Cheap Flight Tickets from New York (LGA) to Chicago (MDW), Starting at $312

Good to Know: Cheapest and Fastest LGA - MDW Flights

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

Cheapest Round Trip Flight

$312

WN Southwest Airlines • nonstop • 4h 10m

Nov 13 – Nov 15

The cheapest round trip flight from New York to Chicago (LGA-MDW-LGA) is currently $312

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Cheapest Direct Flight

$312

WN Southwest Airlines • nonstop • 4h 10m

Nov 13

The cheapest nonstop flight from New York to Chicago (LGA-MDW) is currently $312

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Fastest Flight

3h 55m

The fastest nonstop flight from New York to Chicago (LGA-MDW) takes 3h 55m

Top Airlines Flying from New York to Chicago

Southwest Airlines-WN

Southwest Airlines

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

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

Nov 13 - Nov 15, Economy
WN
New York → Chicago
4h 10m
10:20 AM - 12:10 PM • nonstop
WN
New York → Chicago
3h 25m
5:00 AM - 8:05 AM • nonstop
$312
Southwest Airlines
Nov 13 - Nov 15, Economy
WN
New York → Chicago
3h 55m
5:55 PM - 7:30 PM • nonstop
WN
New York → Chicago
3h 20m
12:55 PM - 3:55 PM • nonstop
$312
Southwest Airlines
Nov 13 - Nov 15, Economy
WN
New York → Chicago
4h
3:05 PM - 4:45 PM • nonstop
WN
New York → Chicago
3h 20m
12:55 PM - 3:55 PM • nonstop
$312
Southwest Airlines
Nov 13 - Nov 15, Economy
WN
New York → Chicago
8h 45m
7:15 AM - 11:40 AM • 1 stop
WN
New York → Chicago
3h 25m
7:15 PM - 10:20 PM • nonstop
$322
Southwest Airlines
Nov 13 - Nov 15, Economy
WN
New York → Chicago
3h 55m
8:55 PM - 10:30 PM • nonstop
WN
New York → Chicago
7h 30m
10:20 AM - 4:10 PM • 1 stop
$322
Southwest Airlines
Nov 13 - Nov 15, Economy
WN
New York → Chicago
3h 55m
5:55 PM - 7:30 PM • nonstop
WN
New York → Chicago
7h 30m
10:20 AM - 4:10 PM • 1 stop
$322
Southwest Airlines

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

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

FAQs on New York to Chicago Flights

What are the airports in New York?
JFK,LGA,EWR
What’s the most popular airline flying from LGA to MDW?
The most popular airline flying from New York to Chicago are
Can I fly from LGA to MDW non-stop?
Yes, you can fly LGA to MDW non-stop on
Which airlines fly nonstop between New York and Chicago?
The non-stop flights between New York and Chicago are .
What’s the earliest departure time from LGA to MDW Airport?
The earliest flight leaves LGA at 7:15 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my New York to Chicago 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 LGA to MDW?
Read the fare rules of the New York to Chicago 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 New York and Chicago?
operate flights between New York and Chicago
How long does a flight from New York to Chicago take?
It takes approximately 2 hour to fly non-stop from LGA to MDW, which is 725.08 miles by air.
Which airlines provide the cheapest flights from New York (LGA) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from LGA were found on WN : USD 312
Do I need a passport to fly between LGA and MDW?
No
What’s the latest departure time from LGA to MDW ?
The last flight leaves LGA at 8:55 pm

Essential Information for Booking Flights from New York (LGA) - AI Insights

What's the cheapest airline from lga to mdw?
You can find the cheapest flights from La Guardia (LGA) to Chicago Midway International (MDW) on Southwest Airlines (WN) for a round-trip economy fare. Southwest Airlines offers budget-friendly flights with low fares, making it a great option for travelers. You can book your flight in advance to get the best airfare deals.
What's the popular airline to fly from lga to mdw?
You can fly from La Guardia Airport (LGA) to Chicago Midway International Airport (MDW) on Southwest Airlines (WN), a popular airline with a 2-stop flight option. Please note that Southwest Airlines is known for its budget-friendly fares. For round-trip flights, it's recommended to book at least 25 days in advance to secure the best airfares. You can find the cheapest flights on the fareleaders.com website.
What's the cheapest day of the week to fly from lga to mdw?
The cheapest day to fly from La Guardia (LGA) to Chicago Midway International (MDW) is Sunday. Flying on Sundays can result in lower fares compared to other days of the week. For a round-trip economy ticket with 6 passengers, booking in advance is recommended, such as 25 days prior to your trip. This can help you secure a budget-friendly flight.
What's the cheapest month to fly from lga to mdw?
The cheapest month to fly from La Guardia (LGA) to Chicago Midway International (MDW) is November, as it tends to have lower airfares compared to other months. Booking in advance, with at least 25 days prior to your trip, can help you secure even better deals. Low fares and budget-friendly flights are often available during this period, making it an ideal time to find cheap airline tickets for your round-trip journey.
Which airline/airlines fly from lga to mdw?
The airlines that fly from La Guardia Airport (LGA) to Chicago Midway International Airport (MDW) include Delta Airlines, JetBlue Airways, Frontier Airlines, Porter Airline, Southwest Airlines, and United Airlines.
What is the cheapest airline to fly from La Guardia to Chicago Midway International?
Southwest Airlines (WN)
How far in advance can I book a ticket for a round trip from La Guardia to Chicago Midway International?
Advance booking days: 25 days before departure
Can I book a Milwaukee airfare on a specific airline?
Yes, you can book a Milwaukee airfare on airlines like Delta Airlines (DL), JetBlue Airways (B6), Frontier Airlines (F9), Porter Airline (PD), Southwest Airlines (WN), United Airlines (UA), American Airlines (AA)
What is the best time to book a ticket for a July trip?
The best time to book a ticket for a July trip is in November, as it is the cheapest month to book
How do I compare airfares on your website?
To compare airfares on our website, simply enter your travel dates and destinations, and our algorithm will show you the cheapest options
What is the process for booking a ticket on your airline agency?
To book a ticket on our airline agency, simply select your flight options, pay for your ticket, and receive your confirmation email

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

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

More Flight Options for New York (LGA) and Chicago (MDW)

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