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Flight routes from Chicago to Orlando

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 different airlines. You can either fly non-stop with Southwest Airlines or Frontier Airlines, or choose from 25 different transit flights. The shortest flight time is 2 hours and 35 minutes.

From
To
USA MDW Chicago Midway Chicago, IL, USA
USA MCO Orlando , FL, USA

Non-stop routes:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 7-8 flights per day.

SCHEDULE
2h 35m

Southwest Airlines
Non-stop with Southwest Airlines.
2h 35m
7-8 flights per day.
SCHEDULE
Frontier Airlines
Non-stop with Frontier Airlines. 0-1 flights per day.

SCHEDULE
2h 41m

Frontier Airlines
Non-stop with Frontier Airlines.
2h 41m
0-1 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
CHECK PRICE FOR NON-STOP FLIGHTS
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1 stop routes with the same airline:

Duration

Via Columbus CMH
1 stop with Southwest Airlines. 1-3 flights per day.

SCHEDULE
4h 40m

Via Columbus CMH
1 stop with Southwest Airlines.
4h 40m
1-3 flights per day.
SCHEDULE
Via Cleveland CLE
1 stop with Southwest Airlines. 0-1 flights per day.
Only sundays

SCHEDULE
5h 00m

Only sundays
Via Cleveland CLE
1 stop with Southwest Airlines.
5h 00m
0-1 flights per day.
Only sundays
SCHEDULE
Via Atlanta ATL
1 stop with Southwest Airlines. 3-4 flights per day.

SCHEDULE
5h 10m

Via Atlanta ATL
1 stop with Southwest Airlines.
5h 10m
3-4 flights per day.
SCHEDULE
Via Nashville BNA
1 stop with Southwest Airlines. 3-4 flights per day.

SCHEDULE
5h 10m

Via Nashville BNA
1 stop with Southwest Airlines.
5h 10m
3-4 flights per day.
SCHEDULE
Via Atlanta ATL
1 stop with Delta Air Lines. 3-5 flights per day.

SCHEDULE
5h 14m

Via Atlanta ATL
1 stop with Delta Air Lines.
5h 14m
3-5 flights per day.
SCHEDULE
Via Cincinnati CVG
1 stop with Southwest Airlines.
Ends in Jul 2024

SCHEDULE
5h 15m

Ends in Jul 2024
Via Cincinnati CVG
1 stop with Southwest Airlines.
5h 15m
Ends in Jul 2024
SCHEDULE
Via Raleigh/Durham RDU
1 stop with Southwest Airlines. 1-2 flights per day.

SCHEDULE
5h 20m

Via Raleigh/Durham RDU
1 stop with Southwest Airlines.
5h 20m
1-2 flights per day.
SCHEDULE
Via Grand Rapids GRR
1 stop with Southwest Airlines. 0-1 flights per day.
Sat & Sun

SCHEDULE
5h 25m

Sat & Sun
Via Grand Rapids GRR
1 stop with Southwest Airlines.
5h 25m
0-1 flights per day.
Sat & Sun
SCHEDULE
Via Saint Louis STL
1 stop with Southwest Airlines. 2-4 flights per day.

SCHEDULE
5h 33m

Via Saint Louis STL
1 stop with Southwest Airlines.
5h 33m
2-4 flights per day.
SCHEDULE
Via Pittsburgh PIT
1 stop with Southwest Airlines. 0-1 flights per day.

SCHEDULE
5h 35m

Via Pittsburgh PIT
1 stop with Southwest Airlines.
5h 35m
0-1 flights per day.
SCHEDULE
Via Buffalo BUF
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

SCHEDULE
5h 38m

Mon,Thu & Fri
Via Buffalo BUF
1 stop with Southwest Airlines.
5h 38m
0-1 flights per day.
Mon,Thu & Fri
SCHEDULE
Via Omaha OMA
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

SCHEDULE
5h 45m

Mon,Thu & Fri
Via Omaha OMA
1 stop with Southwest Airlines.
5h 45m
0-1 flights per day.
Mon,Thu & Fri
SCHEDULE
Via Atlanta ATL
1 stop with Frontier Airlines.
Mon & Fri

SCHEDULE
5h 48m

Mon & Fri
Via Atlanta ATL
1 stop with Frontier Airlines.
5h 48m
Mon & Fri
SCHEDULE
Via Washington DCA
1 stop with Southwest Airlines. 1-2 flights per day.

SCHEDULE
5h 55m

Via Washington DCA
1 stop with Southwest Airlines.
5h 55m
1-2 flights per day.
SCHEDULE
Via Kansas City MCI
1 stop with Southwest Airlines. 2-3 flights per day.

SCHEDULE
5h 55m

Via Kansas City MCI
1 stop with Southwest Airlines.
5h 55m
2-3 flights per day.
SCHEDULE
Via Rochester ROC
1 stop with Southwest Airlines.
Begins in 10/8

SCHEDULE
5h 55m

Begins in 10/8
Via Rochester ROC
1 stop with Southwest Airlines.
5h 55m
Begins in 10/8
SCHEDULE
Via Louisville SDF
1 stop with Southwest Airlines. 0-1 flights per day.
Tue & Wed

SCHEDULE
5h 58m

Tue & Wed
Via Louisville SDF
1 stop with Southwest Airlines.
5h 58m
0-1 flights per day.
Tue & Wed
SCHEDULE
Via Detroit DTW
1 stop with Delta Air Lines. 1-2 flights per day.

SCHEDULE
5h 58m

Via Detroit DTW
1 stop with Delta Air Lines.
5h 58m
1-2 flights per day.
SCHEDULE
Via New Orleans MSY
1 stop with Southwest Airlines. 0-4 flights per day.

SCHEDULE
6h 05m

Via New Orleans MSY
1 stop with Southwest Airlines.
6h 05m
0-4 flights per day.
SCHEDULE
Via Birmingham BHM
1 stop with Southwest Airlines. 0-1 flights per day.
Only sundays

SCHEDULE
6h 10m

Only sundays
Via Birmingham BHM
1 stop with Southwest Airlines.
6h 10m
0-1 flights per day.
Only sundays
SCHEDULE
Via Fort Lauderdale FLL
1 stop with Southwest Airlines. 0-2 flights per day.

SCHEDULE
6h 10m

Via Fort Lauderdale FLL
1 stop with Southwest Airlines.
6h 10m
0-2 flights per day.
SCHEDULE
Via Norfolk ORF
1 stop with Southwest Airlines.

SCHEDULE
6h 20m

Via Norfolk ORF
1 stop with Southwest Airlines.
6h 20m
SCHEDULE
Via Philadelphia PHL
1 stop with Southwest Airlines. 0-1 flights per day.

SCHEDULE
6h 23m

Via Philadelphia PHL
1 stop with Southwest Airlines.
6h 23m
0-1 flights per day.
SCHEDULE
Via Philadelphia PHL
1 stop with Frontier Airlines. 0-1 flights per day.

SCHEDULE
6h 27m

Via Philadelphia PHL
1 stop with Frontier Airlines.
6h 27m
0-1 flights per day.
SCHEDULE
Via Memphis MEM
1 stop with Southwest Airlines.

SCHEDULE
6h 35m

Via Memphis MEM
1 stop with Southwest Airlines.
6h 35m
SCHEDULE
Via Baltimore BWI
1 stop with Frontier Airlines.
Ends in Jun 2024

SCHEDULE
6h 41m

Ends in Jun 2024
Via Baltimore BWI
1 stop with Frontier Airlines.
6h 41m
Ends in Jun 2024
SCHEDULE
Via Raleigh/Durham RDU
1 stop with Frontier Airlines. 0-1 flights per day.
Ends in May 2024

SCHEDULE
6h 48m

Ends in May 2024
Via Raleigh/Durham RDU
1 stop with Frontier Airlines.
6h 48m
0-1 flights per day.
Ends in May 2024
SCHEDULE
Via Detroit DTW
1 stop with Southwest Airlines. 0-1 flights per day.
Ends in Aug 2024

SCHEDULE
6h 50m

Ends in Aug 2024
Via Detroit DTW
1 stop with Southwest Airlines.
6h 50m
0-1 flights per day.
Ends in Aug 2024
SCHEDULE
Via Baltimore BWI
1 stop with Southwest Airlines. 4-9 flights per day.

SCHEDULE
7h 00m

Via Baltimore BWI
1 stop with Southwest Airlines.
7h 00m
4-9 flights per day.
SCHEDULE
Via Minneapolis MSP
1 stop with Delta Air Lines. 2 flights per day.

SCHEDULE
7h 07m

Via Minneapolis MSP
1 stop with Delta Air Lines.
7h 07m
2 flights per day.
SCHEDULE
Via Richmond RIC
1 stop with Southwest Airlines.
Ends in Aug 2024

SCHEDULE
7h 15m

Ends in Aug 2024
Via Richmond RIC
1 stop with Southwest Airlines.
7h 15m
Ends in Aug 2024
SCHEDULE
Via Minneapolis MSP
1 stop with Southwest Airlines. 0-1 flights per day.

SCHEDULE
8h 05m

Via Minneapolis MSP
1 stop with Southwest Airlines.
8h 05m
0-1 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
SELECT DATE & CHECK PRICE
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Chicago to Orlando flights

There are over 27 airlines and as many as 424 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 Columbus, Cleveland or any other of the 25 alternatives with flight connections.

Chicago to Orlando with Southwest Airlines

You can fly non-stop every weekday with flights departing from 5 am to 21 pm. You can also catch a transit flight via Columbus or Cleveland.

With Frontier Airlines

You can fly non-stop every weekday except Mondays and Mondays with departure times from 10 am to 21 pm. You can also catch a transit flight via Atlanta or Philadelphia.

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.

Miles & flight time: MDW - MCO

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

ViaTotal flight timeLayover timeMiles
Direct2h 35m-996 (1603 km)
CMH Columbus4h 40m1h 15m1092 (1757 km)
CLE Cleveland5h 0m35m1209 (1945 km)
BNA Nashville5h 10m2h 0m1017 (1636 km)
ATL Atlanta5h 14m1h 46m1000 (1609 km)
CVG Cincinnati5h 15m2h 5m1012 (1628 km)
RDU Raleigh/Durham5h 20m1h 50m1173 (1887 km)
GRR Grand Rapids5h 25m1h 30m1168 (1879 km)
STL Saint Louis5h 33m2h 55m1138 (1831 km)
PIT Pittsburgh5h 35m2h 10m1243 (2000 km)
BUF Buffalo5h 38m1h 5m1487 (2393 km)
OMA Omaha5h 45m1h 0m1641 (2640 km)
DCA Washington5h 55m1h 30m1367 (2200 km)
ROC Rochester5h 55m1h 50m1564 (2516 km)
MCI Kansas City5h 55m1h 50m1484 (2388 km)
SDF Louisville5h 58m1h 40m995 (1601 km)
DTW Detroit5h 58m2h 26m1193 (1920 km)
MSY New Orleans6h 5m2h 5m1383 (2225 km)
BHM Birmingham6h 10m3h 0m1054 (1696 km)
FLL Fort Lauderdale6h 10m2h 0m1354 (2179 km)
ORF Norfolk6h 20m1h 0m1365 (2196 km)
PHL Philadelphia6h 27m1h 52m1537 (2473 km)
MEM Memphis6h 35m3h 0m1169 (1881 km)
BWI Baltimore7h 0m55m1405 (2261 km)
MSP Minneapolis7h 7m1h 48m1668 (2684 km)
RIC Richmond7h 15m1h 35m1303 (2097 km)
The flight times and layover times in the table above are approximate and 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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Unpublished Flight Rates From Chicago to Orlando

You can fly to Orlando (MCO) from Chicago (MDW) non-stop 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 Columbus, the total flight time will be 4 hours and 40 minutes.

If you are interested in direct flights, you can choose from Southwest Airlines or Frontier Airlines. If you choose to fly with stops instead you can fly with Southwest Airlines, Delta Air Lines or Frontier Airlines.

The flight time between Chicago Midway, MDW and Orlando International, MCO, is 2 hours and 35 minutes. The distance 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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