Cheap Flight Tickets from Chicago (MDW) to Orlando (MCO), Starting at $123

Good to Know: Cheapest and Fastest MDW - MCO Flights

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

Cheapest Round Trip Flight

$258

DL Delta Airlines • 1 stop • 9h 14m

Aug 13 – Aug 15

The cheapest round trip flight from Chicago to Orlando (MDW-MCO-MDW) is currently $258

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Cheapest One way Flight

$123

WN Southwest Airlines • 2 stops • 35m

Aug 11

The cheapest one way flight from Chicago to Orlando (MDW-MCO) is currently $123

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Cheapest Direct Flight

$427

WN Southwest Airlines • nonstop • 3h 50m

Aug 13

The cheapest nonstop flight from Chicago to Orlando (MDW-MCO) is currently $427

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Fastest Flight

35m

The fastest nonstop flight from Chicago to Orlando (MDW-MCO) takes 35m

Top Airlines Flying from Chicago to Orlando

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Chicago (MDW) to Orlando (MCO)

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

Aug 13 - Aug 15, Economy
DL
Chicago → Orlando
9h 14m
5:10 PM - 12:04 AM • 1 stop
DL
Chicago → Orlando
8h 30m
4:45 PM - 8:55 PM • 1 stop
$258
Delta Airlines
Aug 13 - Aug 15, Economy
WN
Chicago → Orlando
3h 50m
7:50 PM - 11:20 PM • nonstop
WN
Chicago → Orlando
4h 10m
9:10 AM - 11:00 AM • nonstop
$427
Southwest Airlines
Aug 13 - Aug 15, Economy
WN
Chicago → Orlando
9h 15m
5:30 AM - 12:25 PM • 1 stop
WN
Chicago → Orlando
4h 10m
7:05 AM - 8:55 AM • nonstop
$437
Southwest Airlines
Aug 13 - Aug 15, Economy
WN
Chicago → Orlando
8h 35m
5:55 AM - 12:10 PM • 1 stop
WN
Chicago → Orlando
4h 10m
9:10 AM - 11:00 AM • nonstop
$437
Southwest Airlines
Aug 13 - Aug 15, Economy
WN
Chicago → Orlando
8h 30m
10:00 AM - 4:10 PM • 1 stop
WN
Chicago → Orlando
4h 10m
9:10 AM - 11:00 AM • nonstop
$437
Southwest Airlines
Aug 13 - Aug 15, Economy
WN
Chicago → Orlando
10h
3:10 PM - 10:10 PM • 1 stop
WN
Chicago → Orlando
4h 5m
7:10 PM - 8:55 PM • nonstop
$437
Southwest Airlines

Fly from Chicago to Orlando with the Best Airfare Deals on FareLeaders

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

FAQs on Chicago to Orlando Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to MCO?
The most popular airline flying from Chicago to Orlando are
Can I fly from MDW to MCO non-stop?
Yes, you can fly MDW to MCO non-stop on
Which airlines fly nonstop between Chicago and Orlando?
The non-stop flights between Chicago and Orlando are .
What’s the earliest departure time from MDW to MCO Airport?
The earliest flight leaves MDW at 5:00 am and lands in MCO - Orlando International
What are the airports in Orlando?
MCO
Can I make changes to my Chicago to Orlando 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 MCO?
Read the fare rules of the Chicago to Orlando 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 Orlando?
operate flights between Chicago and Orlando
How long does a flight from Chicago to Orlando take?
It takes approximately 3 hour to fly non-stop from MDW to MCO, which is 989.7 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Orlando (MCO) ?
In the past couple of days, the cheapest tickets to MCO from MDW were found on WN : USD 583
Do I need a passport to fly between MDW and MCO?
No
What’s the latest departure time from MDW to MCO ?
The last flight leaves MDW at 8:49 pm

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

What's the cheapest airline from mdw to mco?
Allegiant offers budget-friendly flights from Chicago Midway International Airport (mdw) to Orlando International Airport (mco), making it a great option for those looking for affordable airfares. With round-trip fares available, you can enjoy Low Fares on this route. Book in advance to secure Savings.
What's the popular airline to fly from mdw to mco?
You can fly from Chicago Midway International Airport (mdw) to Orlando International Airport (mco) on Southwest Airlines. As you're booking a round-trip journey, you may find affordable airfares and budget-friendly flights with this airline. For the best deals, it's recommended to book at least 42 days in advance.
What's the cheapest day of the week to fly from mdw to mco?
The cheapest day to fly from Chicago Midway International (mdw) to Orlando International (mco) is Sunday. Flying on Sundays can result in budget-friendly flights, making it a great option for travelers looking for affordable airfares.
What's the cheapest month to fly from mdw to mco?
The cheapest month to fly from Chicago Midway International Airport (mdw) to Orlando International Airport (mco) is November. This is based on historical data, which suggests that airfares tend to be lower during this time of year. You can expect to find budget-friendly flights with airlines such as those operating at mco airport.
Which airline/airlines fly from mdw to mco?
The airlines that fly from Chicago Midway International Airport (mdw) to Orlando International Airport (mco) include ITA Airways, Aeromexico, United Airlines, Finnair, American Airlines, Delta Airlines, Air New Zealand, British Airways, Austrian Airlines, and Royal Jordanian.
What are the available flights from Chicago Midway International Airport to Orlando International Airport?
You can find available flights from Chicago Midway International Airport to Orlando International Airport on fareleaders.com. Our website offers a user-friendly interface to search and compare airfares from various airlines, including Allegiant (G4), Southwest Airlines (WN), ITA Airways (AZ), Aeromexico (AM), United Airlines (UA), Finnair (AY), American Airlines (AA), Delta Airlines (DL), Air New Zealand (NZ), British Airways (BA), Austrian Airlines (OS), and Royal Jordanian (RJ).
Is it possible to get a discount on my airfare booking?
Yes, you can find great deals on round-trip flights with airlines like Allegiant (G4) or Southwest Airlines (WN) on fareleaders.com. Our website offers exclusive discounts and promotions that can help you save money on your airfare booking.
How do I search for and compare airfares on your website?
To search for and compare airfares on fareleaders.com, simply enter your travel dates, destination airport, and preferred airline. Our website will provide you with a list of available flights, fares, and airlines to choose from.
Can I book my Orlando International Airport to Chicago Midway International Airport flight in advance?
Yes, it is possible to book your airfare for Milwaukee on fareleaders.com in advance. Our website allows you to search and book flights up to 42 days before your travel date.
What makes fareleaders.com the best agency for travel planning?
Fareleaders.com offers a unique combination of user-friendly interface, extensive airline options, and exclusive discounts that make it the best agency for travel planning. Our website is designed to help you find the cheapest airfare deals on flights from Chicago Midway International Airport to Orlando International Airport.
How can I book my airfare for Milwaukee?
To book your airfare for Milwaukee, simply visit fareleaders.com and enter your travel dates, destination airport, and preferred airline. Our website will provide you with a list of available flights, fares, and airlines to choose from.
Can I find great deals on round-trip flights?
Yes, you can find great deals on round-trip flights with airlines like Allegiant (G4) or Southwest Airlines (WN) on fareleaders.com. Our website offers exclusive discounts and promotions that can help you save money on your airfare booking.

Chicago (MDW) to Orlando (MCO): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Orlando International , Orlando, US
Distance 990 miles

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