Flights from Chicago Airport MDW to Orlando Airport MCO

We've found the cheapest flights to Orlando

Returns from £68.35

One-way from £34.93

Flying between Midway to Orlando International is very convenient as there are 4 airliners offering direct flights including Flexjet, Volaris, Frontier and Southwest Airlines. The flight time is approximately 2 Hours 41 Minutes.

The cost of the flights varies significantly so we can’t provide you an estimate. Prices can be 50% cheaper if you book more than a month in advance. The cheapest flights available will generally be mid week or late in the evening, so if you are on a budget then these are the flight times you should consider. Alternatively, you could book well in advance and you flight could be up to 50% cheaper, especially with budget airliners. Flight to Orlando International will get more expensive the nearer you get the departure date, so it’s advisable to book in advance if it is possible.

When arriving at Orlando International don’t forget to set your watch to the local time!

To see all airliners that offer flights between Midway and Orlando International please see the table below.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines766776505:3522:25VIEW FLIGHTS
Frontier200121100:4421:04VIEW FLIGHTS
Volaris100011013:4017:42VIEW FLIGHTS
Flexjet000010019:3719:37VIEW FLIGHTS

Southwest Airlines offer the highest number of flights for this route with departures times between 05:35 and 22:25.

You can find the latest flight availability and prices from Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You can also book direct and get their latest discounts.

Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
00:44
AirlineFlight  No
FrontierF93854
05:35
AirlineFlight  No
Southwest AirlinesWN264
07:55
AirlineFlight  No
Southwest AirlinesWN1009
09:25
AirlineFlight  No
Southwest AirlinesWN1107
17:30
AirlineFlight  No
Southwest AirlinesWN971
17:42
AirlineFlight  No
VolarisY42089
FrontierF91458
18:50
AirlineFlight  No
Southwest AirlinesWN2054
19:10
AirlineFlight  No
Southwest AirlinesWN3498
21:15
AirlineFlight  No
Southwest AirlinesWN130
VIEW FLIGHTS
Tuesday
10:05
AirlineFlight  No
Southwest AirlinesWN264
12:30
AirlineFlight  No
Southwest AirlinesWN1254
15:30
AirlineFlight  No
Southwest AirlinesWN642
17:20
AirlineFlight  No
Southwest AirlinesWN3498
18:30
AirlineFlight  No
Southwest AirlinesWN2054
19:15
AirlineFlight  No
Southwest AirlinesWN4452
VIEW FLIGHTS
Wednesday
10:05
AirlineFlight  No
Southwest AirlinesWN264
12:30
AirlineFlight  No
Southwest AirlinesWN1254
15:30
AirlineFlight  No
Southwest AirlinesWN642
15:35
AirlineFlight  No
Southwest AirlinesWN4452
17:20
AirlineFlight  No
Southwest AirlinesWN3498
18:30
AirlineFlight  No
Southwest AirlinesWN2054
VIEW FLIGHTS
Thursday
05:35
AirlineFlight  No
Southwest AirlinesWN264
11:30
AirlineFlight  No
Southwest AirlinesWN1009
13:00
AirlineFlight  No
Southwest AirlinesWN1107
17:30
AirlineFlight  No
Southwest AirlinesWN971
19:10
AirlineFlight  No
Southwest AirlinesWN3498
21:04
AirlineFlight  No
FrontierF93854
21:15
AirlineFlight  No
Southwest AirlinesWN130
22:25
AirlineFlight  No
Southwest AirlinesWN2054
VIEW FLIGHTS
Friday
00:44
AirlineFlight  No
FrontierF93854
05:35
AirlineFlight  No
Southwest AirlinesWN264
11:30
AirlineFlight  No
Southwest AirlinesWN1009
13:00
AirlineFlight  No
Southwest AirlinesWN1107
13:40
AirlineFlight  No
VolarisY42089
17:21
AirlineFlight  No
FrontierF91458
17:30
AirlineFlight  No
Southwest AirlinesWN971
19:10
AirlineFlight  No
Southwest AirlinesWN3498
19:37
AirlineFlight  No
FlexjetLXJ389
21:15
AirlineFlight  No
Southwest AirlinesWN130
22:25
AirlineFlight  No
Southwest AirlinesWN2054
VIEW FLIGHTS
Saturday
08:10
AirlineFlight  No
Southwest AirlinesWN490
09:35
AirlineFlight  No
Southwest AirlinesWN264
10:25
AirlineFlight  No
Southwest AirlinesWN1254
11:51
AirlineFlight  No
VolarisY42089
FrontierF91458
17:10
AirlineFlight  No
Southwest AirlinesWN3728
18:45
AirlineFlight  No
Southwest AirlinesWN887
20:45
AirlineFlight  No
Southwest AirlinesWN4452
VIEW FLIGHTS
Sunday
09:40
AirlineFlight  No
Southwest AirlinesWN264
12:25
AirlineFlight  No
Southwest AirlinesWN1009
14:15
AirlineFlight  No
Southwest AirlinesWN1639
17:30
AirlineFlight  No
Southwest AirlinesWN4848
21:04
AirlineFlight  No
FrontierF93854
21:40
AirlineFlight  No
Southwest AirlinesWN608
VIEW FLIGHTS

If the airlines stated don’t offer flights that suite your travel times, you could look at alternative options. Below we have summarised flights from alternative departures airports and flights that are not direct.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Grand Rapids Gerald R Ford to Orlando02 Hours 45 Minutes
Milwaukee General Mitchell to Orlando02 Hours 50 Minutes
Madison Dane County Regional to Orlando02 Hours 55 Minutes
Chicago O'Hare to Orlando02 Hours 43 Minutes
Waukegan to Orlando02 Hours 45 Minutes

Before you start your journey remember to check you have all your documents; in particular, your passport and flight tickets. You will be surprised at the amount of people of forget these!

Don't forget to book your hire car!

Search for cheap vehicle rentals at MDW

Flight Price FAQ - Chicago (MDW) to Orlando (MCO)

DIRECT Frontier Airlines
What is the cheapest direct flight one way from Chicago MDW to Orlando MCO?
The cheapest direct flight one way from Chicago MDW to Orlando MCO is £34.93 ($46 €41.41)
£34.93
$46 | €41.41
Check Latest Price
DIRECT Frontier Airlines
What is the cheapest direct return flight from Chicago MDW to Orlando MCO?
The cheapest direct return flight from Chicago MDW to Orlando MCO is £68.35 ($90 €81.03)
£68.35
$90 | €81.03
Check Latest Price
1+ STOP(S)
What is the cheapest flight one way from Chicago MDW to Orlando MCO?
The cheapest flight one way from Chicago MDW to Orlando MCO is £31.90 ($42 €37.81)
£31.90
$42 | €37.81
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from MDW to MCO

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Flight Info FAQ - Chicago (MDW) to Orlando (MCO)

Who flies from Chicago to Orlando?
The following airlines fly from Chicago (MDW) to Orlando (MCO): Flexjet, Frontier, Southwest Airlines, Volaris.
How far is the flight from Chicago to Orlando?
The flight from Chicago to Orlando is 1,595KM or 991 miles.
How long does the flight from Chicago to Orlando to take?
The flight from Chicago to Orlando takes 2 Hours 41 Minutes.

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