuardia

Sat 10/25

8:15 am-9:40 am

Nonstop2h 25m

$142

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/19

11:15 am-5:05 pm

1 stop4h 50m

New York LaGuardia

Wed 12/3

4:45 pm-6:15 pm

Nonstop2h 30m

$147

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 10/3

8:20 pm-11:25 pm

Nonstop2h 05m

New York LaGuardia

Tue 10/7

6:05 am-7:30 am

Nonstop2h 25m

$152

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 10/28

7:55 am-1:25 pm

1 stop4h 30m

New York LaGuardia

Thu 10/30

9:00 am-10:35 am

Nonstop2h 35m

$152

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 10/25

5:50 pm-8:55 pm

Nonstop2h 05m

New York LaGuardia

Sat 11/8

2:15 pm-3:45 pm

Nonstop2h 30m

$153

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/12

10:00 am-5:05 pm

2 stops6h 05m

New York LaGuardia

Mon 11/17

9:55 pm-11:20 pm

Nonstop2h 25m

$157

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/5

8:25 am-11:30 am

Nonstop2h 05m

New York LaGuardia

Sat 11/8

2:50 pm-6:55 pm

1 stop5h 05m

$158

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/12

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Sat 11/15

12:50 pm-6:45 pm

1 stop6h 55m

$158

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mon 10/20

8:20 pm-11:25 pm

Nonstop2h 05m

New York LaGuardia

Fri 10/24

2:40 pm-10:15 pm

1 stop8h 35m

$163

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 12/10

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Sat 1/17

6:35 am-4:55 pm

2 stops11h 20m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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 September 12, 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 September 18, 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 14% 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 September 14, 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 September 18, 2025.
Read reviews from past customers who have flown Southwest and Spirit Airlines 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
4,242 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,022 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 05m. Fly via Southwest to get the fastest option. Airlines will cover a distance of 722 mi. Generally, flights for this route are nonstop.

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

    Spirit Airlines, at $80, was found to be the cheapest airline from Chicago Midway Airport to New York LaGuardia Airport. An alternate airline flying to your destination would be Southwest. Spirit Airlines is currently priced 72% 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 $290, our data indicates the cheapest price to be $78. The most popular route (Chicago Midway - New York LaGuardia), is priced around $137.

  • 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
Mahwah
Secaucus
Yonkers
Ronkonkoma
East Rutherford
North Bergen
Stamford
Staten Island
New Brunswick
Absecon
Carle Place
East Brunswick
Westbury
Avenel
Paterson
Fort Lee
Seaside Heights

Browse thousands of different options on Cheapflights for your next trip

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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 September 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$80Average$128FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$162Average$289FlexibilityNo cancel feeOn-time63%

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