Flights Chicago to Orlando MDW to MCO

Flights from Chicago (MDW) to Orlando (MCO): 3 airlines operate 141 flight numbers on this route, about 24 flights a week, distance 1595 km / 991 miles. The next departure is WN2964 (Southwest Airlines) on Sat, Nov 14 at 05:00 CST (11:00 GMT).

Airlines and flight numbers count operating flights from a year ago to a year ahead; code-share numbers are not counted. On time means landed less than 15 minutes late.

MDW Chicago Chicago Midway International Airport MCO Orlando Orlando International Airport
Route map MDW to MCO Great-circle route from Chicago Midway International Airport, United States to Orlando International Airport, United States, 1595 km. Map data: Natural Earth. UNITED STATES MDW MCO Map data: Natural Earth

Chicago to Orlando Flights

The 30 most recent of 141 flight numbers from MDW to MCO, with the date each last flew. Local times: MDW CST, MCO EST.

Flight Airline Last seen Departure Arrival
WN4565 Southwest Airlines Nov 14, 2026 09:15 12:50
WN2963 Southwest Airlines Nov 14, 2026 07:50 11:35
WN2964 Southwest Airlines Nov 14, 2026 05:00 08:35
WN2967 Southwest Airlines Nov 13, 2026 20:40 00:20
WN2966 Southwest Airlines Nov 13, 2026 14:40 18:15
WN206 Southwest Airlines Nov 13, 2026 12:50 16:25
WN4273 Southwest Airlines Nov 12, 2026 09:10 12:50
WN1908 Southwest Airlines Nov 11, 2026 16:25 20:00
WN4839 Southwest Airlines Nov 8, 2026 09:55 13:35
WN2121 Southwest Airlines Nov 7, 2026 13:35 17:10
WN4116 Southwest Airlines Nov 5, 2026 19:20 22:55
WN1957 Southwest Airlines Oct 31, 2026 13:45 17:20
WN1665 Southwest Airlines Oct 31, 2026 12:10 15:45
WN1956 Southwest Airlines Oct 31, 2026 09:35 13:20
WN1955 Southwest Airlines Oct 31, 2026 08:15 11:50
WN1954 Southwest Airlines Oct 31, 2026 07:05 10:35
WN1953 Southwest Airlines Oct 31, 2026 05:55 09:30
WN2923 Southwest Airlines Oct 30, 2026 18:40 22:15
WN1678 Southwest Airlines Oct 30, 2026 15:45 19:20
WN2344 Southwest Airlines Oct 30, 2026 14:15 17:50
WN3884 Southwest Airlines Oct 30, 2026 12:45 16:20
WN3798 Southwest Airlines Oct 30, 2026 08:55 12:30
WN2919 Southwest Airlines Oct 30, 2026 05:00 08:30
WN2924 Southwest Airlines Oct 29, 2026 20:40 00:15
WN5005 Southwest Airlines Oct 29, 2026 07:30 11:05
WN2619 Southwest Airlines Oct 28, 2026 19:05 22:45
WN1269 Southwest Airlines Oct 28, 2026 15:25 19:00
WN1931 Southwest Airlines Oct 28, 2026 09:05 12:40
WN1558 Southwest Airlines Oct 28, 2026 07:45 11:20
WN3032 Southwest Airlines Oct 25, 2026 18:35 22:15

Upcoming flights

Local times at the departure airport.
Flight From To Scheduled Time Departure Status Details
WN2964 Chicago MDW Orlando MCO 05:00 Scheduled Track >
WN2963 Chicago MDW Orlando MCO 07:50 Scheduled Track >
WN4565 Chicago MDW Orlando MCO 09:15 09:40 Delayed Track >

Recent flights

Local times at the departure airport.
Flight From To Date Scheduled Time Departure Status Details
WN2967 Chicago MDW Orlando MCO Nov 13 20:40 21:43 Landed Late Track >
WN2966 Chicago MDW Orlando MCO Nov 13 14:40 20:00 En-Route Track >
WN206 Chicago MDW Orlando MCO Nov 13 12:50 12:59 Landed Track >
WN4565 Chicago MDW Orlando MCO Nov 13 08:10 08:19 Landed Track >
WN2963 Chicago MDW Orlando MCO Nov 13 07:00 07:26 Landed Track >
WN2964 Chicago MDW Orlando MCO Nov 13 05:10 05:13 Landed Track >
WN2967 Chicago MDW Orlando MCO Nov 12 20:40 22:11 Delayed Track >
WN2966 Chicago MDW Orlando MCO Nov 12 14:40 15:12 Landed Track >
WN206 Chicago MDW Orlando MCO Nov 12 12:50 13:33 Landed Track >
WN4273 Chicago MDW Orlando MCO Nov 12 09:10 09:22 Landed Track >
WN4565 Chicago MDW Orlando MCO Nov 12 08:10 08:17 Landed Track >
WN2963 Chicago MDW Orlando MCO Nov 12 07:00 07:01 Landed Track >
WN2964 Chicago MDW Orlando MCO Nov 12 05:10 05:16 Landed Track >
WN1908 Chicago MDW Orlando MCO Nov 11 16:25 16:46 Landed Track >
WN2966 Chicago MDW Orlando MCO Nov 11 15:00 15:29 Landed Track >

Airlines flying MDW to MCO

MDW to MCO FAQ

How long is the flight from Chicago to Orlando?
About 2 h 5 min: that is the median flight time of the last 13 flights that landed; the timetable allows 2 h 40 min.
Which airlines fly from Chicago to Orlando?
Southwest Airlines, Frontier Airlines and Volaris have flights from Chicago (MDW) to Orlando (MCO) between a year ago and a year ahead. An airline listed may not fly the route every day.
How many flights a week go from Chicago to Orlando?
About 24 flights a week, counted over the two weeks before and after today. Only operating flights are counted, not code-share numbers.
Are flights from Chicago to Orlando on time?
12 of the last 13 flights that landed arrived less than 15 minutes after their scheduled time.
How far is Chicago from Orlando?
1595 km (991 miles) in a straight line between Chicago Midway International Airport and Orlando International Airport.

Orlando (MCO) to Chicago (MDW) flights >