Cheap Flight Tickets from Chicago (MDW) to Orlando (MCO), Starting at $186

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

$191

DL Delta Airlines • 1 stop • 8h 56m

Sep 08 – Sep 17

The cheapest round trip flight from Chicago to Orlando (MDW-MCO-MDW) is currently $191

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Cheapest Direct Flight

$296

WN Southwest Airlines • nonstop • 3h 20m

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 to Orlando

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

WestJet Airlines

WestJet 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.

Sep 08 - Sep 17, Economy
DL
Chicago → Orlando
8h 56m
4:30 PM - 11:06 PM • 1 stop
DL
Chicago → Orlando
7h 14m
6:15 AM - 9:49 AM • 1 stop
$191
Delta Airlines
Sep 08 - Sep 17, Economy
DL
Chicago → Orlando
10h 52m
4:30 PM - 12:22 AM • 1 stop
DL
Chicago → Orlando
7h 14m
6:15 AM - 9:49 AM • 1 stop
$191
Delta Airlines
Sep 08 - Sep 17, Economy
DL
Chicago → Orlando
10h 53m
9:29 AM - 5:22 PM • 1 stop
DL
Chicago → Orlando
32h 27m
2:20 PM - 9:07 AM • 2 stops
$272
Delta Airlines
Sep 08 - Sep 17, Economy
WN
Chicago → Orlando
3h 20m
11:10 AM - 2:10 PM • nonstop
WN
Chicago → Orlando
4h 5m
1:50 PM - 3:35 PM • nonstop
$296
Southwest Airlines
Sep 08 - Sep 17, Economy
WN
Chicago → Orlando
3h 20m
11:10 AM - 2:10 PM • nonstop
WN
Chicago → Orlando
6h 50m
9:15 AM - 12:25 PM • 1 stop
$301
Southwest Airlines
Sep 08 - Sep 17, Economy
DL
Chicago → Orlando
15h 29m
6:05 AM - 4:34 PM • 1 stop
DL
Chicago → Orlando
7h 14m
6:15 AM - 9:49 AM • 1 stop
$305
Delta 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 6:05 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 301
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 6:20 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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