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Flights for Disney World

Flights Between Chicago/Midway, IL and Orlando

Listed below are the details of current regular flights between Chicago/Midway, IL and Orlando. Please click on the name of the airline to check availability and book your flight with that airline.

Orlando International Airport
From Chicago/Midway, IL to Orlando International
Airline Departs Arrives Days No. Seats Itinerary Stops Terminal Aircraft
Southwest 05:30 09:00
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 06:00 09:30
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 06:10 09:40
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 06:15 09:40
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 06:55 10:25
MTWTFSS
 143 Direct Non-Stop A 73W
AirTran Airways 07:00 10:25
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 07:05 11:45
MTWTFSS
 137 Nashville, TN 1 A 733
Southwest 07:25 14:00
MTWTFSS
 137 Providence, RI 1 A 73G
Southwest 07:40 11:05
MTWTFSS
 137 Direct Non-Stop A 73G
AirTran Airways 08:00 11:28
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 09:10 14:40
MTWTFSS
 143 New Orleans, LA 1 A 73W
Southwest 09:15 14:25
MTWTFSS
 143 Ft. Myers, FL 1 A 73W
Southwest 09:25 12:55
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 10:00 14:35
MTWTFSS
 137 Nashville, TN 1 A 733
AirTran Airways 10:26 13:54
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 10:30 15:15
MTWTFSS
 137 Columbus, OH 1 A 73G
Southwest 10:40 15:25
MTWTFSS
 137 Columbus, OH 1 A 73G
Southwest 11:10 15:50
MTWTFSS
 137 Columbus, OH 1 A 733
Southwest 13:05 16:45
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 13:20 16:55
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 13:20 16:55
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 13:40 18:35
MTWTFSS
 122 Pittsburgh, PA 1 A 735
Southwest 13:40 19:40
MTWTFSS
 137 Albany, NY 1 A 73G
AirTran Airways 14:15 17:43
MTWTFSS
 117 Direct Non-Stop B 717
AirTran Airways 15:45 19:13
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 15:55 20:40
MTWTFSS
 137 Columbus, OH 1 A 73G
AirTran Airways 16:47 20:15
MTWTFSS
 117 Direct Non-Stop B 717
AirTran Airways 16:47 20:15
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 17:00 20:40
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 17:20 22:50
MTWTFSS
 137 New Orleans, LA 1 A 73G
Southwest 17:30 21:05
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 19:00 22:30
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 19:40 23:10
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 19:45 23:15
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 20:40 00:10
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 20:40 00:10
MTWTFSS
 137 Direct Non-Stop A 73G
From Orlando International to Chicago/Midway, IL
Airline Departs Arrives Days No. Seats Itinerary Stops Terminal Aircraft
Southwest 06:15 07:55
MTWTFSS
 137 Direct Non-Stop A 733
Southwest 06:20 10:05
MTWTFSS
 137 Kansas City, MO 1 A 733
Southwest 06:35 09:25
MTWTFSS
 137 Nashville, TN 1 A 73G
AirTran Airways 07:00 08:37
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 07:05 08:50
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 07:30 11:35
MTWTFSS
 137 Philadelphia, PA 1 A 73G
Southwest 07:35 10:35
MTWTFSS
 137 St. Louis, MO 1 A 73G
Southwest 07:35 10:45
MTWTFSS
 137 Pittsburgh, PA 1 A 73G
Southwest 07:45 09:30
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 08:35 10:20
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 09:05 11:50
MTWTFSS
 143 Indianapolis, IN 1 A 73W
Southwest 09:05 11:50
MTWTFSS
 137 Indianapolis, IN 1 A 73G
Southwest 09:05 13:45
MTWTFSS
 137 Manchester, NH 1 A 73G
Southwest 09:20 11:00
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 09:20 12:05
MTWTFSS
 137 Nashville, TN 1 A 733
Southwest 09:25 12:45
MTWTFSS
 122 New Orleans, LA 1 A 735
AirTran Airways 09:50 11:25
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 10:50 14:05
MTWTFSS
 137 Jackson, MS 1 A 733
Southwest 11:00 13:40
MTWTFSS
 143 Indianapolis, IN 1 A 73W
Southwest 11:10 14:15
MTWTFSS
 137 Jackson, MS 1 A 73G
Southwest 11:25 13:05
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 11:40 13:20
MTWTFSS
 137 Direct Non-Stop A 733
AirTran Airways 12:00 13:35
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 12:45 16:55
MTWTFSS
 143 Houston/Hobby, TX 1 A 73W
Southwest 12:45 16:55
MTWTFSS
 137 Houston/Hobby, TX 1 A 73G
Southwest 13:20 16:30
MTWTFSS
 137 Ft. Myers, FL 1 A 73G
Southwest 14:00 15:45
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 14:20 18:55
MTWTFSS
 143 Hartford, CT 1 A 73W
Southwest 14:20 18:55
MTWTFSS
 137 Hartford, CT 1 A 73G
Southwest 14:25 16:55
MTWTFSS
 137 Greenville/Spartanburg, SC 1 A 73G
AirTran Airways 14:28 16:07
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 15:00 16:40
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 15:30 18:45
MTWTFSS
 137 Raleigh/Durham, NC 1 A 733
Southwest 15:30 18:55
MTWTFSS
 137 Pittsburgh, PA 1 A 73G
Southwest 15:30 18:55
MTWTFSS
 143 Pittsburgh, PA 1 A 73W
Southwest 15:35 18:50
MTWTFSS
 137 Ft. Myers, FL 1 A 733
Southwest 16:25 18:10
MTWTFSS
 137 Direct Non-Stop A 733
Southwest 16:55 21:25
MTWTFSS
 122 Houston/Hobby, TX 1 A 735
AirTran Airways 17:00 18:39
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 17:15 21:05
MTWTFSS
 137 Kansas City, MO 1 A 733
Southwest 17:35 19:20
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 18:10 00:05
MTWTFSS
 137 Denver, CO 1 A 73G
Southwest 18:40 20:30
MTWTFSS
 137 Direct Non-Stop A 73G
Southwest 19:10 20:55
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 19:30 21:10
MTWTFSS
 143 Direct Non-Stop A 73W
Southwest 20:05 22:55
MTWTFSS
 122 St. Louis, MO 1 A 735
AirTran Airways 20:12 21:49
MTWTFSS
 117 Direct Non-Stop B 717
Southwest 20:55 22:35
MTWTFSS
 137 Direct Non-Stop A 733


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