Score Cheap Flights from MDW: Compare Now

Good to Know: Cheapest and Fastest Flights from MDW

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

Cheapest Round Trip Flight

$421

F9 Frontier Airlines • 2 stops • 45h 4m

Oct 10 – Oct 17

The cheapest round trip flight from Chicago to Key West (MDW-EYW-MDW) is currently $421

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Cheapest One way Flight

$74

WN Southwest Airlines • 1 stop • 10h 25m

Sep 02

The cheapest one way flight from Chicago to Los Angeles (MDW-LAX) is currently $74

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Cheapest Direct Flight

$296

WN Southwest Airlines • nonstop • 4h 5m

Sep 08

The cheapest nonstop flight from Chicago to Orlando (MDW-MCO) is currently $296

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Fastest Flight

3h 20m

The fastest nonstop flight from Chicago to Orlando (MDW-MCO) takes 3h 20m

Top Airlines Flying from Chicago Midway International (MDW)

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

Southwest Airlines-WN

Southwest Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Aeromexico Airline (AM)

Aeromexico

Air France-AF

Air France

LOT Polish Airlines (LO)

LOT - Polish Airlines

Emirates Airline, EK

Emirates Airlines

Most Recent Flight Deals from Chicago Now!

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

Oct 10 - Oct 17, Economy
F9
Chicago → Key West
45h 4m
6:15 AM - 10:19 AM • 2 stops
G4
Chicago → Key West
24h 11m
9:52 AM - 11:43 PM • 2 stops
$421
Frontier Airlines
Oct 10 - Oct 17, Economy
DL
Chicago → Key West
32h 8m
4:19 PM - 10:47 AM • 1 stop
DL
Chicago → Key West
15h 20m
7:40 AM - 6:00 PM • 2 stops
$596
Delta Airlines
Oct 10 - Oct 17, Economy
DL
Chicago → Key West
24h 17m
6:04 AM - 8:01 PM • 1 stop
DL
Chicago → Key West
15h 20m
7:40 AM - 6:00 PM • 2 stops
$646
Delta Airlines
Oct 10 - Oct 17, Economy
DL
Chicago → Key West
15h 32m
9:29 AM - 8:01 PM • 2 stops
DL
Chicago → Key West
8h 42m
6:11 PM - 10:33 PM • 1 stop
$667
Delta Airlines
Oct 10 - Oct 17, Economy
UA
Chicago → Key West
10h 29m
6:00 AM - 1:29 PM • 1 stop
UA
Chicago → Key West
10h 58m
2:15 PM - 8:13 PM • 1 stop
$838
United Airlines
Oct 10 - Oct 17, Economy
DL
Chicago → Key West
20h 11m
6:04 AM - 5:15 PM • 1 stop
DL
Chicago → Key West
3h 59m
11:38 AM - 3:17 PM • 1 stop
$980
Delta Airlines

Affordable Worldwide Flights from Chicago Midway International (MDW)

Looking for cheap last-minute flight deals or the best round-trip flight from Chicago? Find the biggest savings on one-way and round-trip tickets right here. Search and compare low-cost domestic airfares and international flight deals from MDW to all the popular destinations of the world using our flight search and compare platform. Some top destinations where people fly most from Chicago are Las Vegas, Los Angeles, Fort Lauderdale, Orlando, Miami and more.

FAQs on Flights from Chicago (MDW)

Which airlines fly from Chicago?
Airlines flying the most from Chicago (MDW)
What are the most popular destination from Chicago ( MDW )?
Travelers frequently travel to Charlotte, Key West, Los Angeles, Orlando, Ontario from Chicago

Airport Information: Chicago Midway International (MDW)

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

More Flight Options from Chicago, MDW

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