CHI - ORL

Find Cheap Flights from Chicago to Orlando

Round-trip
Economy
Chicago (CHI)
Orlando All airports
Sat 7/20
Sat 7/27
Any month
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Good to Know

Low Season:
January
Best time to beat the crowds
2%
expected price decrease
High Season:
June
Most popular time to fly
8%
expected price increase
Average Price:
$199
(avg. price over the last 2 weeks)
Good Deal:
$144
or less (round trip)

When to Book Flights from Chicago to Orlando

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $143 or less.
The cheapest flight from Chicago to Orlando was found 38 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be May, June and July. The cheapest month to fly is January.
Morning departure is around 3% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days
If you are looking for a family-friendly, affordable hotel near Orlando airport than look no further than the Holiday Inn Resort Orlando Lake Buena Vista. The hotel, where kids eat free, is located about one mile from Walt Disney World and is also close to SeaWorld, Universal Orlando Resort, and Disney Springs. Best of all, this hotel features a pool and activities like dive-in movies, a Cyber Arcade, and a Splash Pad.
If the kids are traveling with you on your flight from Chicago to Orlando, take them to check out the Brachiosaurus skeleton on the upper level of Terminal 1 in Concourse B. This 72-foot-long, four-story-high Brachiosaurus skeleton model is one of the biggest mounted dinosaur models in the world.
If you are looking for a last taste of Chicago before your flight, check out Gold Coast Dogs located in Terminal 5 of Chicago O'Hare International. Gold Coast Dogs has a full menu of specialty dogs, burgers, sandwiches, and fries.
Looking to have a cold one before your flight from Chicago Midway Airport? Stop by the Midway Pour House located in on Concourse A at Gate A5 at Chicago Midway airport. Stop in for a draft beer and enjoy an order of ribeye sliders with it. If vegetarian fare is more your speed, check out their delicious grilled veggie sandwich.
If the kids are looking to get a head start on their vacation after your flight from Chicago to Orlando, stop in at the Magic of Disney, located in the West Hall of the Main Terminal at Orlando Airport, and check out their full selection of all things Disney. The magic of all of the signature Disney characters will come to life for your kids in this colorful shop.
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