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

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Lowest round trip fares by airline from Chicago and Orlando

Cheapest prices ($27 One Way, $59 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 15 - Tue, May 21
ORD
Chicago
MCO
Orlando
$59 Roundtrip, found 4 hours ago
$59
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, May 15 from Chicago to Orlando, returning Tue, May 21, priced at $59 found 4 hours ago
Wed, May 15 - Tue, May 21
ORD
Chicago
MCO
Orlando
$66 Roundtrip, found 4 hours ago
$66
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, May 15 from Chicago to Orlando, returning Tue, May 21, priced at $66 found 4 hours ago
Tue, May 21 - Tue, Jun 11
ORD
Chicago
MCO
Orlando
$66 Roundtrip, found 2 days ago
$66
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Chicago to Orlando, returning Tue, Jun 11, priced at $66 found 2 days ago
Sat, May 11 - Tue, May 14
ORD
Chicago
MCO
Orlando
$68 Roundtrip, found 6 hours ago
$68
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, May 11 from Chicago to Orlando, returning Tue, May 14, priced at $68 found 6 hours ago
Wed, May 15 - Wed, May 22
MDW
Chicago
MCO
Orlando
$72 Roundtrip, found 1 day ago
$72
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 15 from Chicago to Orlando, returning Wed, May 22, priced at $72 found 1 day ago

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 $36 per night from Apr 28 to Apr 29
$36
per night
Apr 28 - Apr 29
Stay at this family-friendly hotel in Kissimmee. Enjoy free parking, 3 outdoor pools, and a free theme park shuttle. Our guests praise the clean rooms in our ...
4/10 (2,392 reviews)
"The entire staff are wonderful and professional I’m alway sad when I have to leave . It’s very peaceful there"

Reviewed on Apr 8, 2024

Maingate Lakeside Resort
Champions World Resort

Champions World Resort

3 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy 2 outdoor pools, a fitness center, and a 24-hour business center. Our guests praise the property ...
7.2/10 Good! (1,000 reviews)
"Nice location. Small pool. Staff were friendly. There is a shuttle to Disneyworld, which was very convenient"

Reviewed on Aug 10, 2021

Get rates
Champions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln, Kissimmee, FL
The price is $112 per night from May 21 to May 22
$112
per night
May 21 - May 22
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.8/10 Excellent! (3,825 reviews)
"Very friendly staff and clean"

Reviewed on Apr 23, 2024

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
43
Earliest Flight Departure Date
May 2
Latest Flight Departure Date
May 2
Popular Airlines
United 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.

Flights from Cities near Chicago

Flights to Cities near Orlando

Other Flights from Chicago

*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.