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Flights from Chicago to Orlando – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

MDW to MCO flights and routes map MDW to MCO – All flight route options from Chicago Midway International, Illinois, USA to Orlando International, Florida, USA. These routes are operated by 3 airlines. Fly non-stop with Southwest Airlines or Frontier Airlines, or choose from 28 different stopover flights. The shortest flight time is 2 hours and 35 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA MDW Chicago Midway Chicago, IL, USA
USA MCO Orlando , FL, USA
MDW
Chicago Midway
USAChicago, IL, USA
Orlando
USAOrlando, FL, USA
MCO
2 direct routes found »
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32 routes with 1 stop found »
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Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 7-13 flights per day.

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2h 35m

Southwest Airlines
Non-stop with Southwest Airlines.
2h 35m
7-13 flights per day.
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Frontier Airlines
Non-stop with Frontier Airlines. 0-2 flights per day.

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2h 41m

Frontier Airlines
Non-stop with Frontier Airlines.
2h 41m
0-2 flights per day.
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1 stop route options with the same airline:

Duration

Via Louisville SDF
1 stop with Southwest Airlines. 0-1 flights per day.
Only saturdays

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4h 20m

Only saturdays
Via Louisville SDF
1 stop with Southwest Airlines.
4h 20m
0-1 flights per day.
Only saturdays
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Via Cleveland CLE
1 stop with Southwest Airlines. 0-1 flights per day.
Only sundays

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4h 25m

Only sundays
Via Cleveland CLE
1 stop with Southwest Airlines.
4h 25m
0-1 flights per day.
Only sundays
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Via Detroit DTW
1 stop with Southwest Airlines. 0-1 flights per day.
Only sundays

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4h 45m

Only sundays
Via Detroit DTW
1 stop with Southwest Airlines.
4h 45m
0-1 flights per day.
Only sundays
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Via Columbus CMH
1 stop with Southwest Airlines. 0-2 flights per day.

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5h 00m

Via Columbus CMH
1 stop with Southwest Airlines.
5h 00m
0-2 flights per day.
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Via Birmingham BHM
1 stop with Southwest Airlines. 0-1 flights per day.
Fri & Sat

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5h 05m

Fri & Sat
Via Birmingham BHM
1 stop with Southwest Airlines.
5h 05m
0-1 flights per day.
Fri & Sat
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Via Fort Myers RSW
1 stop with Southwest Airlines.
Begins in 5/8

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5h 05m

Begins in 5/8
Via Fort Myers RSW
1 stop with Southwest Airlines.
5h 05m
Begins in 5/8
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Via Atlanta ATL
1 stop with Delta Air Lines. 4-5 flights per day.

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5h 08m

Via Atlanta ATL
1 stop with Delta Air Lines.
5h 08m
4-5 flights per day.
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Via Buffalo BUF
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 10/8

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5h 10m

Begins in 10/8
Via Buffalo BUF
1 stop with Southwest Airlines.
5h 10m
0-1 flights per day.
Begins in 10/8
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Via Fort Lauderdale FLL
1 stop with Southwest Airlines. 0-2 flights per day.
Only fridays

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5h 10m

Only fridays
Via Fort Lauderdale FLL
1 stop with Southwest Airlines.
5h 10m
0-2 flights per day.
Only fridays
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Via Nashville BNA
1 stop with Southwest Airlines. 3-4 flights per day.

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5h 15m

Via Nashville BNA
1 stop with Southwest Airlines.
5h 15m
3-4 flights per day.
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Via Sarasota SRQ
1 stop with Southwest Airlines.
Begins in 10/8

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5h 15m

Begins in 10/8
Via Sarasota SRQ
1 stop with Southwest Airlines.
5h 15m
Begins in 10/8
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Via Philadelphia PHL
1 stop with Frontier Airlines. 0-1 flights per day.
Mon & Fri

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5h 16m

Mon & Fri
Via Philadelphia PHL
1 stop with Frontier Airlines.
5h 16m
0-1 flights per day.
Mon & Fri
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Via Indianapolis IND
1 stop with Southwest Airlines.
Begins in 7/8

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5h 20m

Begins in 7/8
Via Indianapolis IND
1 stop with Southwest Airlines.
5h 20m
Begins in 7/8
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Via Pittsburgh PIT
1 stop with Southwest Airlines. 0-2 flights per day.

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5h 25m

Via Pittsburgh PIT
1 stop with Southwest Airlines.
5h 25m
0-2 flights per day.
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Via Memphis MEM
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 10/8

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5h 30m

Begins in 10/8
Via Memphis MEM
1 stop with Southwest Airlines.
5h 30m
0-1 flights per day.
Begins in 10/8
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Via Atlanta ATL
1 stop with Frontier Airlines. 0-1 flights per day.
Only thursdays

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5h 33m

Only thursdays
Via Atlanta ATL
1 stop with Frontier Airlines.
5h 33m
0-1 flights per day.
Only thursdays
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Via Raleigh/Durham RDU
1 stop with Southwest Airlines. 0-2 flights per day.

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5h 35m

Via Raleigh/Durham RDU
1 stop with Southwest Airlines.
5h 35m
0-2 flights per day.
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Via Saint Louis STL
1 stop with Southwest Airlines. 2-4 flights per day.

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5h 40m

Via Saint Louis STL
1 stop with Southwest Airlines.
5h 40m
2-4 flights per day.
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Via Norfolk ORF
1 stop with Southwest Airlines. 0-1 flights per day.
Sat & Sun

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5h 45m

Sat & Sun
Via Norfolk ORF
1 stop with Southwest Airlines.
5h 45m
0-1 flights per day.
Sat & Sun
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Via Washington DCA
1 stop with Southwest Airlines. 0-2 flights per day.

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5h 45m

Via Washington DCA
1 stop with Southwest Airlines.
5h 45m
0-2 flights per day.
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Via Miami MIA
1 stop with Southwest Airlines.
Begins in 31/8

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5h 45m

Begins in 31/8
Via Miami MIA
1 stop with Southwest Airlines.
5h 45m
Begins in 31/8
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Via Cincinnati CVG
1 stop with Southwest Airlines.
Begins in 30/11

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5h 50m

Begins in 30/11
Via Cincinnati CVG
1 stop with Southwest Airlines.
5h 50m
Begins in 30/11
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Via Atlanta ATL
1 stop with Southwest Airlines. 1-2 flights per day.

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5h 50m

Via Atlanta ATL
1 stop with Southwest Airlines.
5h 50m
1-2 flights per day.
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Via New Orleans MSY
1 stop with Southwest Airlines. 0-2 flights per day.

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5h 50m

Via New Orleans MSY
1 stop with Southwest Airlines.
5h 50m
0-2 flights per day.
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Via Kansas City MCI
1 stop with Southwest Airlines. 2-3 flights per day.

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5h 55m

Via Kansas City MCI
1 stop with Southwest Airlines.
5h 55m
2-3 flights per day.
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Via Detroit DTW
1 stop with Delta Air Lines. 2 flights per day.

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6h 13m

Via Detroit DTW
1 stop with Delta Air Lines.
6h 13m
2 flights per day.
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Via Grand Rapids GRR
1 stop with Southwest Airlines. 0-1 flights per day.
Only fridays

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6h 35m

Only fridays
Via Grand Rapids GRR
1 stop with Southwest Airlines.
6h 35m
0-1 flights per day.
Only fridays
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Via Philadelphia PHL
1 stop with Southwest Airlines. 0-1 flights per day.
Fri,Sat & Sun

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6h 43m

Fri,Sat & Sun
Via Philadelphia PHL
1 stop with Southwest Airlines.
6h 43m
0-1 flights per day.
Fri,Sat & Sun
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Via Minneapolis MSP
1 stop with Delta Air Lines. 1-2 flights per day.

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6h 51m

Via Minneapolis MSP
1 stop with Delta Air Lines.
6h 51m
1-2 flights per day.
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Via Baltimore BWI
1 stop with Southwest Airlines. 3-10 flights per day.

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7h 00m

Via Baltimore BWI
1 stop with Southwest Airlines.
7h 00m
3-10 flights per day.
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Via Omaha OMA
1 stop with Southwest Airlines. 0-1 flights per day.

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7h 15m

Via Omaha OMA
1 stop with Southwest Airlines.
7h 15m
0-1 flights per day.
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Via Rochester ROC
1 stop with Southwest Airlines.
Begins in 7/10

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8h 20m

Begins in 7/10
Via Rochester ROC
1 stop with Southwest Airlines.
8h 20m
Begins in 7/10
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Chicago to Orlando flights

There are over 30 airlines and as many as 326 flights every week to this destination. You can fly non-stop to Orlando (MCO) from Chicago (MDW) with Southwest Airlines or Frontier Airlines but if a stopover option suits you better you can choose to fly via Louisville, Cleveland or any other of the 28 alternatives with connectiing airports.

Chicago to Orlando with Southwest Airlines

You can fly non-stop every weekday with flights departing from 5:00 am to 9:00 pm. You can also catch a transit flight via Louisville or Cleveland.

With Delta Air Lines

If you fly to Orlando from Chicago with Delta Air Lines you will do a stopover in Atlanta. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Midway International Airport to Orlando International

The shortest flight time between MDW and MCO is 2 hours and 35 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 35m-996 miles (1603 km)
SDF Louisville4h 20m1h 5m995 miles (1601 km)
CLE Cleveland4h 25m45m1209 miles (1945 km)
CMH Columbus5h 0m1h 55m1092 miles (1757 km)
BHM Birmingham5h 5m1h 55m1054 miles (1696 km)
RSW Fort Myers5h 5m1h 15m1247 miles (2006 km)
ATL Atlanta5h 8m1h 36m1000 miles (1609 km)
FLL Fort Lauderdale5h 10m40m1354 miles (2179 km)
BUF Buffalo5h 10m1h 5m1487 miles (2393 km)
BNA Nashville5h 15m1h 50m1017 miles (1636 km)
SRQ Sarasota5h 15m1h 50m1146 miles (1844 km)
PHL Philadelphia5h 16m1h 18m1537 miles (2473 km)
IND Indianapolis5h 20m55m996 miles (1603 km)
PIT Pittsburgh5h 25m45m1243 miles (2000 km)
MEM Memphis5h 30m2h 25m1169 miles (1881 km)
RDU Raleigh/Durham5h 35m1h 20m1173 miles (1887 km)
STL Saint Louis5h 40m1h 5m1138 miles (1831 km)
DCA Washington5h 45m40m1367 miles (2200 km)
ORF Norfolk5h 45m1h 55m1365 miles (2196 km)
MIA Miami5h 45m1h 30m1384 miles (2227 km)
MSY New Orleans5h 50m40m1383 miles (2225 km)
CVG Cincinnati5h 50m2h 35m1012 miles (1628 km)
MCI Kansas City5h 55m1h 35m1484 miles (2388 km)
DTW Detroit6h 13m2h 41m1193 miles (1920 km)
GRR Grand Rapids6h 35m2h 45m1168 miles (1879 km)
MSP Minneapolis6h 51m2h 12m1668 miles (2684 km)
BWI Baltimore7h 0m1h 55m1405 miles (2261 km)
OMA Omaha7h 15m2h 50m1641 miles (2640 km)
ROC Rochester8h 20m1h 55m1564 miles (2516 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.MDW-MCO flight routesChicago to Orlando flight routes illustrated on a map.
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Chicago - Orlando route map and flight paths
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Show all destinations from MDW Show all destinations from MCO

You can fly non-stop from Chicago (MDW) to Orlando (MCO) with Southwest Airlines or Frontier Airlines. The flight takes approximately 2 hours and 35 minutes. If you travel with a connecting flight instead, for example via Louisville, the total flight time will be 4 hours and 20 minutes.

If you're interested in direct flights, Southwest Airlines or Frontier Airlines is available. For flights with stopovers, Southwest Airlines, Delta Air Lines or Frontier Airlines is also an option.

The flight time between Chicago Midway (MDW) and Orlando International (MCO) is approximately 2 hours and 35 minutes. The distance between the two airports is 1000 miles (or 1609 kilometers).

Yes, you can fly non-stop to MCO from MDW with Southwest Airlines or Frontier Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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