Last minute flight deals from Chicago to Orlando

Feeling spontaneous? It’s never too late to book a trip. Here’s our pick of the best last minute flights.

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Direct flights from Chicago to Orlando

Want to fly non-stop to Orlando? We’ll help you find your ideal route.

AVERAGE FLIGHT TIME2 hrs 36 minsCHEAPEST NON-STOP ROUNDTRIP$35 AVERAGE FLIGHTS PER WEEK356AIRLINES THAT FLY NON-STOP
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DoubleTree by Hilton Orlando Downtown

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Caribe Royale Orlando

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COVID-19 travel restrictions are changing fast, but we're here to help you find the advice you need. Check our live page on travel restrictions to see if you can travel from Chicago to Orlando, and if you'll need to quarantine on arrival.
The best price found on positiveeast.org for a flight from Chicago to Orlando is $35. This was found by aggregating across different carriers and is the cheapest price for the whole month.

Find cheap flights from Chicago to Orlando with positiveeast.org

positiveeast.org is a fast and simple travel search engine that compares hundreds of flights from all major airlines and travel agents, finding you the best deal on cheap plane tickets to Orlando from Chicago.

Best of all, positiveeast.org is free to use!

How to find cheap flights from Chicago to Orlando

Looking for cheap flight tickets from Chicago to Orlando? Here are a few tips on how to find the best price.

Simply hit 'search'. We've compared every online travel agent and flight provider to find the cheapest Chicago-Orlando flight tickets.Flex your dates for the best rates. If you’re flexible on your departure dates, hit Whole month as you search. You'll see the cheapest month, and even day to fly from Chicago to Orlando.Set up a Price Alert. Got your eye on a specific flight from Chicago to Orlando but not quite ready to book? No worries. We'll let you know when the price of the flight goes up or down so you can book when the time is just right.

When is the best time to book from Chicago to Orlando?

Make sure you’re getting the best price for your flight tickets. Find the best time to book from Chicago to Orlando by checking our best time to book tool.Track the price of your plane tickets to Orlando by signing up to positiveeast.org Price Alerts.If you’re flexible on when to travel, use positiveeast.org’s 'whole month' search tool to find the cheapest day to travel.Looking for last minute flights? Learn how to find last minute deals for your trip to Orlando.

Book your flight from Chicago to Orlando with peace of mind during COVID-19

Check airline safety scores. From mandatory masks to social distancing, you can now see the measures major airlines are taking on their flights from Chicago to Orlando to keep you safe. Just search to see for yourself.Book smarter stays. Check out the hotels in Orlando with sparkling 5/5 cleanliness ratings, or bag a room with free cancellation.Find flexible getaways. Some airlines now have flexible ticket policies, so you won’t lose out if your flight has to be changed or cancelled. If there are any cheap flights from Chicago to Orlando with a flexible booking policy, you'll see these clearly when you search.

Useful information before booking your travel from Chicago to Orlando

Check the travel information panel above to get exact information about:

Distance from Chicago to OrlandoFlight time to Chicago from OrlandoWhich airlines provide the cheapest tickets from Chicago to OrlandoWhich airlines fly direct to Orlando from ChicagoKnow your cabin luggage size and weight restrictions thanks to our guide to hand baggage

Track your flight status by checking arrival and departure times from Chicago to Orlando

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We’ll keep you posted with the latest schedule information and send you important flight updates for your travel to Orlando from Chicago.