Cheap Flights from Orlando (ORL) to Winter Haven (GIF)

Popular airlines from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal)

Flights from Orlando (ORL) to Winter Haven (GIF)
Origin airport
Orlando Executive
Destination airport
Winter Haven Municipal
Distance
42 mi

Orlando to Winter Haven Flights

The cheapest times to fly from Orlando to Winter Haven

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Orlando to Winter Haven are during the month of . You can find some of the cheapest flights from Orlando to Winter Haven with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Orlando to Winter Haven

Sunday is one of the best days to book for cheap flights from Orlando to Winter Haven: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Orlando to Winter Haven

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Orlando to Winter Haven in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Orlando to Winter Haven flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Orlando to Winter Haven airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal) cost?
Snag a cheap one-way flight or cheap return flight from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal)?
Planning your getaway for can help you save, as it's the cheapest month for flights between ORL and GIF. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from ORL to GIF. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal)?
You'll need to take a flight with a layover when traveling from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from ORL to GIF?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal)?
To touch down at Winter Haven, FL (GIF-Winter Haven Municipal) without delays, opt for a flight that leaves Orlando Executive Airport (ORL) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal) last-minute?
Booking your plane ticket from ORL to GIF right before your getaway is generally more expensive. But if there's some wiggle room with your travel dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book an ORL to GIF flight and hotel package?
You'll typically save money by securing an ORL to GIF flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After selecting your ideal accommodations and flights, consider adding extras such as car rentals, tours and activities.
Can I cancel or change the date of my flight from Orlando Executive Airport (ORL) to Winter Haven, FL (GIF-Winter Haven Municipal)?
Typically, you can cancel or modify your ORL to GIF flight. However, there may be additional fees, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like further details, head to our Customer Service portal.

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*Available to One Key members.