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

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Returns from £62.58

One-way from £37.86

Flights are available to Orlando International from Midway with a choice of 2 airliners, 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.

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 Airlines888888706:4521:30VIEW FLIGHTS
Frontier100112117:2617:32VIEW FLIGHTS

The most direct flights offered from Orlando International to Midway United States are by Southwest Airlines with around 55 flights a week. These operate from 06:45 with the latest flight being at 21:30. The most popular flight no is WN1037, WN1270, WN1412 and WN1544.

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
06:45
AirlineFlightNo
Southwest AirlinesWN1037
08:20
AirlineFlightNo
Southwest AirlinesWN1544
09:50
AirlineFlightNo
Southwest AirlinesWN432
12:10
AirlineFlightNo
Southwest AirlinesWN2810
16:25
AirlineFlightNo
Southwest AirlinesWN2427
17:32
AirlineFlightNo
FrontierF91457
18:10
AirlineFlightNo
Southwest AirlinesWN3212
19:50
AirlineFlightNo
Southwest AirlinesWN4834
21:30
AirlineFlightNo
Southwest AirlinesWN4985
VIEW FLIGHTS
Tuesday
07:15
AirlineFlightNo
Southwest AirlinesWN1037
09:55
AirlineFlightNo
Southwest AirlinesWN1544
11:40
AirlineFlightNo
Southwest AirlinesWN2810
14:40
AirlineFlightNo
Southwest AirlinesWN1270
16:35
AirlineFlightNo
Southwest AirlinesWN1412
17:55
AirlineFlightNo
Southwest AirlinesWN2427
19:35
AirlineFlightNo
Southwest AirlinesWN4834
21:05
AirlineFlightNo
Southwest AirlinesWN4985
VIEW FLIGHTS
Wednesday
07:15
AirlineFlightNo
Southwest AirlinesWN1037
09:55
AirlineFlightNo
Southwest AirlinesWN1544
11:40
AirlineFlightNo
Southwest AirlinesWN2810
14:40
AirlineFlightNo
Southwest AirlinesWN1270
16:35
AirlineFlightNo
Southwest AirlinesWN1412
17:55
AirlineFlightNo
Southwest AirlinesWN2427
19:35
AirlineFlightNo
Southwest AirlinesWN4834
21:05
AirlineFlightNo
Southwest AirlinesWN4985
VIEW FLIGHTS
Thursday
06:45
AirlineFlightNo
Southwest AirlinesWN1037
08:20
AirlineFlightNo
Southwest AirlinesWN1544
09:50
AirlineFlightNo
Southwest AirlinesWN432
12:10
AirlineFlightNo
Southwest AirlinesWN2810
16:25
AirlineFlightNo
Southwest AirlinesWN2427
17:32
AirlineFlightNo
FrontierF91457
18:10
AirlineFlightNo
Southwest AirlinesWN3212
19:50
AirlineFlightNo
Southwest AirlinesWN4834
21:30
AirlineFlightNo
Southwest AirlinesWN4985
VIEW FLIGHTS
Friday
06:45
AirlineFlightNo
Southwest AirlinesWN1037
08:20
AirlineFlightNo
Southwest AirlinesWN1544
09:50
AirlineFlightNo
Southwest AirlinesWN432
12:10
AirlineFlightNo
Southwest AirlinesWN2810
16:25
AirlineFlightNo
Southwest AirlinesWN2427
17:32
AirlineFlightNo
FrontierF91457
18:10
AirlineFlightNo
Southwest AirlinesWN3212
19:50
AirlineFlightNo
Southwest AirlinesWN4834
21:30
AirlineFlightNo
Southwest AirlinesWN4985
VIEW FLIGHTS
Saturday
06:30
AirlineFlightNo
Southwest AirlinesWN1037
06:50
AirlineFlightNo
FrontierF93853
07:55
AirlineFlightNo
Southwest AirlinesWN1544
10:40
AirlineFlightNo
Southwest AirlinesWN432
11:45
AirlineFlightNo
Southwest AirlinesWN2810
13:55
AirlineFlightNo
Southwest AirlinesWN1412
15:35
AirlineFlightNo
Southwest AirlinesWN2427
17:32
AirlineFlightNo
FrontierF91457
18:00
AirlineFlightNo
Southwest AirlinesWN4568
19:35
AirlineFlightNo
Southwest AirlinesWN4834
VIEW FLIGHTS
Sunday
07:20
AirlineFlightNo
Southwest AirlinesWN1544
09:25
AirlineFlightNo
Southwest AirlinesWN432
12:40
AirlineFlightNo
Southwest AirlinesWN2810
14:15
AirlineFlightNo
Southwest AirlinesWN1270
16:00
AirlineFlightNo
Southwest AirlinesWN2427
17:26
AirlineFlightNo
FrontierF91457
18:35
AirlineFlightNo
Southwest AirlinesWN1412
20:00
AirlineFlightNo
Southwest AirlinesWN4834
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 to Chicago Midway01,368 km (850 miles)2 Hours 25 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
Tampa to Chicago Midway01,607 km (998 miles)2 Hours 42 Minutes
Vero Beach to Chicago Midway01,706 km (1,060 miles)2 Hours 49 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 £37.86 ($49 €45.30)
£37.86
$49 | €45.30
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 £62.58 ($81 €74.88)
£62.58
$81 | €74.88
Check Latest Price
1+ STOP(S)
What is the cheapest flight one way from Orlando MCO to Chicago MDW?
The cheapest flight one way from Orlando MCO to Chicago MDW is £37.86 ($49 €45.30)
£37.86
$49 | €45.30
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.

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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): Frontier, Southwest Airlines.
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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