Orlando Airport (MCO) Flights to Chicago Airport (MDW)

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Flights are available to Orlando International from Midway with a choice of 4 airliners, Executive Aviation Corporation, Volaris, Frontier and Southwest Airlines. The journey time flying from Orlando International to Midway United States is around 2 Hours 41 Minutes. With the distance covered being 1,595 Km (991 Miles). The airport code for Orlando International is MCO and for Midway it is MDW.

The cost of the air travel varies depending on what day you travel and the time of day. Midway United States flights may be normally booked months in advance and this may be the best option if you intend to get the best prices from Orlando International. We recommend booking your flights to Midway United States in advance as prices normally increase the nearer the departure date.

Please note that the time difference at Midway is 6.0 GMT. So remember to change your watch before arriving at Midway.

If you plan on flying to Midway Airport from Orlando International Airport you can pre-arrange your long or short term parking at Orlando International Airport.

If you rented a vehicle at Midway Airport and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport.

Organise and book your choice of transport to Orlando International Airport:

Pre-booking your transportation requirements at Midway Airport can save a lot of time, hassle and money when arriving at the airport. Research and book your preferred choice of ground transportation at Midway Airport:

You can also research and pre-book a hotel near Midway Airport

The table below displays the numbers of daily flights from Orlando International (MCO) to Midway (MDW) and the relevant airlines that fly.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines766667706:5521:55VIEW FLIGHTS
Volaris100110110:3015:33VIEW FLIGHTS
Frontier100110110:3015:33VIEW FLIGHTS
Executive Aviation Corporation001000015:1715:17VIEW FLIGHTS

The most direct flights offered from Orlando International to Midway United States are by Southwest Airlines with around 45 flights a week. These operate from 06:55 with the latest flight being at 21:55. The most popular flight no is WN1156, WN1386, WN1423 and WN2286.

When travelling with Southwest Airlines it would be worth visiting their website www.southwest.com/?ref=southwestairlines.com for further information on bookings and special offers.

Below you can see the times of all flights. These flight times do vary so we recommend you look on the appropriate airline website for accurate information for the dates you are departing.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
06:55
AirlineFlightNo
Southwest AirlinesWN1423
09:50
AirlineFlightNo
Southwest AirlinesWN1386
10:30
AirlineFlightNo
VolarisY42472
FrontierF93853
12:30
AirlineFlightNo
Southwest AirlinesWN2905
15:20
AirlineFlightNo
Southwest AirlinesWN6321
16:45
AirlineFlightNo
Southwest AirlinesWN3719
18:05
AirlineFlightNo
Southwest AirlinesWN4791
20:50
AirlineFlightNo
Southwest AirlinesWN1156
VIEW FLIGHTS
Tuesday
08:00
AirlineFlightNo
Southwest AirlinesWN1386
10:35
AirlineFlightNo
Southwest AirlinesWN3673
14:00
AirlineFlightNo
Southwest AirlinesWN1423
16:35
AirlineFlightNo
Southwest AirlinesWN2905
18:25
AirlineFlightNo
Southwest AirlinesWN897
20:15
AirlineFlightNo
Southwest AirlinesWN1156
VIEW FLIGHTS
Wednesday
08:00
AirlineFlightNo
Southwest AirlinesWN1386
10:35
AirlineFlightNo
Southwest AirlinesWN3673
14:00
AirlineFlightNo
Southwest AirlinesWN1423
15:17
AirlineFlightNo
Executive Aviation CorporationSIY905
16:35
AirlineFlightNo
Southwest AirlinesWN2905
18:25
AirlineFlightNo
Southwest AirlinesWN897
20:15
AirlineFlightNo
Southwest AirlinesWN1156
VIEW FLIGHTS
Thursday
06:55
AirlineFlightNo
Southwest AirlinesWN1423
09:50
AirlineFlightNo
Southwest AirlinesWN1386
10:30
AirlineFlightNo
VolarisY42472
FrontierF93853
12:30
AirlineFlightNo
Southwest AirlinesWN2905
16:45
AirlineFlightNo
Southwest AirlinesWN3719
18:05
AirlineFlightNo
Southwest AirlinesWN4791
20:50
AirlineFlightNo
Southwest AirlinesWN1156
VIEW FLIGHTS
Friday
06:55
AirlineFlightNo
Southwest AirlinesWN1423
09:50
AirlineFlightNo
Southwest AirlinesWN1386
10:30
AirlineFlightNo
VolarisY42472
FrontierF93853
12:30
AirlineFlightNo
Southwest AirlinesWN2905
16:45
AirlineFlightNo
Southwest AirlinesWN3719
18:05
AirlineFlightNo
Southwest AirlinesWN4791
20:50
AirlineFlightNo
Southwest AirlinesWN1156
VIEW FLIGHTS
Saturday
06:25
AirlineFlightNo
Southwest AirlinesWN1423
10:00
AirlineFlightNo
Southwest AirlinesWN3673
11:40
AirlineFlightNo
Southwest AirlinesWN2838
13:45
AirlineFlightNo
Southwest AirlinesWN2765
14:45
AirlineFlightNo
Southwest AirlinesWN6556
15:55
AirlineFlightNo
Southwest AirlinesWN577
18:45
AirlineFlightNo
Southwest AirlinesWN4791
VIEW FLIGHTS
Sunday
08:10
AirlineFlightNo
Southwest AirlinesWN2765
12:35
AirlineFlightNo
Southwest AirlinesWN2905
14:50
AirlineFlightNo
Southwest AirlinesWN577
15:33
AirlineFlightNo
VolarisY42472
FrontierF93853
16:00
AirlineFlightNo
Southwest AirlinesWN6551
17:45
AirlineFlightNo
Southwest AirlinesWN1156
19:50
AirlineFlightNo
Southwest AirlinesWN897
21:55
AirlineFlightNo
Southwest AirlinesWN2286
VIEW FLIGHTS

Instead of flying directly from Orlando International and arrive at Midway, you may arrive Midway by another airport. Please see chart below for a list of these.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Jacksonville Craig Municipal to Chicago Midway01,391 km (864 miles)2 Hours 27 Minutes
Jacksonville to Chicago Midway01,368 km (850 miles)2 Hours 25 Minutes
Lakeland to Chicago Midway01,612 km (1,001 miles)2 Hours 42 Minutes
Punta Gorda Charlotte County to Chicago Midway01,734 km (1,078 miles)2 Hours 51 Minutes
Clearwater St Petersburg Clearwater to Chicago Midway01,610 km (1,000 miles)2 Hours 42 Minutes
Sarasota to Chicago Midway01,668 km (1,037 miles)2 Hours 46 Minutes
Stuart to Chicago Midway01,763 km (1,095 miles)2 Hours 53 Minutes
Tampa to Chicago Midway01,607 km (998 miles)2 Hours 42 Minutes

Before departing customs Orlando International make sure that you do not exceed baggage allowances as excess charges may be considerable.

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

DIRECT Frontier Airlines
What is the cheapest direct flight one way from Orlando MCO to Chicago MDW?
The cheapest direct flight one way from Orlando MCO to Chicago MDW is £48.19 ($64 €57.33)
£48.19
$64 | €57.33
Check Latest Price
DIRECT Frontier Airlines
What is the cheapest direct return flight from Orlando MCO to Chicago MDW?
The cheapest direct return flight from Orlando MCO to Chicago MDW is £96.38 ($128 €114.66)
£96.38
$128 | €114.66
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 MCO to MDW

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

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

Alternative Airports in United States with Connections from Orlando Airport

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