Beginning of main content

Lowest round trip fares by airline from Chicago and Orlando

Cheapest prices ($40 One Way, $79 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
3.0 out of 5.0
2.9 out of 5 (88 reviews)

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 Hollywood Studios® ...

The check in was extremely slow. A long line with only one woman at the desk working.
Champions World Resort
3.0 out of 5.0
3.4 out of 5 (68 reviews)

Set in Kissimmee, this family-friendly resort is within 12 mi (20 km) of Disney's Animal Kingdom® Theme Park, Epcot®, and Walt Disney World®. Magic Kingdom® ...

The first night the indoor pool was schedule to be open at 4pm but never opened, other then that the trip and hotel was great
Galleria Palms Hotel
2.5 out of 5.0
4.0 out of 5 (19 reviews)

Situated in a shopping district, this hotel is 2.3 mi (3.7 km) from Disney's Animal Kingdom® Theme Park and within 6 mi (10 km) of ESPN Wide World of Sports ...

The staff was very friendly and helpful. I arrived 1:30 am and there was no problem with check-in. Continental breakfast was good the only minus is the plates and cups from styrofoam. Hotel was clean. We’ve got a room with a door to the other peoples room. They were closed but you could hear everything ...

Fly From Chicago to Orlando

Number of Daily Flights5
Earliest Flight Departure DateJun 3
Latest Flight Departure DateJun 3
Popular AirlinesAmerican Airlines

Cheap flights from Chicago to Orlando

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.