Cheap Flight Tickets from Chicago (MDW) to New York (LGA), Starting at $445

Good to Know: Cheapest and Fastest MDW - LGA Flights

Useful information for finding best airline tickets from Chicago Midway International to La Guardia on your next trip.

Cheapest Round Trip Flight

$445

WN Southwest Airlines • nonstop • 3h 25m

Oct 16 – Oct 22

The cheapest round trip flight from Chicago to New York (MDW-LGA-MDW) is currently $445

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Cheapest Direct Flight

$445

WN Southwest Airlines • nonstop • 3h 25m

Oct 16

The cheapest nonstop flight from Chicago to New York (MDW-LGA) is currently $445

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Fastest Flight

3h 25m

The fastest nonstop flight from Chicago to New York (MDW-LGA) takes 3h 25m

Top Airlines Flying from Chicago to New York

Southwest Airlines-WN

Southwest Airlines

Latest Flight Deals from Chicago (MDW) to New York (LGA)

Compare and book low fare round-trip air tickets from Chicago to New York. Ideal for travelers with confirmed return itineraries.

Oct 16 - Oct 22, Economy
WN
Chicago → New York
3h 25m
5:10 PM - 8:15 PM • nonstop
WN
Chicago → New York
3h 40m
12:30 PM - 1:50 PM • nonstop
$445
Southwest Airlines
Oct 16 - Oct 22, Economy
WN
Chicago → New York
11h 50m
7:50 AM - 4:00 PM • 1 stop
WN
Chicago → New York
3h 40m
12:30 PM - 1:50 PM • nonstop
$455
Southwest Airlines
Oct 16 - Oct 22, Economy
WN
Chicago → New York
3h 30m
2:40 PM - 5:50 PM • nonstop
WN
Chicago → New York
3h 40m
12:30 PM - 1:50 PM • nonstop
$491
Southwest Airlines
Oct 16 - Oct 22, Economy
WN
Chicago → New York
3h 25m
5:10 AM - 8:15 AM • nonstop
WN
Chicago → New York
3h 40m
12:30 PM - 1:50 PM • nonstop
$491
Southwest Airlines
Oct 16 - Oct 22, Economy
WN
Chicago → New York
3h 25m
12:50 PM - 3:55 PM • nonstop
WN
Chicago → New York
3h 40m
12:30 PM - 1:50 PM • nonstop
$520
Southwest Airlines
Oct 16 - Oct 22, Economy
WN
Chicago → New York
10h
2:25 PM - 9:25 PM • 1 stop
WN
Chicago → New York
3h 40m
12:30 PM - 1:50 PM • nonstop
$530
Southwest Airlines

Fly from Chicago to New York with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to New York? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to New York Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to LGA?
The most popular airline flying from Chicago to New York are
Can I fly from MDW to LGA non-stop?
Yes, you can fly MDW to LGA non-stop on
Which airlines fly nonstop between Chicago and New York?
The non-stop flights between Chicago and New York are .
What’s the earliest departure time from MDW to LGA Airport?
The earliest flight leaves MDW at 5:10 am and lands in LGA - La Guardia
What are the airports in New York?
JFK,LGA,EWR
Can I make changes to my Chicago to New York flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to LGA?
Read the fare rules of the Chicago to New York air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and New York?
operate flights between Chicago and New York
How long does a flight from Chicago to New York take?
It takes approximately 2 hour to fly non-stop from MDW to LGA, which is 725.08 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to New York (LGA) ?
In the past couple of days, the cheapest tickets to LGA from MDW were found on WN : USD 530
Do I need a passport to fly between MDW and LGA?
No
What’s the latest departure time from MDW to LGA ?
The last flight leaves MDW at 7:35 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to lga?
You can find the cheapest flights from Chicago Midway International Airport (mdw) to La Guardia Airport (lga) on Southwest Airlines (WN). For a business class ticket, consider booking in advance to secure the best Low Fares. With 13 days of advance booking, you can find Budget-friendly flights that meet your needs.
What's the popular airline to fly from mdw to lga?
Southwest Airlines offers direct flights from Chicago Midway International Airport (mdw) to La Guardia Airport (lga), making it a convenient option for your one-way trip.
What's the cheapest day of the week to fly from mdw to lga?
The cheapest day to fly from Chicago Midway International Airport (mdw) to La Guardia Airport (lga) is Sunday. Flying on Sundays can often result in lower fares compared to other days of the week. For a business class ticket, consider booking your flight at least 13 days in advance to secure the best available rates. This can help you find budget-friendly flights and save on airfares.
What's the cheapest month to fly from mdw to lga?
The cheapest month to fly from Chicago Midway International (mdw) to La Guardia (lga) is June, as it tends to have lower airfares compared to other summer months. You can find budget-friendly flights on airlines offering low fares, airfare, and airfares, which are ideal for travelers looking for savings. Additionally, consider flying in July, December, October, February, or November for a more affordable option.
Which airline/airlines fly from mdw to lga?
The airlines that fly from Chicago Midway International Airport (mdw) to La Guardia Airport (lga) include Delta Airlines, Southwest Airlines, Gulf Air, WestJet Airlines, Frontier Airlines, Volaris Airline, American Airlines, JetBlue Airways, and United Airlines.
What is the cheapest fare from Milwaukee to La Guardia?
The cheapest fare from Milwaukee to La Guardia can be found on Southwest Airlines (WN) with fares starting from $150.
How far in advance can I book a one-way Business class ticket from Chicago Midway International to La Guardia?
It is recommended to book a one-way Business class ticket from Chicago Midway International to La Guardia at least 13 days in advance to get the best fares.
Can I get the latest airfare deals on flights from airport to La Guardia?
Yes, you can get the latest airfare deals on flights from airport to La Guardia on our website, fareleaders.com.
What is the agency that offers the best Business class seats with priority and lounge access?
Southwest Airlines (WN) offers the best Business class seats with priority and lounge access.
How can I find the best airline for my July trip?
You can find the best airline for your July trip by checking our website, fareleaders.com, for the latest airfare deals and flight schedules.
What is the difference between a one-way and round-trip airfare?
A one-way airfare is a single leg flight, while a round-trip airfare is a two-way flight.
Can I book a Business class ticket with flatbed seats on a one-stop flight?
Yes, you can book a Business class ticket with flatbed seats on a one-stop flight, but it may not be the cheapest option.
How can I get the latest updates on airfares and flight schedules?
You can get the latest updates on airfares and flight schedules by following our website, fareleaders.com, and signing up for our newsletter.

Chicago (MDW) to New York (LGA): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport La Guardia , New York, US
Distance 725 miles

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