Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Chicago (CHI) to Orlando (ORL)

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Lowest round trip fares by airline from Chicago and Orlando

Cheapest prices ($43 One Way, $85 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 25
ORD
Chicago
MCO
Orlando
$43
United
Tue, May 18
ORD
Chicago
MCO
Orlando
$43
Spirit Airlines
Tue, May 18
ORD
Chicago
MCO
Orlando
$47
Frontier Airlines
Tue, May 25
ORD
Chicago
MCO
Orlando
$49
American Airlines
Sun, May 16
ORD
Chicago
MCO
Orlando
$54
Frontier Airlines
Tue, May 18 - Wed, May 26
ORD
Chicago
MCO
Orlando
$85
United
Tue, May 18 - Wed, May 26
ORD
Chicago
MCO
Orlando
$86
American Airlines
Wed, May 19 - Fri, May 21
ORD
Chicago
MCO
Orlando
$89
United
Tue, May 18 - Wed, May 26
ORD
Chicago
MCO
Orlando
$90
United
Tue, May 18 - Wed, May 26
ORD
Chicago
MCO
Orlando
$91
American Airlines

Great Deals On Cheap Hotels in Orlando

Maingate Lakeside Resort

Maingate Lakeside Resort

3 out of 5
7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $38 per night from May 10 to May 10
Located in Kissimmee, this family-friendly hotel is 2.4 mi (3.9 km) from Disney's Animal Kingdom® Theme Park, and within 6 mi (10 km) of Disney's Blizzard Beach ...
3/5 (43 reviews)
"The pools are amazing. Nice view. Close to lots of stores"

Reviewed on Mar 13, 2021

Maingate Lakeside Resort
Champions World Resort

Champions World Resort

3 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Get Rates
Set in Kissimmee, this family-friendly resort is within 12 mi (20 km) of Disney's Animal Kingdom® Theme Park, Epcot®, and Old Town. Walt Disney World® and Magic ...
3.5/5Good! (17 reviews)
"Room was dirty shower and bathroom dirty housekeeping did not come and clean our room not once pool always closed early no breakfast or hot tub or aminitys like websight said staff rude as hell"

Reviewed on Jul 31, 2020

Champions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln, Kissimmee, FL
The price is $73 per night from May 24 to May 24
Situated in the entertainment district, this hotel is 1.7 mi (2.8 km) from Island H2O Live! and 2.3 mi (3.7 km) from Disney's Animal Kingdom® Theme Park. ESPN ...
4.5/5Wonderful! (12 reviews)
"The amazing kind help especially from Angie at the front desk. Helped our get our family all on 1 floor together."

Reviewed on Apr 27, 2021

Galleria Palms Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Orlando

Origin Chicago
Destination Orlando
Number of Daily Flights 32
Earliest Flight Departure Date May 15
Latest Flight Departure Date May 15
Popular Airlines Frontier Airlines

Cheap flights from Chicago to Orlando

Whether you are coming to Orlando for a conference at one of the area's many hotels, or you are passing through Orlando International Airport (MCO) to start a magical vacation, the city is a travel destination that has it all to offer its visitors.

You’ll find world-class theme parks like Walt Disney World, Universal Studios Florida and SeaWorld will make for a busy vacation in this fabulous city. In addition to these attractions, visitors can head over to Amway Arena and watch the Orlando Magic compete for the NBA Championship.

If you want to explore beyond the borders of the United States while in Orlando, a trip Around the World at Epcot never disappoints.

Key Facts

The airport is about 13 miles from the downtown area. Picking up a rental car at MCO is easy, and drivers will use Interstate 4 and State Roads 408, 417 and 528 extensively for any travel through the Orlando area. If you want to get out and explore the surrounding areas, Tampa is just a quick one hour and 20 minute drive down Interstate 4 West.

Hints and Tips

Getting from Chicago O'Hare International Airport (ORD) to Orlando takes a bit over two hours. Once you arrive at the airport, you may need to hop on the airport train to get to the baggage claim area.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.