Southwest® flights from Chicago (Midway) to New York (LaGuardia) from $109
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Low fares from Chicago (Midway) to New York (LaGuardia)
$
Chicago (Midway) (MDW)to
New York (LaGuardia) (LGA)
Depart: 08/25/2026
One-way
Basic
From
$109
Seen: 26 minutes ago
Chicago (Midway) (MDW)to
New York (LaGuardia) (LGA)
Depart: 08/29/2026
One-way
Basic
From
$109
Seen: 22 minutes ago
Chicago (Midway) (MDW)to
New York (LaGuardia) (LGA)
Depart: 09/01/2026
One-way
Basic
From
$109
Seen: 2 hrs ago
Chicago (Midway) (MDW)to
New York (LaGuardia) (LGA)
Depart: 08/26/2026
One-way
Basic
From
$109
Seen: 21 minutes ago
Chicago (Midway) (MDW)to
New York (LaGuardia) (LGA)
Depart: 09/02/2026
One-way
Basic
From
$109
Seen: 3 hrs ago
Chicago (Midway) (MDW)to
New York (LaGuardia) (LGA)
Depart: 09/08/2026
One-way
Basic
From
$119
Seen: 9 hrs ago
Explore flights from Chicago (Midway) to New York (LaGuardia)
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Flight Details
Departing from:
Chicago Midway International Airport
Arriving at:
La Guardia Airport
Average flight time:
2 hours 2 minutes
Distance:
725 miles
Route Information
157† Weekly flights
- 7‡ Nonstop flights per day Monday through Friday
- 4‡ Nonstop flights on Saturday
- 7‡ Nonstop flights on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore New York (LaGuardia)
The city that never sleeps is full of amazing sights and sounds. Maybe you can squeeze a Broadway show into your itinerary, or spend time at the Metropolitan Museum of Art—the largest art museum in the United States. Consider exploring Ellis Island to learn about a very different type of travel experience! Climb the Statue of Liberty and admire the view. See the magnificent architecture of Gotham's skyscrapers for yourself, from the Empire State Building to the Flatiron or the Chrysler Building. These iconic sights can be accompanied by world-class restaurants and eateries or a simple slice of New York-style pizza—it's up to you!
New York City is one of the United States' great centers for culture and art. Whether you're interested in musicals, opera, ballet, or rock concerts, the Big Apple has it all. Award-winning shows are a constant feature of the New York arts scene. Get tickets for Shakespeare plays, the ballet, the hottest musicals, and more. From classical to modern, dramas to comedies, New York City has something for everyone.
Questions we hear the most
The average flight time from Chicago (Midway) to New York (LaGuardia) is 2 hours 2 minutes.
There are 157 weekly flights from Chicago (Midway) to New York (LaGuardia) on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (Midway) to New York (LaGuardia) 7 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (Midway) to New York (LaGuardia) 4 times per day on Saturdays and 7 times per day on Sundays.
To find the lowest fares by day and time to fly Chicago (Midway) to New York (LaGuardia) with Southwest, check out our Low Fare Calendar.
You can rent a car at La Guardia Airport book yours with your flight.
Yes! Flights from Chicago (Midway) to New York (LaGuardia)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.
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