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

We've found the cheapest flights to Chicago

Returns from £62.57

One-way from £37.85

Flying from Orlando International to Midway is relatively easy as there are 3 who offer direct flights. These airliners include Volaris, Frontier and Southwest Airlines. When travelling from Orlando International you will cover about 991 miles before you reach Midway. This journey will take 2 Hours 41 Minutes.

The cost of ticket prices to Midway United States can vary quite considerably if you travel at certain times of the week especially at weekends. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. The ticket prices for most airliners will increase the closer you get the departure date, so as soon as you know the date you will travel you should book your flights.

The time zone at Midway is different from Orlando International, so please be aware of this when making travel arrangements.

For a full summary of all the airliners that fly from Orlando International to Midway, please see the table below.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines888888706:4521:30VIEW FLIGHTS
Frontier100212217:2620:38VIEW FLIGHTS
Volaris000212217:2620:38VIEW FLIGHTS

Most people choose to fly with Southwest Airlines. They offer the largest number of flights so they have times which are most likely to suite you. The flights they offer will go by the flight numbers WN1037, WN1270, WN1412 and WN1544 with times between 06:45 and 21:30.

If you would like more information on this flight the please visit the website for Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You will be able to find the latest availability, prices and make your booking online.

Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
06:45
AirlineFlight  No
Southwest AirlinesWN1037
08:20
AirlineFlight  No
Southwest AirlinesWN1544
09:50
AirlineFlight  No
Southwest AirlinesWN432
12:10
AirlineFlight  No
Southwest AirlinesWN2810
16:25
AirlineFlight  No
Southwest AirlinesWN2427
17:32
AirlineFlight  No
FrontierF91457
18:10
AirlineFlight  No
Southwest AirlinesWN3212
19:50
AirlineFlight  No
Southwest AirlinesWN4834
21:30
AirlineFlight  No
Southwest AirlinesWN4985
VIEW FLIGHTS
Tuesday
07:15
AirlineFlight  No
Southwest AirlinesWN1037
09:55
AirlineFlight  No
Southwest AirlinesWN1544
11:40
AirlineFlight  No
Southwest AirlinesWN2810
14:40
AirlineFlight  No
Southwest AirlinesWN1270
16:35
AirlineFlight  No
Southwest AirlinesWN1412
17:55
AirlineFlight  No
Southwest AirlinesWN2427
19:35
AirlineFlight  No
Southwest AirlinesWN4834
21:05
AirlineFlight  No
Southwest AirlinesWN4985
VIEW FLIGHTS
Wednesday
07:15
AirlineFlight  No
Southwest AirlinesWN1037
09:55
AirlineFlight  No
Southwest AirlinesWN1544
11:40
AirlineFlight  No
Southwest AirlinesWN2810
14:40
AirlineFlight  No
Southwest AirlinesWN1270
16:35
AirlineFlight  No
Southwest AirlinesWN1412
17:55
AirlineFlight  No
Southwest AirlinesWN2427
19:35
AirlineFlight  No
Southwest AirlinesWN4834
21:05
AirlineFlight  No
Southwest AirlinesWN4985
VIEW FLIGHTS
Thursday
06:45
AirlineFlight  No
Southwest AirlinesWN1037
08:20
AirlineFlight  No
Southwest AirlinesWN1544
09:50
AirlineFlight  No
Southwest AirlinesWN432
12:10
AirlineFlight  No
Southwest AirlinesWN2810
16:25
AirlineFlight  No
Southwest AirlinesWN2427
17:26
AirlineFlight  No
VolarisY42259
FrontierF91457
18:10
AirlineFlight  No
Southwest AirlinesWN3212
19:50
AirlineFlight  No
Southwest AirlinesWN4834
20:38
AirlineFlight  No
VolarisY42674
FrontierF93853
21:30
AirlineFlight  No
Southwest AirlinesWN4985
VIEW FLIGHTS
Friday
06:45
AirlineFlight  No
Southwest AirlinesWN1037
08:20
AirlineFlight  No
Southwest AirlinesWN1544
09:50
AirlineFlight  No
Southwest AirlinesWN432
12:10
AirlineFlight  No
Southwest AirlinesWN2810
16:25
AirlineFlight  No
Southwest AirlinesWN2427
17:32
AirlineFlight  No
VolarisY42259
FrontierF91457
18:10
AirlineFlight  No
Southwest AirlinesWN3212
19:50
AirlineFlight  No
Southwest AirlinesWN4834
21:30
AirlineFlight  No
Southwest AirlinesWN4985
VIEW FLIGHTS
Saturday
06:00
AirlineFlight  No
VolarisY42259
FrontierF91457
06:30
AirlineFlight  No
Southwest AirlinesWN1037
07:55
AirlineFlight  No
Southwest AirlinesWN1544
10:40
AirlineFlight  No
Southwest AirlinesWN432
11:45
AirlineFlight  No
Southwest AirlinesWN2810
13:55
AirlineFlight  No
Southwest AirlinesWN1412
15:35
AirlineFlight  No
Southwest AirlinesWN2427
17:32
AirlineFlight  No
VolarisY42674
FrontierF93853
18:00
AirlineFlight  No
Southwest AirlinesWN4568
19:35
AirlineFlight  No
Southwest AirlinesWN4834
VIEW FLIGHTS
Sunday
07:20
AirlineFlight  No
Southwest AirlinesWN1544
09:25
AirlineFlight  No
Southwest AirlinesWN432
12:40
AirlineFlight  No
Southwest AirlinesWN2810
14:15
AirlineFlight  No
Southwest AirlinesWN1270
16:00
AirlineFlight  No
Southwest AirlinesWN2427
17:26
AirlineFlight  No
VolarisY42259
FrontierF91457
18:35
AirlineFlight  No
Southwest AirlinesWN1412
20:00
AirlineFlight  No
Southwest AirlinesWN4834
20:38
AirlineFlight  No
VolarisY42674
FrontierF93853
VIEW FLIGHTS

If you are flexible on the airport you depart from, then there are other airports that offer direct flights to Midway. You can see full details of these below.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Jacksonville to Chicago Midway 02 Hours 25 Minutes
Lakeland to Chicago Midway 02 Hours 42 Minutes
Punta Gorda Charlotte County to Chicago Midway 02 Hours 51 Minutes
Sarasota to Chicago Midway 02 Hours 46 Minutes
Tampa to Chicago Midway 02 Hours 42 Minutes

A useful tip to save money to exchange money before you go, or go to a bureau de change outside of the airport when you arrive. The exchange rate within the airport are not very good so try to avoid changing money their if you can.

Don't forget to book your car rental!

Search for the cheapest car hire deals at MDW

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 £37.85 ($49 €45.01)
£37.85
$49 | €45.01
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 £62.57 ($81 €74.41)
£62.57
$81 | €74.41
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 £37.85 ($49 €45.01)
£37.85
$49 | €45.01
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.

Other Airports Connecting To Chicago Midway Airport in united states

Don't forget to book your hire car!

Search for the cheapest car hire deals in Chicago Midway

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