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

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Lowest round trip fares by airline from Chicago and Orlando

Cheapest prices ($80 One Way, $160 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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, 34747
The price is $50 per night from Jul 12 to Jul 13
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the comfy rooms and the overall ...
2.5/5 (37 reviews)
"This property was exactly what we needed it to be, but nothing more. It was close to places to eat and shop, we took Lyft to Disney world and back daily. You get what you pay for with this place. The property could use some extra love, but the staff was VERY friendly!"

Reviewed on Jan 24, 2022

Maingate Lakeside Resort
Champions World Resort

Champions World Resort

3 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL, 34747
Stay at this 3-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
2.7/5 (9 reviews)
"Hotel accepted booking and next day we were kick out letting us know that hotel was sold and we had to leave, no option were given and Cheaptikets never anwered calls nor have refund the hotel charges."

Reviewed on May 19, 2021

Champions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln, Kissimmee, FL, 34747
The price is $101 per night from Jul 31 to Aug 1
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms in our reviews. Popular attractions ...
4.4/5 Wonderful! (17 reviews)
"Las empleadas del servicio de alimentos fueron muy atentas, el desayuno fue muy bueno, tenían huevos, pan, bagels, jamón, dulces, frutas, leche, jugos, café."

Reviewed on Feb 22, 2022

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 45
Earliest Flight Departure Date Jul 8
Latest Flight Departure Date Jul 9
Popular Airlines Spirit 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.