Cheap Airfare from Chicago, IL (MDW) to Orlando, FL (MCO)

All flights from Chicago, IL (MDW) to Orlando, FL (MCO)

We found 150 matches for direct flights, non-stop flights, and last-minute flights between MDW and MCO. Use the table below to sort by number of connections or the time of day to find flights that leave MDW for MCO in the morning, afternoon, or evening.

Be sure to check our list of deals to see which airlines are offering special prices on airfare to Orlando, FL (MCO) or airfare from Chicago, IL (MDW).

Airline	Flt.	Departs	Time	Arrives	Time	Via	Compare prices
Southwest Airlines	455	MDW	7:00am	MCO	10:35am	nonstop

Southwest Airlines	673	MDW	7:35am	MCO	11:10am	nonstop

AirTran	825	MDW	7:44am	MCO	11:15am	nonstop	Search prices

Southwest Airlines	2618	MDW	8:15am	MCO	11:50am	nonstop

Southwest Airlines	2996	MDW	8:20am	MCO	11:55am	nonstop

Southwest Airlines	3687	MDW	8:55am	MCO	1:50pm	direct

Southwest Airlines	3776	MDW	9:25am	MCO	1:00pm	nonstop

Southwest Airlines	1309	MDW	10:20am	MCO	3:20pm	direct

Southwest Airlines	695	MDW	10:35am	MCO	2:10pm	nonstop

Southwest Airlines	469	MDW	11:50am	MCO	3:25pm	nonstop

Southwest Airlines	1685	MDW	1:15pm	MCO	4:55pm	nonstop

Southwest Airlines	1295	MDW	2:35pm	MCO	6:15pm	nonstop

AirTran	839	MDW	3:01pm	MCO	6:32pm	nonstop	Search prices

Southwest Airlines	392	MDW	3:15pm	MCO	8:00pm	direct

Southwest Airlines	1236	MDW	4:30pm	MCO	8:05pm	nonstop

Southwest Airlines	3499	MDW	5:30pm	MCO	9:05pm	nonstop

Southwest Airlines	3356	MDW	6:15pm	MCO	9:50pm	nonstop

Delta Air Lines	5983	MDW	5:45am	MCO	11:30am	Atlanta (ATL)	Search prices

Delta Air Lines	5983	MDW	5:45am	MCO	12:28pm	Atlanta (ATL)	Search prices

AirTran	5	MDW	5:55am	MCO	11:02am	Atlanta (ATL)	Search prices

Delta Air Lines	1759	MDW	7:00am	MCO	12:28pm	Atlanta (ATL)	Search prices

Delta Air Lines	1759	MDW	7:00am	MCO	2:18pm	Atlanta (ATL)	Search prices

Delta Air Lines	1759	MDW	7:00am	MCO	1:18pm	Atlanta (ATL)	Search prices

AirTran	21	MDW	7:15am	MCO	2:00pm	Atlanta (ATL)	Search prices

AirTran	21	MDW	7:15am	MCO	2:14pm	Atlanta (ATL)	Search prices

Delta Air Lines	5994	MDW	8:00am	MCO	2:18pm	Atlanta (ATL)	Search prices

Delta Air Lines	5994	MDW	8:00am	MCO	3:22pm	Atlanta (ATL)	Search prices

Delta Air Lines	5994	MDW	8:00am	MCO	1:18pm	Atlanta (ATL)	Search prices

AirTran	23	MDW	9:41am	MCO	3:19pm	Atlanta (ATL)	Search prices

AirTran	23	MDW	9:41am	MCO	4:59pm	Atlanta (ATL)	Search prices

AirTran	23	MDW	9:41am	MCO	2:43pm	Atlanta (ATL)	Search prices

AirTran	23	MDW	9:41am	MCO	4:31pm	Atlanta (ATL)	Search prices

Delta Air Lines	1567	MDW	9:45am	MCO	3:22pm	Atlanta (ATL)	Search prices

Delta Air Lines	1567	MDW	9:45am	MCO	4:24pm	Atlanta (ATL)	Search prices

AirTran	27	MDW	10:56am	MCO	4:59pm	Atlanta (ATL)	Search prices

AirTran	27	MDW	10:56am	MCO	4:31pm	Atlanta (ATL)	Search prices

Delta Air Lines	5973	MDW	11:00am	MCO	4:24pm	Atlanta (ATL)	Search prices

Delta Air Lines	5973	MDW	11:00am	MCO	5:26pm	Atlanta (ATL)	Search prices

Delta Air Lines	5973	MDW	11:00am	MCO	6:27pm	Atlanta (ATL)	Search prices

Delta Air Lines	5978	MDW	12:25pm	MCO	6:27pm	Atlanta (ATL)	Search prices

Delta Air Lines	5978	MDW	12:25pm	MCO	5:26pm	Atlanta (ATL)	Search prices

Delta Air Lines	5978	MDW	12:25pm	MCO	7:28pm	Atlanta (ATL)	Search prices

AirTran	656	MDW	12:36pm	MCO	7:19pm	Atlanta (ATL)	Search prices

AirTran	656	MDW	12:36pm	MCO	7:09pm	Atlanta (ATL)	Search prices

AirTran	933	MDW	2:02pm	MCO	7:09pm	Atlanta (ATL)	Search prices

AirTran	933	MDW	2:02pm	MCO	9:10pm	Atlanta (ATL)	Search prices

AirTran	933	MDW	2:02pm	MCO	7:19pm	Atlanta (ATL)	Search prices

Delta Air Lines	1075	MDW	3:00pm	MCO	9:31pm	Atlanta (ATL)	Search prices

Delta Air Lines	1075	MDW	3:00pm	MCO	8:26pm	Atlanta (ATL)	Search prices

AirTran	36	MDW	5:20pm	MCO	11:29pm	Atlanta (ATL)	Search prices

AirTran	36	MDW	5:20pm	MCO	10:21pm	Atlanta (ATL)	Search prices

Delta Air Lines	2099	MDW	5:40pm	MCO	11:59pm	Atlanta (ATL)	Search prices

Delta Air Lines	2099	MDW	5:40pm	MCO	10:46pm	Atlanta (ATL)	Search prices

AirTran	94	MDW	6:30pm	MCO	11:29pm	Atlanta (ATL)	Search prices

Delta Air Lines	5970	MDW	6:55pm	MCO	11:59pm	Atlanta (ATL)	Search prices

Southwest Airlines	1537	MDW	11:15am	MCO	4:50pm	Birmingham (BHM)

Southwest Airlines	726	MDW	7:35am	MCO	1:55pm	Nashville (BNA)

Southwest Airlines	3676	MDW	9:40am	MCO	3:45pm	Nashville (BNA)

Southwest Airlines	752	MDW	10:05am	MCO	4:45pm	Nashville (BNA)

Southwest Airlines	3555	MDW	10:55am	MCO	3:45pm	Nashville (BNA)

Southwest Airlines	138	MDW	12:00pm	MCO	4:45pm	Nashville (BNA)

Southwest Airlines	416	MDW	2:50pm	MCO	9:20pm	Nashville (BNA)

Southwest Airlines	615	MDW	3:15pm	MCO	8:40pm	Nashville (BNA)

Southwest Airlines	1209	MDW	4:25pm	MCO	9:20pm	Nashville (BNA)

Southwest Airlines	2470	MDW	10:30am	MCO	4:20pm	Buffalo (BUF)

Southwest Airlines	1256	MDW	11:00am	MCO	4:30pm	Buffalo (BUF)

Southwest Airlines	1237	MDW	7:40am	MCO	2:30pm	Baltimore (BWI)

Southwest Airlines	3813	MDW	9:50am	MCO	4:15pm	Baltimore (BWI)

Southwest Airlines	1372	MDW	10:45am	MCO	6:10pm	Baltimore (BWI)

Southwest Airlines	996	MDW	12:05pm	MCO	7:40pm	Baltimore (BWI)

Southwest Airlines	996	MDW	12:05pm	MCO	6:00pm	Baltimore (BWI)

Southwest Airlines	1999	MDW	1:30pm	MCO	8:00pm	Baltimore (BWI)

Southwest Airlines	1999	MDW	1:30pm	MCO	9:00pm	Baltimore (BWI)

Southwest Airlines	1474	MDW	7:05am	MCO	12:15pm	Columbus (CMH)

Southwest Airlines	1792	MDW	10:35am	MCO	4:35pm	Columbus (CMH)

Southwest Airlines	3631	MDW	12:55pm	MCO	8:00pm	Columbus (CMH)

Northwest Airlines	4340	MDW	7:00am	MCO	2:42pm	Detroit (DTW)	Search prices

Northwest Airlines	4340	MDW	7:00am	MCO	12:37pm	Detroit (DTW)	Search prices

Northwest Airlines	4340	MDW	7:00am	MCO	2:42pm	Detroit (DTW)	Search prices

Northwest Airlines	4340	MDW	7:00am	MCO	12:37pm	Detroit (DTW)	Search prices

Northwest Airlines	5064	MDW	8:20am	MCO	2:42pm	Detroit (DTW)	Search prices

Northwest Airlines	5064	MDW	8:20am	MCO	2:42pm	Detroit (DTW)	Search prices

Northwest Airlines	4344	MDW	9:25am	MCO	3:25pm	Detroit (DTW)	Search prices

Northwest Airlines	4344	MDW	9:25am	MCO	3:25pm	Detroit (DTW)	Search prices

Northwest Airlines	4344	MDW	10:20am	MCO	5:44pm	Detroit (DTW)	Search prices

Northwest Airlines	4344	MDW	10:20am	MCO	5:44pm	Detroit (DTW)	Search prices

Northwest Airlines	5066	MDW	1:50pm	MCO	7:54pm	Detroit (DTW)	Search prices

Northwest Airlines	5066	MDW	1:50pm	MCO	7:54pm	Detroit (DTW)	Search prices

Northwest Airlines	4348	MDW	4:00pm	MCO	9:44pm	Detroit (DTW)	Search prices

Northwest Airlines	4348	MDW	4:00pm	MCO	9:44pm	Detroit (DTW)	Search prices

Southwest Airlines	1832	MDW	8:45am	MCO	4:20pm	Fort Lauderdale (FLL)

Southwest Airlines	1832	MDW	8:45am	MCO	2:10pm	Fort Lauderdale (FLL)

Southwest Airlines	2891	MDW	10:00am	MCO	4:10pm	Fort Lauderdale (FLL)

Southwest Airlines	3542	MDW	11:50am	MCO	6:30pm	Fort Lauderdale (FLL)

Southwest Airlines	733	MDW	1:10pm	MCO	6:30pm	Fort Lauderdale (FLL)

Southwest Airlines	1353	MDW	7:45am	MCO	1:50pm	Indianapolis (IND)

Southwest Airlines	17	MDW	7:20am	MCO	1:45pm	Kansas City (MCI)

Southwest Airlines	2731	MDW	10:50am	MCO	6:15pm	Kansas City (MCI)

Southwest Airlines	375	MDW	12:30pm	MCO	6:15pm	Kansas City (MCI)

Southwest Airlines	678	MDW	1:20pm	MCO	9:10pm	Kansas City (MCI)

Southwest Airlines	1079	MDW	2:25pm	MCO	9:10pm	Kansas City (MCI)

Northwest Airlines	1238	MDW	7:30am	MCO	2:14pm	Minneapolis (MSP)	Search prices

Delta Air Lines	3054	MDW	7:30am	MCO	2:14pm	Minneapolis (MSP)	Search prices

Delta Air Lines	3054	MDW	7:30am	MCO	2:14pm	Minneapolis (MSP)	Search prices

Northwest Airlines	1238	MDW	7:30am	MCO	2:14pm	Minneapolis (MSP)	Search prices

Delta Air Lines	2857	MDW	9:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Delta Air Lines	2857	MDW	9:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Northwest Airlines	1019	MDW	9:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Northwest Airlines	1019	MDW	9:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Delta Air Lines	3010	MDW	10:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Northwest Airlines	700	MDW	10:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Delta Air Lines	3010	MDW	10:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Northwest Airlines	700	MDW	10:15am	MCO	5:23pm	Minneapolis (MSP)	Search prices

Delta Air Lines	3734	MDW	4:00pm	MCO	11:29pm	Minneapolis (MSP)	Search prices

Northwest Airlines	1283	MDW	4:00pm	MCO	11:29pm	Minneapolis (MSP)	Search prices

Delta Air Lines	3734	MDW	4:00pm	MCO	11:29pm	Minneapolis (MSP)	Search prices

Northwest Airlines	1283	MDW	4:00pm	MCO	11:29pm	Minneapolis (MSP)	Search prices

Northwest Airlines	1103	MDW	5:10pm	MCO	11:29pm	Minneapolis (MSP)	Search prices

Delta Air Lines	2390	MDW	5:10pm	MCO	11:29pm	Minneapolis (MSP)	Search prices

Southwest Airlines	2533	MDW	2:15pm	MCO	8:25pm	New Orleans (MSY)

Southwest Airlines	3002	MDW	12:50pm	MCO	8:40pm	Norfolk (ORF)

Southwest Airlines	3934	MDW	7:00am	MCO	2:35pm	Philadelphia (PHL)

Southwest Airlines	1175	MDW	7:25am	MCO	3:05pm	Philadelphia (PHL)

Southwest Airlines	256	MDW	7:45am	MCO	2:35pm	Philadelphia (PHL)

Southwest Airlines	411	MDW	10:15am	MCO	6:35pm	Philadelphia (PHL)

Southwest Airlines	701	MDW	10:35am	MCO	7:15pm	Philadelphia (PHL)

Southwest Airlines	701	MDW	10:35am	MCO	5:10pm	Philadelphia (PHL)

Southwest Airlines	136	MDW	11:20am	MCO	8:15pm	Philadelphia (PHL)

Southwest Airlines	136	MDW	11:20am	MCO	6:35pm	Philadelphia (PHL)

Southwest Airlines	1857	MDW	2:00pm	MCO	9:15pm	Philadelphia (PHL)

Southwest Airlines	147	MDW	7:00am	MCO	1:50pm	Pittsburgh (PIT)

Southwest Airlines	3520	MDW	9:30am	MCO	3:20pm	Pittsburgh (PIT)

Southwest Airlines	924	MDW	12:40pm	MCO	6:45pm	Pittsburgh (PIT)

Southwest Airlines	3108	MDW	3:40pm	MCO	9:15pm	Pittsburgh (PIT)

Southwest Airlines	78	MDW	8:40am	MCO	3:25pm	Raleigh/Durham (RDU)

Southwest Airlines	2808	MDW	9:35am	MCO	4:00pm	Raleigh/Durham (RDU)

Southwest Airlines	3744	MDW	1:30pm	MCO	6:30pm	Raleigh/Durham (RDU)

Southwest Airlines	3433	MDW	9:50am	MCO	2:50pm	Fort Myers (RSW)

Southwest Airlines	1560	MDW	10:10am	MCO	4:50pm	Fort Myers (RSW)

Southwest Airlines	1716	MDW	9:20am	MCO	3:35pm	Louisville (SDF)

Southwest Airlines	1578	MDW	9:35am	MCO	3:55pm	Louisville (SDF)

Southwest Airlines	2701	MDW	8:00am	MCO	1:00pm	Saint Louis (STL)

Southwest Airlines	1069	MDW	9:00am	MCO	3:40pm	Saint Louis (STL)

Southwest Airlines	795	MDW	9:35am	MCO	3:40pm	Saint Louis (STL)

Southwest Airlines	3445	MDW	9:50am	MCO	4:30pm	Saint Louis (STL)

Southwest Airlines	788	MDW	11:20am	MCO	4:30pm	Saint Louis (STL)

Southwest Airlines	1861	MDW	12:20pm	MCO	6:00pm	Saint Louis (STL)

Southwest Airlines	1710	MDW	2:40pm	MCO	7:35pm	Saint Louis (STL)

Southwest Airlines	1046	MDW	3:00pm	MCO	8:55pm	Saint Louis (STL)

Southwest Airlines	1046	MDW	3:00pm	MCO	8:55pm	Saint Louis (STL)

ATL: Hartsfield-Jackson Atlanta International Airport
BHM: Birmingham Airport
BNA: Nashville Metropolitan Airport
BUF: Buffalo Niagara International Airport
BWI: Balt./Wash. International Airport
CMH: Port Columbus International Airport
DTW: Wayne County Airport
FLL: Ft. Lauderdale International Airport
IND: Indianapolis International Airport
MCI: Kansas City International Airport
MCO: Orlando International Airport
MDW: Midway Airport
MSP: St Paul International Airport
MSY: Louis Armstrong International Airport
ORF: Norfolk International Airport
PHL: Philadelphia International Airport
PIT: Pittsburgh International Airport
RDU: Raleigh/Durham Airport
RSW: Southwest Florida Regional Airport
SDF: Standiford Field
STL: Lambert-St. Louis International Airport

Note: Southwest Airlines tickets can be purchsed at Southwest.com.

AirTran
Phone #: 800-247-8726
URL: http://www.airtran.com
Delta Air Lines
Phone #: 800-221-1212
URL: http://www.delta.com
Northwest Airlines
Phone #: 800-225-2525
URL: http://www.nwa.com
Southwest Airlines
Phone #: 800-435-9792
URL: http://www.iflyswa.com

For more options, try adding these alternate airports :

Or check your return flight :

Disclaimer

Smarter Travel Media LLC and Innovata, LLC have used their best efforts to collect and prepare material for inclusion in this travel directory, and cannot warrant that the information is totally complete or accurate.

Data shown in this directory are for information only. Neither Innovata nor Smarter Travel Media LLC will be responsible for the failure of flights to operate at the times listed in this publication, nor for errors herein, nor for failure to make connections with planes, nor for any omissions of data.

Schedules are subject to change without notice. Schedules shown are based on expected flight times as presented to Smarter Travel Media LLC. Weather and other factors may affect operating conditions, and departures and arrivals cannot be guaranteed. The mileage shown is approximate, based on industry standards, and will vary from actual airline mileage received for each flight segment.

Smarter Travel Media LLC and Innovata disclaim any liability to any person for loss or damage caused by errors or omissions in the data contained on this page, whether such errors or omissions result from negligence, accident or other cause.

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Other Flights From MDW

Cheap airfare from MDW to MCW (6 flights)
Cheap airfare from MDW to MDT (4 flights)
Cheap airfare from MDW to MEI (3 flights)
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Cheap airfare from MDW to MFR (1 flights)
Cheap airfare from MDW to MGA (2 flights)
Cheap airfare from MDW to MGM (8 flights)
Cheap airfare from MDW to MHT (26 flights)
Cheap airfare from MDW to MIA (12 flights)
Cheap airfare from MDW to MLB (6 flights)
Cheap airfare from MDW to MLU (5 flights)
Cheap airfare from MDW to MOB (9 flights)
Cheap airfare from MDW to MOT (8 flights)
Cheap airfare from MDW to MQT (5 flights)
Cheap airfare from MDW to MSL (3 flights)
Cheap airfare from MDW to MSO (11 flights)
Cheap airfare from MDW to MSP (32 flights)
Cheap airfare from MDW to MSY (29 flights)
Cheap airfare from MDW to MTJ (4 flights)

Destinations

Scottsdale Travel Guide
Scottsdale is an oasis in the middle of the Sonoran desert.
Boston Travel Guide
Boston holds tightly onto its past as it parades into the future.
Tulsa Travel Guide
Tulsa lassos fun for everyone.
Kissimmee Travel Guide
Kissimmee is the Disney World bargain hunters' secret weapon.
Williamsburg Travel Guide
Williamsburg delivers a vacation to the past, no time machine necessary.
Kansas City Travel Guide
Visit Kansas City for great jazz, smoking barbecue, its famous fountains, and much more.
Richmond Travel Guide
Fall in love with Virginia's capital city.
Louisville Travel Guide
Louisville is a home run destination for tourists who want a family-friendly vacation.
Lexington Travel Guide
Step back into the past in the "Horse Capital of the World."
Greensboro Travel Guide
Greensboro combines a small-town feel with big-city attractions.

Hotels

Crowne Plaza Campbell House
1375 South Broadway
Lexington, KY
5 traveler comments
Number of Rooms: 290
Holiday Inn Indianapolis East
6990 E. 21st Street
I70 & Shadeland Avenue
Indianapolis, IN
5 traveler comments
Number of Rooms: 184
Number of Floors: 6
Red Roof Inn Columbus Ohio State University
441 Ackerman Road
Columbus, OH
5 traveler comments
Number of Rooms: 115
Doubletree Hotel Chattanooga
407 Chestnut Street
Chattanooga, TN
5 traveler comments
Number of Rooms: 186
Number of Floors: 12
Country Inn & Suites University Place
131 E McCullough Dr
Charlotte, NC
5 traveler comments
Number of Rooms: 100
Number of Floors: 3
Charlotte Marriott City Center
100 West Trade St
Charlotte, NC
5 traveler comments
Number of Rooms: 438
Number of Floors: 19
Doubletree Hotel Charlotte - Gateway Village
895 W Trade St
Charlotte, NC
5 traveler comments
Number of Rooms: 187
Hampton Inn & Suites Boston Crosstown Center
811 Massachusetts Avenue
Boston, MA
5 traveler comments
Number of Rooms: 175
Renaissance Waverly Hotel
2450 Galleria Pkwy
Atlanta, GA
5 traveler comments
Number of Rooms: 521
Number of Floors: 14
Crowne Plaza Atlanta Airport
1325 Virginia Avenue
Atlanta, GA
5 traveler comments

*Taxes and fees are additional: Learn how they increase your airfare

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Current departures: Chicago (MDW) Chicago (CGX) [9 miles from MDW] Chicago (ORD) [16 miles from MDW]	Current arrivals: Orlando (MCO) Melbourne (MLB) [48 miles from MCO] Daytona Beach (DAB) [54 miles from MCO]