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Find low faresSouthwest® flights from Chicago (O'Hare) to Orlando from $79
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Low fares from Chicago (O'Hare) to Orlando
$
Chicago (Midway) (MDW)to
Orlando (MCO)
Depart: 03/03/2026
One-way
Basic
From
$79
Seen: 22 hrs ago
Chicago (Midway) (MDW)to
Orlando (MCO)
Depart: 03/10/2026
One-way
Basic
From
$79
Seen: 16 hrs ago
Chicago (Midway) (MDW)to
Orlando (MCO)
Depart: 03/03/2026
One-way
Choice
From
$79
Seen: 15 hrs ago
Chicago (Midway) (MDW)to
Orlando (MCO)
Depart: 03/10/2026
One-way
Choice
From
$79
Seen: 11 hrs ago
Chicago (Midway) (MDW)to
Orlando (MCO)
Depart: 03/02/2026
One-way
Basic
From
$90
Seen: 12 hrs ago
Chicago (Midway) (MDW)to
Orlando (MCO)
Depart: 03/04/2026
One-way
Basic
From
$90
Seen: 15 hrs ago
Explore flights from Chicago (O'Hare) to Orlando
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Flight Details
Departing from:
O'Hare International Airport
Arriving at:
Orlando International Airport
Average flight time:
2 hours 37 minutes
Distance:
1005 miles
Route Information
78† Weekly flights
- 2‡ Nonstop flights per day Monday through Friday
- 2‡ Nonstop flights on Saturday
- 2‡ Nonstop flights on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore Orlando
Located in the middle of Florida, Orlando features picturesque wetlands, consisting of many lakes and freshwater swamps that beg to be explored. Although the city is known for its theme parks, take a closer look to find there’s a variety of activities no matter what brings you to the area.
Check out one of Florida’s hidden gems at Bok Tower Gardens, about one hour by car outside of downtown Orlando. The 250-acre garden features a Mediterranean-style 20-room winter home that dates back to the 1930s. Be sure to visit in the afternoon for the ringing of the bells. You can tap into your inner beatnik with a visit to the Jack Kerouac House, his home when he published one of his most famous books.
Questions we hear the most
The average flight time from Chicago (O'Hare) to Orlando is 2 hours 37 minutes.
There are 78 weekly flights from Chicago (O'Hare) to Orlando on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (O'Hare) to Orlando 2 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (O'Hare) to Orlando 2 times per day on Saturdays and Sundays.
To find the lowest fares by day and time to fly Chicago (O'Hare) to Orlando with Southwest, check out our Low Fare Calendar.
You can rent a car at Orlando International Airport book yours with your flight.
Yes! Flights from Chicago (O'Hare) to Orlando—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.