Find Cheap Flights to Chicago (MDW) Starting from $193

Good to Know: Flights to MDW

Useful information for finding cheap flights to Chicago Midway International and booking your next trip

Cheapest Round Trip Flight

$211

DL Delta Airlines • 1 stop • 11h 44m

Oct 29 – Nov 02

The cheapest round trip flight from Lexington to Chicago (LEX-MDW-LEX) is currently $211

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Cheapest One way Flight

$358

WN Southwest Airlines • 1 stop • 8h 25m

Nov 01

The cheapest one way flight from New York to Chicago (LGA-MDW) is currently $358

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Cheapest Direct Flight

$193

UA United Airlines • nonstop • 2h 30m

Oct 29

The cheapest nonstop flight from Lexington to Chicago (LEX-MDW) is currently $193

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Fastest Flight

2h 19m

The fastest nonstop flight from Lexington to Chicago (LEX-MDW) takes 2h 19m

Top Airlines Flying to Chicago Midway International (MDW)

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

Sun Country Airlines (SY)

Sun Country Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Best Flight Deals to Chicago

Identify the most efficient round-trip flights to Chicago. We present options balancing cost and convenience for your return journey.

Oct 29 - Nov 02, Economy
DL
Lexington → Chicago
11h 44m
10:10 AM - 4:14 PM • 1 stop
DL
Lexington → Chicago
6h 48m
4:19 PM - 9:27 PM • 1 stop
$211
Delta Airlines
Oct 29 - Nov 02, Economy
DL
Lexington → Chicago
6h 50m
1:04 PM - 4:14 PM • 1 stop
DL
Lexington → Chicago
10h 39m
4:19 PM - 11:58 PM • 1 stop
$211
Delta Airlines
Oct 29 - Nov 02, Economy
DL
Lexington → Chicago
12h 27m
6:00 AM - 12:47 PM • 2 stops
DL
Lexington → Chicago
10h 39m
4:19 PM - 11:58 PM • 1 stop
$270
Delta Airlines
Oct 29 - Nov 02, Economy
DL
Lexington → Chicago
8h 54m
5:59 PM - 10:33 PM • 1 stop
DL
Lexington → Chicago
11h 40m
1:27 PM - 9:27 PM • 2 stops
$280
Delta Airlines
Oct 29 - Nov 02, Economy
DL
Lexington → Chicago
9h 4m
7:10 AM - 11:54 AM • 1 stop
DL
Lexington → Chicago
11h 40m
1:27 PM - 9:27 PM • 2 stops
$280
Delta Airlines
Oct 29 - Nov 02, Economy
DL
Lexington → Chicago
8h 23m
6:00 AM - 10:03 AM • 1 stop
DL
Lexington → Chicago
14h 4m
9:29 AM - 7:13 PM • 2 stops
$280
Delta Airlines

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FAQs on Flights to Chicago (MDW)

Which airlines fly to Chicago?
Airlines flying the most to Chicago (MDW)
What is the cheapest flight to MDW Airport?
In the past couple of days, the cheapest tickets to MDW were found on WN : USD 365
What are the most popular origin to Chicago (MDW)?
Travelers frequently travel from Lexington, New York, New York to Chicago (MDW)

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

What's the cheapest airline to mdw?
You can find affordable flights with Frontier Airlines for your Chicago Midway International (mdw) to destination. For a one-way trip with 2 passengers, booking in advance is recommended. Low fares can be found with budget-friendly flights if you plan ahead. Visit our website for the latest airfares and cheapest flights.
What's the popular airline to fly to mdw?
You can fly from Chicago Midway International Airport (mdw) to your destination on a budget-friendly flight with Southwest Airlines (WN), which operates a two-stop flight. Please note that Southwest Airlines is a popular airline for this route. You can book your flight in advance to secure the best airfare. For the best deals, consider booking at least 56 days in advance.
What's the cheapest day of the week to fly to mdw?
The cheapest day to fly to Chicago Midway International Airport (mdw) is Saturday. Flying on Saturdays can result in lower fares compared to other days of the week. For a 2-passenger Economy flight with 2 stops, booking at least 56 days in advance can help secure a budget-friendly option.
What's the cheapest month to fly to mdw?
The cheapest month to fly to Chicago Midway International Airport (mdw) is December, as it tends to offer lower fares compared to other months. This is due to the lower demand for air travel during the holiday season, resulting in more affordable options for passengers.
Which airline/airlines fly to mdw?
The airlines that fly to Chicago Midway International Airport (mdw) include Sun Country Airlines, American Airlines, Aeromexico, United Airlines, LATAM Airlines, Delta Airlines, and JetBlue Airways.
What are the cheapest flights from Chicago Midway International to Chicago Midway International?
You can find the cheapest flights from Chicago Midway International to Chicago Midway International on Frontier Airlines (F9) or Southwest Airlines (WN) with advance booking days of 56 and cheapest travel days on Saturday in December.
How can I book the best airfare for my trip to Chicago Midway International?
You can book the best airfare for your trip to Chicago Midway International through the website of Southwest Airlines (WN) or Frontier Airlines (F9) and take advantage of the cheapest fares during advance booking days of 56 and on travel days on Saturday in December.
What is the advance booking period for Frontier Airlines flights to Chicago Midway International?
The advance booking period for Frontier Airlines flights to Chicago Midway International is 56 days.
Can I find the cheapest flights to Chicago Midway International on Frontier Airlines website?
Yes, you can find the cheapest flights to Chicago Midway International on Frontier Airlines website.
How do I know if I have the cheapest airfare for my flight to Chicago Midway International?
You can check the cheapest airfare for your flight to Chicago Midway International by comparing prices on various airlines' websites, including Southwest Airlines (WN) and Frontier Airlines (F9).
Can I get the best deals on flights to Chicago Midway International through Southwest Airlines agency?
Yes, you can get the best deals on flights to Chicago Midway International through Southwest Airlines agency.
Can I book my flight to Chicago Midway International for the cheapest fare?
Yes, you can book your flight to Chicago Midway International for the cheapest fare on Southwest Airlines (WN) or Frontier Airlines (F9) during advance booking days of 56 and on travel days on Saturday in December.
What are the Southwest Airlines flight options for my trip to Chicago Midway International?
You can find flight options for your trip to Chicago Midway International on Southwest Airlines (WN).

Airport Information: Chicago Midway International (MDW)

IATA Code
MDW
Name
Chicago Midway International
City
Chicago
Country
US
Latitude
41.7859992980957
Longitude
-87.75240325927734

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