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

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Lowest round trip fares by airline from Chicago and Orlando

Cheapest prices ($24 One Way, $48 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
The price is $38 per night from Oct 1 to Oct 2
$38
per night
Oct 1 - Oct 2
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free parking, 3 outdoor pools, and a free theme park shuttle. Our guests praise the pool in our ...
4/10 (2,171 reviews)
Pools are wonderful and warm.
"I love this location. It is not fancy, but has everything you need. It is quiet and the people are friendly. The pools are wonderful and are open until 11:00 pm."

Reviewed on Sep 19, 2023

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 resort in Kissimmee. Enjoy 2 outdoor pools, a 24-hour business center, and a terrace. Our guests praise the property condition ...
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

Champions World Resort
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln, Kissimmee, FL
The price is $78 per night from Sep 25 to Sep 26
$78
per night
Sep 25 - Sep 26
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the quiet rooms in our reviews. Popular ...
8.8/10 Excellent! (3,526 reviews)
"Repeat stay for early medical appointment. Very clean. Breakfast offerings well-stocked & area kept clean. Good cable selections. Mattress too firm for me, but spoude ws comfy."

Reviewed on Sep 22, 2023

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
46
Earliest Flight Departure Date
Oct 1
Latest Flight Departure Date
Oct 1
Popular Airlines
United Airlines

It can be hard to quickly find affordable Chicago to Orlando flights in the United States. However, CheapTickets has bargains for any trip you will be taking.

Flights from Chicago to Orlando depart from the Chicago O'Hare International Airport (ORD). ORD is one of the largest airports in the United States. The city of Chicago itself is hustling and bustling with activity, and you can definitely expect the same atmosphere at the airport. One can get to the airport via taxi or bus. To get to the O'Hare Airport from North Avenue in less than 30 minutes, it is recommended that one takes the taxi for about $25. On the other hand, taking the bus is much cheaper with bus fares as low as $3, and it also guarantees evading heavy traffic areas so you can get on your flight to Orlando comfortably and on time.

When making your plans to go to Orlando, do not forget to take a book to read on your flight. It is about 1000 miles from ORD to the Orlando International Airport (MCO), a two-hour flight. Find easy access to Disney World Resort through Disney's Magical Express. Airport shuttles run about $2, and the Lynx bus service connects the entire city. Naturally, the weather is much different in Central Florida than on the shores of Lake Michigan, so plan accordingly. The summers can be fiercely hot and humid, so a holiday trip might be in order. Hotels might be more expensive at this time.

*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.