Cheap Flights from Chicago (ORD) to Orlando (ORL)

Popular airlines from Chicago O'Hare International Airport (ORD) to Orlando Executive Airport (ORL)

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Alternative airports near Orlando

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Orlando Intl. MCO. Cheapest option available. Average driving time to city centre is 19 minutes. Flights from £212
MCO
Orlando Intl.
Cheapest
Average driving time to city centre19 min
Flights from £212

Find the cheapest month to fly from Chicago (ORD) to Orlando (ORL)

May is typically the cheapest month to fly

From £67 - £152 per traveller.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) cost?
One-way flights typically cost between £545 and £750 and return flights often range between £545 and £750. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
Enter ORD to ORL and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, F9 typically offers the lowest fares. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) typically departs at approximately 12:00 AM local time, operated by AA. This is a seasonal service active in December. An early departure like this can help maximise your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) on a Thursday, with around 110 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, United Airlines, and Delta Air Lines. Thursday offers notably more flight options compared to other days of the week.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) are in the early morning, from 6am to 9am. About 29% of passengers prefer this time. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing works well because it allows you to get an early start on your travel day and arrive in Orlando with plenty of time to enjoy your destination.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
Select the "Business class" and "First class" filters when looking for ORD to ORL flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Orlando from O'Hare Intl. (ORD)?
From O'Hare Intl. (ORD), you can fly directly into Orlando Intl. (MCO) to reach Orlando. Some flights may connect through major hubs like Portland Intl. (PDX), Seattle - Tacoma Intl. (SEA), Love Field (DAL) before reaching Orlando. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Orlando, FL (ORL-Orlando Executive) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Orlando Executive
Distance
1597 km

Book with confidence

Compare flights from Chicago to Orlando easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Orlando. Operating between them flights per day, airlines cover the route. And fly direct, getting you to Orlando Executive in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Orlando Executive.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from O'Hare Intl. (ORD) to Orlando Executive (ORL)

The easiest way to view the best deals on flights from Chicago to Orlando today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Orlando Executive start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Orlando
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Orlando flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Orlando Executive for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Chicago to Orlando easily and book with confidence

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