Orlando Airport (MCO) Flights to Chicago Airport (MDW)
We've found the cheapest flights to Chicago
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.
If you plan on flying to Midway Airport from Orlando International Airport you can pre-arrange your long or short term parking at Orlando International Airport.
If you rented a vehicle at Midway Airport and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport.
Organise and book your choice of transport to Orlando International Airport:
- Private Transfers to Orlando International Airport
- Buses to Orlando International Airport
- Taxis to Orlando International Airport
- Train Services to/near Orlando International Airport
Pre-booking your transportation requirements at Midway Airport can save a lot of time, hassle and money when arriving at the airport. Research and book your preferred choice of ground transportation at Midway Airport:
- Midway Airport rental car companies
- Midway Airport private tansfers
- Midway Airport bus transfers
- Midway Airport taxi transfers
- Midway Airport train services information
You can also research and pre-book a hotel near Midway Airport
The table below displays the numbers of daily flights from Orlando International (MCO) to Midway (MDW) and the relevant airlines that fly.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 7 | 6 | 6 | 7 | 7 | 8 | 8 | 06:20 | 21:30 | VIEW FLIGHTS |
Volaris | 1 | 0 | 0 | 0 | 1 | 1 | 1 | 05:35 | 07:25 | VIEW FLIGHTS |
Frontier | 1 | 0 | 0 | 0 | 1 | 1 | 1 | 05:35 | 07:25 | VIEW FLIGHTS |
The most direct flights offered from Orlando International to Midway United States are by Southwest Airlines with around 49 flights a week. These operate from 06:20 with the latest flight being at 21:30. The most popular flight no is WN1053, WN1373, WN1500 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.

Day | Flight Times | Flights | ||||||||||||||||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Monday | 05:35
06:20
07:35
10:30
12:20
16:25
17:40
20:40
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||||||||
Tuesday | 07:10
10:05
11:45
15:00
16:35
19:55
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||||||||
Wednesday | 07:10
10:05
11:45
15:00
16:35
19:55
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||||||||
Thursday | 06:35
08:20
10:10
15:00
17:30
19:30
21:30
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||||||||
Friday | 06:35
07:00
08:20
10:10
15:00
17:30
19:30
21:30
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||||||||
Saturday | 07:10
08:30
09:20
10:20
13:10
15:40
16:40
18:10
19:15
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||||||||
Sunday | 06:50
07:25
09:30
10:55
14:00
15:45
18:55
19:59
21:25
| 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.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Gainesville Regional to Chicago Midway | 0 | 1,432 km (890 miles) | 2 Hours 30 Minutes |
Jacksonville to Chicago Midway | 0 | 1,368 km (850 miles) | 2 Hours 25 Minutes |
Lakeland to Chicago Midway | 0 | 1,612 km (1,001 miles) | 2 Hours 42 Minutes |
Punta Gorda Charlotte County to Chicago Midway | 0 | 1,734 km (1,078 miles) | 2 Hours 51 Minutes |
Sarasota to Chicago Midway | 0 | 1,668 km (1,037 miles) | 2 Hours 46 Minutes |
Tampa to Chicago Midway | 0 | 1,607 km (998 miles) | 2 Hours 42 Minutes |
Vero Beach to Chicago Midway | 0 | 1,706 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.
Planning a Holiday or Business Trip?
Find the cheapest hire car at Orlando Airport
Flight Price FAQ - Orlando (MCO) to Chicago (MDW)
Compare Flight Prices from MCO to MDW

Was your flight delayed or cancelled?
You may be eligible to receive up to 600 EUR compensation per person in your party.
Claim Now!Flight Info FAQ - Orlando (MCO) to Chicago (MDW)
Alternative Airports in United States with Connections from Orlando Airport
- airplanemode_active Orlando Airport to Atlanta 140 flights per week
- airplanemode_active Orlando Airport to Chicago OHare International 112 flights per week
- airplanemode_active Orlando Airport to New York La Guardia 92 flights per week
- airplanemode_active Orlando Airport to Dallas Fort Worth International 87 flights per week
- airplanemode_active Orlando Airport to Miami International 83 flights per week
- airplanemode_active Orlando Airport to Denver International 81 flights per week
- airplanemode_active Orlando Airport to Boston 73 flights per week
- airplanemode_active Orlando Airport to Houston 66 flights per week
- airplanemode_active Orlando Airport to Los Angeles 62 flights per week
- airplanemode_active Orlando Airport to Port Columbus International 47 flights per week
- airplanemode_active Orlando Airport to New Orleans 47 flights per week
- airplanemode_active Orlando Airport to Pittsburgh 43 flights per week
- airplanemode_active Orlando Airport to St Louis Lambert St Louis International 41 flights per week
- airplanemode_active Orlando Airport to Minneapolis St Paul International 40 flights per week
- airplanemode_active Orlando Airport to Seattle Tacoma International 34 flights per week
- airplanemode_active Orlando Airport to Las Vegas 32 flights per week
- airplanemode_active Orlando Airport to Salt Lake City 31 flights per week
- airplanemode_active Orlando Airport to Fort Lauderdale hollywood International 30 flights per week
- airplanemode_active Orlando Airport to Windsor Locks 28 flights per week
- airplanemode_active Orlando Airport to Kansas City International 28 flights per week
- airplanemode_active Orlando Airport to Phoenix 24 flights per week
- airplanemode_active Orlando Airport to Louisville 22 flights per week
- airplanemode_active Orlando Airport to Memphis 20 flights per week
- airplanemode_active Orlando Airport to West Palm Beach International 18 flights per week
- airplanemode_active Orlando Airport to San Antonio International 16 flights per week
- airplanemode_active Orlando Airport to Norfolk International 15 flights per week
- airplanemode_active Orlando Airport to Atlantic City International 14 flights per week
- airplanemode_active Orlando Airport to Sarasota 14 flights per week
- airplanemode_active Orlando Airport to San Diego International 12 flights per week
- airplanemode_active Orlando Airport to New Haven 10 flights per week
- airplanemode_active Orlando Airport to Rochester Greater Rochester International 8 flights per week
- airplanemode_active Orlando Airport to Portland International 7 flights per week
- airplanemode_active Orlando Airport to Wilmington International 6 flights per week
- airplanemode_active Orlando Airport to Charleston AFB Municipal 5 flights per week
- airplanemode_active Orlando Airport to Trenton Mercer 5 flights per week
- airplanemode_active Orlando Airport to Wilkes Barre Scranton 4 flights per week
- airplanemode_active Orlando Airport to Huntsville International Carl T Jones Field 4 flights per week
- airplanemode_active Orlando Airport to Oklahoma City Will Rogers World 4 flights per week
- airplanemode_active Orlando Airport to Portland International Jetport 4 flights per week
- airplanemode_active Orlando Airport to Tulsa International 4 flights per week
- airplanemode_active Orlando Airport to Chattanooga 3 flights per week
- airplanemode_active Orlando Airport to Greenville Spartanburg International 3 flights per week
- airplanemode_active Orlando Airport to Provo 3 flights per week
- airplanemode_active Orlando Airport to Knoxville 3 flights per week
- airplanemode_active Orlando Airport to Allentown 2 flights per week
- airplanemode_active Orlando Airport to Bangor 2 flights per week
- airplanemode_active Orlando Airport to Charlottesville 2 flights per week
- airplanemode_active Orlando Airport to Erie 2 flights per week
- airplanemode_active Orlando Airport to New Bern 2 flights per week
- airplanemode_active Orlando Airport to Lansing 2 flights per week
- airplanemode_active Orlando Airport to Harrisburg International 2 flights per week
- airplanemode_active Orlando Airport to Madison Dane County Regional 2 flights per week
- airplanemode_active Orlando Airport to South Bend 2 flights per week
- airplanemode_active Orlando Airport to Springfield Capital 2 flights per week
- airplanemode_active Orlando Airport to Tampa 2 flights per week
- airplanemode_active Orlando Airport to Denver Arapahoe Co 1 flights per week
- airplanemode_active Orlando Airport to Boca Raton 1 flights per week
- airplanemode_active Orlando Airport to El Paso Biggs Aaf 1 flights per week
- airplanemode_active Orlando Airport to Colorado Springs 1 flights per week
- airplanemode_active Orlando Airport to Topeka Forbes Field 1 flights per week
- airplanemode_active Orlando Airport to Atlanta Fulton County 1 flights per week
- airplanemode_active Orlando Airport to Jackson Hole 1 flights per week
- airplanemode_active Orlando Airport to Hampton Langley AFB 1 flights per week
- airplanemode_active Orlando Airport to Orlando Executive 1 flights per week
- airplanemode_active Orlando Airport to Reno 1 flights per week
- airplanemode_active Orlando Airport to St Louis Spirit Of St Louis 1 flights per week
- airplanemode_active Orlando Airport to Teterboro 1 flights per week
- airplanemode_active Orlando Airport to Newark 118 flights per week
- airplanemode_active Orlando Airport to Philadelphia International 97 flights per week
- airplanemode_active Orlando Airport to Washington Ronald Reagan Washington National 87 flights per week
- airplanemode_active Orlando Airport to New York John F Kennedy International 83 flights per week
- airplanemode_active Orlando Airport to Baltimore Washington International Thurgood Marshall 81 flights per week
- airplanemode_active Orlando Airport to Charlotte Douglas 78 flights per week
- airplanemode_active Orlando Airport to Nashville 69 flights per week
- airplanemode_active Orlando Airport to Detroit 62 flights per week
- airplanemode_active Orlando Airport to Raleigh 61 flights per week
- airplanemode_active Orlando Airport to Indianapolis 47 flights per week
- airplanemode_active Orlando Airport to Dallas Love Field 46 flights per week
- airplanemode_active Orlando Airport to Austin bergstrom International 42 flights per week
- airplanemode_active Orlando Airport to Washington Dulles International 40 flights per week
- airplanemode_active Orlando Airport to Houston William P Hobby 38 flights per week
- airplanemode_active Orlando Airport to Kentucky 32 flights per week
- airplanemode_active Orlando Airport to Providence 32 flights per week
- airplanemode_active Orlando Airport to Buffalo Niagara International 30 flights per week
- airplanemode_active Orlando Airport to White Plains 30 flights per week
- airplanemode_active Orlando Airport to Cleveland Hopkins International 28 flights per week
- airplanemode_active Orlando Airport to Islip 26 flights per week
- airplanemode_active Orlando Airport to San Francisco 23 flights per week
- airplanemode_active Orlando Airport to Milwaukee General Mitchell International 21 flights per week
- airplanemode_active Orlando Airport to Manchester boston Regional 20 flights per week
- airplanemode_active Orlando Airport to Richmond International 18 flights per week
- airplanemode_active Orlando Airport to Birmingham 15 flights per week
- airplanemode_active Orlando Airport to Fort Myers Southwest Florida Reg 15 flights per week
- airplanemode_active Orlando Airport to Albany International 14 flights per week
- airplanemode_active Orlando Airport to Syracuse 13 flights per week
- airplanemode_active Orlando Airport to Tallahassee 12 flights per week
- airplanemode_active Orlando Airport to Akron canton Regional 8 flights per week
- airplanemode_active Orlando Airport to Grand Rapids Gerald R Ford International 7 flights per week
- airplanemode_active Orlando Airport to Pensacola Regional 7 flights per week
- airplanemode_active Orlando Airport to Myrtle Beach Afb 6 flights per week
- airplanemode_active Orlando Airport to Worcester 5 flights per week
- airplanemode_active Orlando Airport to Valdosta Regional 5 flights per week
- airplanemode_active Orlando Airport to Key West International 4 flights per week
- airplanemode_active Orlando Airport to Wilmington Greater Wilmington 4 flights per week
- airplanemode_active Orlando Airport to Omaha 4 flights per week
- airplanemode_active Orlando Airport to Sacramento International 4 flights per week
- airplanemode_active Orlando Airport to Albuquerque 3 flights per week
- airplanemode_active Orlando Airport to Greensboro 3 flights per week
- airplanemode_active Orlando Airport to Latrobe Westmoreland County 3 flights per week
- airplanemode_active Orlando Airport to Titusville 3 flights per week
- airplanemode_active Orlando Airport to St Augustine 3 flights per week
- airplanemode_active Orlando Airport to Fletcher 2 flights per week
- airplanemode_active Orlando Airport to Burlington International 2 flights per week
- airplanemode_active Orlando Airport to Charleston Yeager 2 flights per week
- airplanemode_active Orlando Airport to Evansville 2 flights per week
- airplanemode_active Orlando Airport to Gulfport 2 flights per week
- airplanemode_active Orlando Airport to Lancaster 2 flights per week
- airplanemode_active Orlando Airport to Melbourne International 2 flights per week
- airplanemode_active Orlando Airport to Chicago Pal Waukee 2 flights per week
- airplanemode_active Orlando Airport to Salisbury Ocean City 2 flights per week
- airplanemode_active Orlando Airport to Newburgh 2 flights per week
- airplanemode_active Orlando Airport to Dallas Addison 1 flights per week
- airplanemode_active Orlando Airport to Naples 1 flights per week
- airplanemode_active Orlando Airport to Binghamton 1 flights per week
- airplanemode_active Orlando Airport to Columbia Metropolitan 1 flights per week
- airplanemode_active Orlando Airport to El Paso International 1 flights per week
- airplanemode_active Orlando Airport to Fort Worth Meacham Field 1 flights per week
- airplanemode_active Orlando Airport to Fort Wayne Municipal Baer Field 1 flights per week
- airplanemode_active Orlando Airport to Jackson evers 1 flights per week
- airplanemode_active Orlando Airport to Little Rock 1 flights per week
- airplanemode_active Orlando Airport to Portsmouth Pease International 1 flights per week
- airplanemode_active Orlando Airport to Brunswick Mckinnon 1 flights per week
- airplanemode_active Orlando Airport to Tuscaloosa 1 flights per week
- airplanemode_active Orlando Airport to Panama City 1 flights per week
Looking for the best hire car deals?
Find the cheapest hire car at MCO
Useful Information about Orlando Airport

See all the airport lounges, locations and opening times available at Orlando Airport
View...
See all bars and restaurants at Orlando Airport, including locations and if they are before or after check-in
View...
See all shops available at Orlando Airport - plan your duty free shopping in advance
View...
As a first timer in Orlando, you will be stunned by the variety of attractions and things to do...
View...