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Cheap flights from Chicago to Orlando

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CHI-ORL
2552 kmmulti-stop
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ORL-CHI
2552 kmmulti-stop
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How to get the cheapest flight ticket from Chicago to Orlando

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Orlando?

In general, September is the cheapest month to fly from Chicago to Orlando. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around R3 407. If you are unable to visit Orlando during the month of September, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around R3 514.

What is the cheapest Chicago to Orlando flight route?

Fly from Chicago O'Hare Intl to Orlando for the best Chicago - Orlando flight prices

How far in advance should I book a flight to Orlando?

You are more likely to see cheaper flights to Orlando from Chicago when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around R5 272 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from Chicago for as low as R4 393 on momondo.

What cabin class options are available on Chicago to Orlando flights?

There are 2 cabin classes available to choose from on Chicago to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Orlando flight prices changed over time?

As of June 2025, prices for Chicago to Orlando flights are approximately 37% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Orlando

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Orlando according to our flight data. Find out which month and days have the cheapest flights.
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Cheap Chicago to Orlando (CHI to ORL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Orlando

Direct flights

None
There are no direct flights from Chicago to Orlando. There are no popular flight routes from Chicago to Orlando.

  • How far is Chicago to Orlando by plane?

    Chicago and Orlando are 1585,7 km apart from one another.

  • When did momondo last update prices for flights from Chicago to Orlando?

    Prices for flights from Chicago to Orlando refresh daily.

  • How old do you have to be to fly from Chicago to Orlando?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Orlando.

  • What documentation or ID do you need to fly to Orlando?

    The travel and health documents required for your trip to Orlando can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Orlando. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Orlando?


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Orlando?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Orlando for you.

Can I find flights from Chicago to Orlando with flexible booking policies on momondo?

momondo does allow users to show only those flights to Orlando from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Orlando?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Orlando.

I’m not ready to book a flight from Chicago to Orlando right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Orlando from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Find better results for your trip to the United States

Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 29.5 km from Orlando