Cheap Flights Orlando to Chicago (ORL-ORD)

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

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 15% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

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

February is typically the cheapest month to fly

From €60 - €254 per traveller.

Frequently asked questions

How much is a flight from ORL to O'Hare Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between Orlando Executive Airport (ORL) and O'Hare Intl. Airport (ORD) was . Great fares don't last forever, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Orlando International Airport to O'Hare Intl. Airport (ORD)?
When it comes to cancellation fees, every airline has its own terms and conditions. If you decide to cancel your holiday, visit our Customer Service Portal.
How do I find cheap flights from Orlando Executive Airport (ORL) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Orlando International Airport to ORD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Orlando International Airport to ORD?
The flight distance from Orlando to Chicago is 1,600 kilometres. Bring a drink, some snacks and a good book to read. Keep yourself occupied and the time will fly by.
Which airlines fly direct from Orlando International Airport to O'Hare Intl. Airport (ORD)?
Flying nonstop between Orlando Executive Airport (ORL) and O'Hare Airport isn't possible at the moment. However, you'll still be able to find a flight to Chicago with at least one stop.
Are Orlando International Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Fares from ORL to O'Hare Airport are available up to a year before departure on Expedia. And although you may occasionally score great last-minute deal, it's not something you should bank on. Also, booking your flights ahead of time means you'll have more choices — and you can avoid getting trapped in the dreaded middle seat! We frequently update our fares to make sure you get the biggest bargains, so check back often for all the latest specials.

Travel information

Travel information

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

Book with confidence

Book with confidence

Perfect flights from Orlando to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Orlando to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Orlando Executive to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares and roundtrip prices . Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
Perfect flights from Orlando to Chicago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to Expedia members.