Cheap Flight Tickets from Chicago (MDW) to Orlando (MCO), Starting at $154

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

$154

WN Southwest Airlines • 1 stop • 7h

Aug 06 – Aug 09

The cheapest round trip flight from Chicago to Orlando (MDW-MCO-MDW) is currently $154

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Cheapest One way Flight

$192

F9 Frontier Airlines • 1 stop • 10h 39m

Jul 23

The cheapest one way flight from Chicago to Orlando (MDW-MCO) is currently $192

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Cheapest Direct Flight

$185

F9 Frontier Airlines • nonstop • 5h 12m

Aug 06

The cheapest nonstop flight from Chicago to Orlando (MDW-MCO) is currently $185

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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

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 06 - Aug 09, Economy
WN
Chicago → Orlando
7h
5:30 PM - 10:50 PM • 1 stop
WN
Chicago → Orlando
21h 45m
8:45 PM - 8:50 AM • 1 stop
$154
Southwest Airlines
Aug 05 - Aug 08, Economy
F9
Chicago → Orlando
10h 27m
11:06 AM - 6:33 PM • 1 stop
F9
Chicago → Orlando
8h 59m
5:24 PM - 10:03 PM • 1 stop
$245
Frontier Airlines
Aug 05 - Aug 08, Economy
WN
Chicago → Orlando
20h 40m
8:50 AM - 10:30 PM • 2 stops
WN
Chicago → Orlando
11h 55m
8:05 AM - 2:20 PM • 1 stop
$262
Southwest Airlines
Aug 05 - Aug 08, Economy
WN
Chicago → Orlando
12h 25m
1:40 PM - 10:25 PM • 1 stop
WN
Chicago → Orlando
15h 10m
9:00 AM - 5:10 PM • 1 stop
$272
Southwest Airlines
Aug 06 - Aug 09, Economy
AA
Chicago → Orlando
4h 12m
7:45 PM - 11:37 PM • nonstop
F9
Chicago → Orlando
5h 11m
8:59 PM - 11:10 PM • nonstop
$287
American Airlines
Aug 06 - Aug 09, Economy
F9
Chicago → Orlando
23h 21m
9:27 PM - 12:28 PM • 1 stop
F9
Chicago → Orlando
58h 54m
11:17 PM - 9:51 AM • 3 stops
$673
Frontier 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 5:10 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 F9 : USD 192
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 9:57 pm

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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