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CA $96 Cheap Flights from Chicago (ORD) to Orlando (ORL)

View CA $96 flight on Sat, Feb 27, 2027

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

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    • Find the cheapest flights on Expedia from Chicago (ORD) to Orlando (ORL). Flight ticket prices change frequently based on availability and demand. We send price‑drop alerts to make air travel simple and flexible. The lowest one-way fare found on Expedia for this route in the past 7 days starts at CA $96 for travel on February 27, 2027.

    Cheap Flights from Chicago to Orlando (ORD-ORL)

    Prices were available within the past 7 days and start at CA $96 for one-way flights and CA $193 for roundtrip, for the period specified. Prices and availability are subject to change.

    All deals

    One way

    Roundtrip

    Select Frontier Airlines flight, departing Sat, Jan 23 from Chicago to Orlando, returning Sat, Jan 30, priced at CA $193 Found 1 day ago

    Sat, Jan 23 - Sat, Jan 30 · ORD · MCO · Roundtrip

    Select Frontier Airlines flight, departing Sat, Jan 16 from Chicago to Orlando, returning Tue, Jan 19, priced at CA $196 Found 10 hours ago

    Sat, Jan 16 - Tue, Jan 19 · ORD · MCO · Roundtrip

    Select Frontier Airlines flight, departing Sat, Jan 23 from Chicago to Orlando, returning Thu, Jan 28, priced at CA $213 Found 3 days ago

    Sat, Jan 23 - Thu, Jan 28 · ORD · MCO · Roundtrip

    Select Frontier Airlines flight, departing Sat, Jan 23 from Chicago to Orlando, returning Mon, Jan 25, priced at CA $214 Found 1 day ago

    Sat, Jan 23 - Mon, Jan 25 · ORD · MCO · Roundtrip

    Select Frontier Airlines flight, departing Wed, Dec 2 from Chicago to Orlando, returning Wed, Dec 9, priced at CA $219 Found 4 days ago

    Wed, Dec 2 - Wed, Dec 9 · ORD · MCO · Roundtrip

    Select Frontier Airlines flight, departing Tue, Dec 8 from Chicago to Orlando, returning Wed, Dec 16, priced at CA $220 Found 3 days ago

    Tue, Dec 8 - Wed, Dec 16 · ORD · MCO · Roundtrip

    Select JetBlue Airways flight, departing Wed, Jan 20 from Chicago to Orlando, returning Sat, Jan 30, priced at CA $315 Found 2 days ago

    Wed, Jan 20 - Sat, Jan 30 · ORD · MCO · Roundtrip

    Select Delta flight, departing Sat, Jan 16 from Chicago to Orlando, returning Tue, Jan 26, priced at CA $545 Found 2 days ago

    Sat, Jan 16 - Tue, Jan 26 · ORD · MCO · Roundtrip

    Select Sun Country Airlines flight, departing Fri, Dec 11 from Chicago to Orlando, returning Fri, Dec 18, priced at CA $604 Found 11 hours ago

    Fri, Dec 11 - Fri, Dec 18 · ORD · MCO · Roundtrip

    Select United flight, departing Wed, Dec 30 from Chicago to Orlando, returning Tue, Jan 5, priced at CA $694 Found 15 hours ago

    Wed, Dec 30 - Tue, Jan 5 · ORD · MCO · Roundtrip

    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 17 minutes. Flights from CA $390

    17 min

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

    December is typically the cheapest month to fly

    From CA $170 - CA $467 per traveller.

    View flights in December

    Insights are based on prices from searches for economy trips of 10 days or less on our sites in the last 12 months. Insights are informative only and current prices may differ.

    Book with confidence

    Chicago to Orlando Flights

    The easy way to book your flights from Chicago to Orlando

    With Expedia, it’s simple to find and book flights to Orlando from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 6 airlines that cover this route. There are nonstop flights to Orlando Executive, too.

    Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Orlando today, tomorrow, or this week.

    Save dollars with cheap flights from O'Hare Intl., ORD to Orlando Executive, ORL

    Sort your search results by price to find great deals on your flight from Chicago to Orlando—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Orlando from Chicago currently is just CA $193 rising to CA $694.

    Here are more money-saving tips:

    • Fly in January when flight prices are normally at their lowest
    • Book about a month to 6 weeks before you travel for the best prices to Orlando
    • Avoid peak season and weekends when flights can cost more
    • Early morning and late-night flights are sometimes cheaper, so try varying your travel times
    • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!

    Reasons to choose Expedia for your flight to Orlando from Chicago

    Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Orlando with Expedia today.

    Frequently Asked Questions

    How much is a flight from O'Hare Airport to ORL?

    Round-trip journeys from O'Hare Intl. Airport (ORD) to Orlando Executive Airport (ORL) start from CA $193. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book today so you don't miss out. Prices and availability are subject to change. Additional terms apply.

    Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Orlando Executive Airport (ORL)?

    Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.

    How do I find cheap flights from O'Hare Airport to ORL that have flexible change policies?

    Flights from O'Hare Intl. Airport (ORD) to ORL with flexible change policies are available from several airlines. Simply use our "No change fees" filter during your search. You'll only need to cover the fare difference, without any additional fees to worry about.

    How far is the flight from O'Hare Airport to Orlando International Airport?

    The flight distance between O'Hare Intl. Airport (ORD) and Orlando Executive Airport (ORL) is 1,600 kilometres. Work your way through your travel song playlist or finish that novel and the journey will fly by.

    Which airlines fly direct from O'Hare Airport to Orlando International Airport?

    Unfortunately, there aren't any airlines that fly direct between O'Hare Airport and Orlando Executive Airport (ORL). You'll have to book a flight with one or more stops.

    Are O'Hare Intl. Airport (ORD) to Orlando International Airport flight tickets cheaper when they're purchased at the last minute?

    Booking last minute from O'Hare Airport to ORL can be hit-or-miss. You may be able to score a great bargain, but then again, you could miss out entirely! If you'd rather start your travel planning early, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines issue their prices so far in advance. Our advice? Check back often as prices are updated regularly.

    Travel information

    Origin airportChicago O'Hare International Airport
    Destination airportOrlando Executive Airport
    Distance1,606 km away
    Roundtrip priceCA $193

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