Cheap Flight Tickets from Chicago (MDW) to Orlando (MCO), Starting at $84

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

$301

F9 Frontier Airlines • 1 stop • 12h 39m

Nov 07 – Nov 14

The cheapest round trip flight from Chicago to Orlando (MDW-MCO-MDW) is currently $301

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Cheapest One way Flight

$207

WN Southwest Airlines • 1 stop • 8h 35m

Oct 13

The cheapest one way flight from Chicago to Orlando (MDW-MCO) is currently $207

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Cheapest Direct Flight

$347

WN Southwest Airlines • nonstop • 4h

Nov 07

The cheapest nonstop flight from Chicago to Orlando (MDW-MCO) is currently $347

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Fastest Flight

3h 50m

The fastest nonstop flight from Chicago to Orlando (MDW-MCO) takes 3h 50m

Top Airlines Flying from Chicago to Orlando

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska 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.

Nov 07 - Nov 14, Economy
F9
Chicago → Orlando
12h 39m
6:42 PM - 7:01 AM • 1 stop
F9
Chicago → Orlando
12h 39m
10:55 AM - 11:47 PM • 2 stops
$301
Frontier Airlines
Nov 07 - Nov 14, Economy
WN
Chicago → Orlando
12h 30m
10:25 AM - 7:15 PM • 1 stop
WN
Chicago → Orlando
5h
9:30 AM - 11:30 AM • nonstop
$357
Southwest Airlines
Nov 07 - Nov 14, Economy
WN
Chicago → Orlando
10h 10m
1:25 PM - 8:35 PM • 1 stop
WN
Chicago → Orlando
5h
9:30 AM - 11:30 AM • nonstop
$357
Southwest Airlines
Nov 07 - Nov 14, Economy
WN
Chicago → Orlando
11h 45m
7:35 AM - 3:40 PM • 1 stop
WN
Chicago → Orlando
5h
9:30 AM - 11:30 AM • nonstop
$357
Southwest Airlines
Nov 07 - Nov 14, Economy
WN
Chicago → Orlando
28h 35m
3:35 PM - 9:50 AM • 1 stop
WN
Chicago → Orlando
7h 25m
10:30 AM - 2:15 PM • 1 stop
$360
Southwest Airlines
Nov 07 - Nov 14, Economy
WN
Chicago → Orlando
4h 5m
7:50 AM - 11:35 AM • nonstop
WN
Chicago → Orlando
5h
9:30 AM - 11:30 AM • nonstop
$388
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 218
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 7:10 pm

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

What's the cheapest airline from mdw to mco?
Frontier Airlines offers budget-friendly flights from Chicago Midway International Airport (mdw) to Orlando International Airport (mco) with a round-trip fare for two passengers in Premium Economy class, including two stops. Booking at least 46 days in advance can help secure the best Low Fares. Please check the airline's website for the latest airfare information and to book your flight.
What's the popular airline to fly from mdw to mco?
Southwest Airlines offers flights from Chicago Midway International Airport (mdw) to Orlando International Airport (mco) with a premium economy cabin, suitable for two passengers. The flight has two stops and can be booked 46 days in advance. For budget-friendly airfares, consider Southwest Airlines, which provides affordable options for travelers.
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. Booking a flight on Sunday can help you secure a budget-friendly fare. You can find Low Fares on flights from mdw to mco on Sunday.
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, as it tends to have lower airfares compared to other months. You can expect to find budget-friendly flights during this period. Low fares and savings are available for Premium Economy bookings, making November an ideal time for your Round Trip journey.
Which airline/airlines fly from mdw to mco?
The airlines that fly from Chicago Midway International Airport (mdw) to Orlando International Airport (mco) include Southwest Airlines, United Airlines, Frontier Airlines, Delta Airlines, WestJet Airlines, American Airlines, Porter Airline, Volaris Airline, Air Transat, and JetBlue Airways.
What is the cheapest airline to fly from Chicago Midway International Airport to Orlando International Airport?
Frontier Airlines (F9) is one of the cheapest airlines to fly from Chicago Midway International Airport to Orlando International Airport.
How far in advance should I book my airfare for the best deals?
Booking your airfare at least 46 days in advance can help you find the best deals.
Can I find affordable flights from Milwaukee to Orlando on your website?
Yes, you can find affordable flights from Milwaukee to Orlando on our website.
What amenities can I expect in Premium Economy on this flight?
In Premium Economy, you can expect enhanced comfort with more legroom and additional amenities.
How many stops are there on this round trip flight?
There are 2 stops on this round trip flight.
Can I book my travel agency directly on your website?
No, you cannot book your travel agency directly on our website.
What are the July travel deals and discounts available on your website?
Check our website for July travel deals and discounts.

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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