Chicago/Midway (MDW) to Orlando (MCO) August 2025 Flight Schedule

Flight Midway(MDW) to Orlando(MCO)
CHANGE DIRECTION

Chicago Midway International Airport Orlando International Airport
MDW : Chicago , United States MCO : Orlando , United States
UTC-5(DST) UTC-4(DST)

Midway to Orlando Flight Schedule(August 2025)

Flight from Midway(MDW) to Orlando(MCO) is operated by 2 airlines : Southwest Airlines (WN),Frontier Airlines (F9). You can check flight schedules, flight duration, and aircraft types.

Change Direction(MCO to MDW)

Chicago/Midway (MDW) to Orlando (MCO) Flight Schedule

LastUpdate : 2025/09/01 06:00

Flight Schedule on August 2025 , Direct flight departure from Midway with all airlines , flight number, flight duration, aircraft type.

August 2025
  • Southwest Airlines [ Show / Hide ]
  • Frontier Airlines [ Show / Hide ]
  • ★ CodeShare [ Show / Hide ]
Change Direction(MCO to MDW)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN4831
Southwest Airlines 		05:00 08:30 2h30m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3712
Southwest Airlines 		05:05 08:35 2h30m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4362
Southwest Airlines 		06:15 09:45 2h30m
-TW--S- (Aug 5–6, Aug 9, Aug 12–13, Aug 16, Aug 19–20, Aug 23, Aug 26–27, Aug 30)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:35 10:05 2h30m
---TF-- (Aug 7–8)
737-800 (WL)
05:45 09:15 2h30m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
06:35 10:05 2h30m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL)
07:20 10:50 2h30m
------S (Aug 31)
737-700 (WL)
WN3713
Southwest Airlines 		07:40 11:10 2h30m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
09:30 13:05 2h35m
---TF-- (Aug 7–8)
737-8-MAX
09:40 13:15 2h35m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-8-MAX
08:15 11:50 2h35m
------S (Aug 10, Aug 17, Aug 24)
737-800 (WL)
09:30 13:05 2h35m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
09:00 12:35 2h35m
------S (Aug 31)
737-800 (WL)
WN2987
Southwest Airlines 		07:45 11:20 2h35m
M------ (Aug 4)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN546
Southwest Airlines 		08:05 13:55 4h50m
1 Transfer
------S (Aug 10, Aug 17, Aug 24)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3133
Southwest Airlines 		11:35 15:10 2h35m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
08:20 11:55 2h35m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-700 (WL)
10:35 14:10 2h35m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
10:55 14:30 2h35m
------S (Aug 31)
737-700 (WL)
F91458
Frontier Airlines 		08:35 12:20 2h45m
M---F-S (Aug 1, Aug 3–4, Aug 8, Aug 10–11, Aug 15, Aug 17–18)
A320neo Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Codeshare flight ▼
WN2883
Southwest Airlines 		09:00 12:40 2h40m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
F93854
Frontier Airlines 		21:12 01:03(+1) 2h51m
---T-S- (Aug 2, Aug 7, Aug 9, Aug 14, Aug 16)
A320neo Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
09:17 13:03 2h46m
----F-S (Aug 22, Aug 24, Aug 29, Aug 31)
A320neo
10:51 14:34 2h43m
-----S- (Aug 23, Aug 30)
A320neo
16:24 20:14 2h50m
M------ (Aug 25)
A320neo
Codeshare flight ▼
WN3733
Southwest Airlines 		09:20 15:30 5h10m
1 Transfer
M------ (Aug 4)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2679
Southwest Airlines 		10:05 15:50 4h45m
1 Transfer
------S (Aug 10, Aug 17, Aug 24)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2234
Southwest Airlines 		10:05 16:30 5h25m
1 Transfer
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1375
Southwest Airlines 		10:30 14:10 2h40m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN996
Southwest Airlines 		10:45 16:25 4h40m
1 Transfer
------S (Aug 31)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1646
Southwest Airlines 		12:05 15:45 2h40m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN487
Southwest Airlines 		13:30 17:10 2h40m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
13:00 16:40 2h40m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
WN3628
Southwest Airlines 		13:20 19:40 5h20m
1 Transfer
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2236
Southwest Airlines 		13:25 17:10 2h45m
M------ (Aug 4)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2791
Southwest Airlines 		13:25 18:45 4h20m
1 Transfer
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
13:55 19:15 4h20m
1 Transfer
------S (Aug 31)
WN2927
Southwest Airlines 		13:50 19:40 4h50m
1 Transfer
M------ (Aug 4)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3583
Southwest Airlines 		14:05 20:00 4h55m
1 Transfer
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2675
Southwest Airlines 		14:35 21:15 5h40m
1 Transfer
M------ (Aug 4)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3260
Southwest Airlines 		15:20 19:00 2h40m
---TF-- (Aug 7–8)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
15:20 19:00 2h40m
------S (Aug 10, Aug 17, Aug 24)
737-800 (WL)
15:20 19:00 2h40m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
15:30 19:10 2h40m
------S (Aug 31)
737-800 (WL)
WN3803
Southwest Airlines 		15:30 19:10 2h40m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN140
Southwest Airlines 		16:45 20:25 2h40m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
17:20 20:55 2h35m
---TF-- (Aug 7–8)
737-800 (WL)
17:30 21:05 2h35m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-800 (WL)
17:20 20:55 2h35m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL)
WN2314
Southwest Airlines 		17:00 20:35 2h35m
------S (Aug 10, Aug 17, Aug 24)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4752
Southwest Airlines 		17:15 21:00 2h45m
M------ (Aug 4)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN300
Southwest Airlines 		17:55 21:35 2h40m
------S (Aug 31)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN278
Southwest Airlines 		18:20 22:00 2h40m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2392
Southwest Airlines 		20:05 23:40 2h35m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:45 22:20 2h35m
---TF-- (Aug 7–8)
737-8-MAX
19:55 23:30 2h35m
------S (Aug 10, Aug 17, Aug 24)
737-800 (WL)
18:45 22:20 2h35m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
WN2483
Southwest Airlines 		19:30 23:10 2h40m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2628
Southwest Airlines 		20:55 00:30(+1) 2h35m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(MCO to MDW)
Flight schedules as of September 01, 2025, 06:00 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

FAQ : Chicago/Midway to Orlando

How many airlines fly from Chicago to Orlando ?
As of August 2025, 2 airlines operate direct flights from Chicago/Midway (MDW) to Orlando (MCO) : Southwest Airlines , Frontier Airlines.
How far is it from Chicago to Orlando?
The distance between Chicago/Midway (MDW) to Orlando (MCO) is approximately 990 miles(1,600km) by air.
What is the time difference between Chicago to Orlando?
The time difference between Chicago Midway International Airport(Chicago) and Orlando International Airport(Orlando) is +1 hour. Orlando is 1 hour ahead of Chicago.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Orlando is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.