Flights from Orlando Airport MCO to Chicago Airport MDW

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Returns from £47.39

One-way from £21.06

A variety of 3 airline companies have direct flights to Midway to Orlando International, Volaris, Frontier and Southwest Airlines. The flight time from Orlando International to Midway is around 2 Hours 41 Minutes and you will cover 1,595 Km (991 Miles). The airport code for Orlando International is MCO and for Midway it is MDW.

Ticket prices are normally at a premium at weekends and can vary also with the time of day. If you are looking to get the cheapest flights possible then we recommend you travel mid week or in the late evening. On occasions, airliners may have special offers so look out for these. 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.

Please see below the airlines that fly from Orlando International (MCO) to Midway (MDW) and the amount of daily flights in operation.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines777577700:2522:50VIEW FLIGHTS
Frontier102211114:3421:33VIEW FLIGHTS
Volaris101111114:3421:33VIEW FLIGHTS

The most direct flights offered from Orlando International to Midway United States are by Southwest Airlines with around 47 flights a week. These operate from 00:25 with the latest flight being at 22:50. The most popular flight no is WN1021, WN1464, WN1747 and WN1898.

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 AirlinesWN1464
10:05
AirlineFlightNo
Southwest AirlinesWN4535
12:25
AirlineFlightNo
Southwest AirlinesWN1021
14:56
AirlineFlightNo
VolarisY42662
FrontierF93853
15:15
AirlineFlightNo
Southwest AirlinesWN1747
17:05
AirlineFlightNo
Southwest AirlinesWN3221
18:40
AirlineFlightNo
Southwest AirlinesWN549
21:10
AirlineFlightNo
Southwest AirlinesWN2094
VIEW FLIGHTS
Tuesday
06:50
AirlineFlightNo
Southwest AirlinesWN1464
09:15
AirlineFlightNo
Southwest AirlinesWN2972
12:40
AirlineFlightNo
Southwest AirlinesWN3602
17:25
AirlineFlightNo
Southwest AirlinesWN2299
18:45
AirlineFlightNo
Southwest AirlinesWN549
20:05
AirlineFlightNo
Southwest AirlinesWN2094
22:40
AirlineFlightNo
Southwest AirlinesWN3328
VIEW FLIGHTS
Wednesday
06:50
AirlineFlightNo
Southwest AirlinesWN1464
09:15
AirlineFlightNo
Southwest AirlinesWN2972
12:40
AirlineFlightNo
Southwest AirlinesWN3602
14:34
AirlineFlightNo
VolarisY42662
FrontierF93853
16:30
AirlineFlightNo
FrontierY42665
17:25
AirlineFlightNo
Southwest AirlinesWN2299
18:45
AirlineFlightNo
Southwest AirlinesWN549
20:05
AirlineFlightNo
Southwest AirlinesWN2094
22:40
AirlineFlightNo
Southwest AirlinesWN3328
VIEW FLIGHTS
Thursday
00:25
AirlineFlightNo
Southwest AirlinesWN3328
07:00
AirlineFlightNo
Southwest AirlinesWN2178
09:15
AirlineFlightNo
Southwest AirlinesWN1898
10:45
AirlineFlightNo
Southwest AirlinesWN873
13:15
AirlineFlightNo
Southwest AirlinesWN451
14:34
AirlineFlightNo
VolarisY42662
FrontierF93853
FrontierY42665
VIEW FLIGHTS
Friday
06:55
AirlineFlightNo
Southwest AirlinesWN1464
10:05
AirlineFlightNo
Southwest AirlinesWN4535
12:25
AirlineFlightNo
Southwest AirlinesWN1021
15:15
AirlineFlightNo
Southwest AirlinesWN1747
17:20
AirlineFlightNo
Southwest AirlinesWN3221
18:40
AirlineFlightNo
Southwest AirlinesWN549
21:10
AirlineFlightNo
Southwest AirlinesWN2094
21:33
AirlineFlightNo
VolarisY42165
FrontierF91457
VIEW FLIGHTS
Saturday
07:15
AirlineFlightNo
Southwest AirlinesWN1464
09:10
AirlineFlightNo
Southwest AirlinesWN2972
11:45
AirlineFlightNo
Southwest AirlinesWN519
15:05
AirlineFlightNo
Southwest AirlinesWN2299
15:10
AirlineFlightNo
VolarisY42665
FrontierF93853
19:10
AirlineFlightNo
Southwest AirlinesWN549
20:10
AirlineFlightNo
Southwest AirlinesWN2094
21:40
AirlineFlightNo
Southwest AirlinesWN3328
VIEW FLIGHTS
Sunday
07:00
AirlineFlightNo
Southwest AirlinesWN1464
08:40
AirlineFlightNo
Southwest AirlinesWN3701
11:55
AirlineFlightNo
Southwest AirlinesWN1021
14:34
AirlineFlightNo
VolarisY42665
FrontierF93853
15:40
AirlineFlightNo
Southwest AirlinesWN1747
18:10
AirlineFlightNo
Southwest AirlinesWN549
20:55
AirlineFlightNo
Southwest AirlinesWN2094
22:50
AirlineFlightNo
Southwest AirlinesWN3221
VIEW FLIGHTS

Alternatively, there are other routes that depart Orlando International and arrive at Midway or other nearby airports. The table below gives you a summary of these.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Jacksonville to Chicago Midway01,368 km (850 miles)2 Hours 25 Minutes
Leesburg to Chicago Midway01,537 km (955 miles)2 Hours 37 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
St Augustine to Chicago Midway01,436 km (893 miles)2 Hours 30 Minutes

If you require a hire car at Midway be sure that you are in possession of a valid driving licence and also a current credit card.

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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 £21.06 ($28 €24)
£21.06
$28 | €24
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 £47.39 ($63 €54)
£47.39
$63 | €54
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, 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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