Flights from Orlando Airport MCO to Chicago Airport MDW

We've found the cheapest flights to Chicago

Returns from £92.78

One-way from £55.67

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 Airlines766776706:2022:10VIEW FLIGHTS
Volaris100111113:1018:23VIEW FLIGHTS
Frontier100111113:1018:23VIEW FLIGHTS

The most direct flights offered from Orlando International to Midway United States are by Southwest Airlines with around 46 flights a week. These operate from 06:20 with the latest flight being at 22:10. The most popular flight no is WN1053, WN1373, WN147 and WN1500.

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
06:20
AirlineFlightNo
Southwest AirlinesWN1053
07:35
AirlineFlightNo
Southwest AirlinesWN1570
10:30
AirlineFlightNo
Southwest AirlinesWN3591
12:20
AirlineFlightNo
Southwest AirlinesWN1373
13:10
AirlineFlightNo
VolarisY42571
FrontierF93853
16:25
AirlineFlightNo
Southwest AirlinesWN1972
17:40
AirlineFlightNo
Southwest AirlinesWN3595
20:40
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Tuesday
07:10
AirlineFlightNo
Southwest AirlinesWN3591
10:05
AirlineFlightNo
Southwest AirlinesWN1373
11:45
AirlineFlightNo
Southwest AirlinesWN2409
15:00
AirlineFlightNo
Southwest AirlinesWN1500
16:35
AirlineFlightNo
Southwest AirlinesWN3595
19:55
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Wednesday
07:10
AirlineFlightNo
Southwest AirlinesWN3591
10:05
AirlineFlightNo
Southwest AirlinesWN1373
11:45
AirlineFlightNo
Southwest AirlinesWN2409
15:00
AirlineFlightNo
Southwest AirlinesWN1500
16:35
AirlineFlightNo
Southwest AirlinesWN3595
19:55
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Thursday
06:20
AirlineFlightNo
Southwest AirlinesWN1053
07:35
AirlineFlightNo
Southwest AirlinesWN1570
10:30
AirlineFlightNo
Southwest AirlinesWN3591
12:20
AirlineFlightNo
Southwest AirlinesWN1373
16:25
AirlineFlightNo
Southwest AirlinesWN1972
17:40
AirlineFlightNo
Southwest AirlinesWN3595
18:23
AirlineFlightNo
VolarisY42571
FrontierF93853
20:40
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Friday
06:20
AirlineFlightNo
Southwest AirlinesWN1053
07:35
AirlineFlightNo
Southwest AirlinesWN1570
10:30
AirlineFlightNo
Southwest AirlinesWN3591
12:20
AirlineFlightNo
Southwest AirlinesWN1373
13:10
AirlineFlightNo
VolarisY42571
FrontierF93853
16:25
AirlineFlightNo
Southwest AirlinesWN1972
17:40
AirlineFlightNo
Southwest AirlinesWN3595
20:40
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Saturday
07:15
AirlineFlightNo
Southwest AirlinesWN147
09:50
AirlineFlightNo
Southwest AirlinesWN3591
12:10
AirlineFlightNo
Southwest AirlinesWN1373
15:35
AirlineFlightNo
Southwest AirlinesWN1186
17:00
AirlineFlightNo
Southwest AirlinesWN1972
18:23
AirlineFlightNo
VolarisY42571
FrontierF93853
18:30
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Sunday
06:50
AirlineFlightNo
Southwest AirlinesWN147
10:05
AirlineFlightNo
Southwest AirlinesWN1373
11:25
AirlineFlightNo
Southwest AirlinesWN3870
13:10
AirlineFlightNo
VolarisY42571
FrontierF93853
15:30
AirlineFlightNo
Southwest AirlinesWN935
18:20
AirlineFlightNo
Southwest AirlinesWN1972
19:40
AirlineFlightNo
Southwest AirlinesWN748
22:10
AirlineFlightNo
Southwest AirlinesWN3277
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 Craig Municipal to Chicago Midway01,391 km (864 miles)2 Hours 27 Minutes
Daytona Beach to Chicago Midway01,526 km (948 miles)2 Hours 36 Minutes
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
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

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 £55.67 ($75 €64.38)
£55.67
$75 | €64.38
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 £92.78 ($125 €107.30)
£92.78
$125 | €107.30
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.

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): 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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