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

We've found the cheapest flights to Chicago

Returns from £61.37

One-way from £32.53

Flights are available to Orlando International from Midway with a choice of 3 airliners, 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.

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 Airlines766776506:2020:40VIEW FLIGHTS
Volaris100011106:3013:33VIEW FLIGHTS
Frontier100011106:3013:33VIEW FLIGHTS

The most direct flights offered from Orlando International to Midway United States are by Southwest Airlines with around 44 flights a week. These operate from 06:20 with the latest flight being at 20:40. The most popular flight no is WN1053, WN1140, WN1373 and WN147.

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
13:33
AirlineFlightNo
FrontierF93853
VolarisY42571
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
20:40
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Friday
06:20
AirlineFlightNo
Southwest AirlinesWN1053
06:30
AirlineFlightNo
FrontierF93853
VolarisY42581
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
20:40
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Saturday
07:15
AirlineFlightNo
Southwest AirlinesWN147
08:00
AirlineFlightNo
FrontierF93853
VolarisY42581
10:10
AirlineFlightNo
Southwest AirlinesWN3591
12:10
AirlineFlightNo
Southwest AirlinesWN1373
15:35
AirlineFlightNo
Southwest AirlinesWN1186
17:00
AirlineFlightNo
Southwest AirlinesWN1972
18:30
AirlineFlightNo
Southwest AirlinesWN748
VIEW FLIGHTS
Sunday
06:20
AirlineFlightNo
Southwest AirlinesWN147
06:30
AirlineFlightNo
FrontierF93853
VolarisY42581
08:15
AirlineFlightNo
Southwest AirlinesWN2288
12:35
AirlineFlightNo
Southwest AirlinesWN1140
17:10
AirlineFlightNo
Southwest AirlinesWN1972
19:15
AirlineFlightNo
Southwest AirlinesWN748
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
Lakeland to Chicago Midway01,612 km (1,001 miles)2 Hours 42 Minutes
Orlando Executive to Chicago Midway01,583 km (984 miles)2 Hours 40 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

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 £32.53 ($44 €37.54)
£32.53
$44 | €37.54
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 £61.37 ($83 €70.82)
£61.37
$83 | €70.82
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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