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Winter Haven

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Winter Haven Flights as Low as $108

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
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American Airlines
United
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Cheap Flights to Winter Haven

Fall in love at first flight with your vacation to Winter Haven by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winter Haven on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winter Haven, the good times start rolling. So buckle up, you’re in for a fun ride.

Just the right flight

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winter Haven with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TPA airport.

Frequently Asked Questions About flights to Winter Haven

What is the cheapest month to fly to Winter Haven?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winter Haven are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winter Haven?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winter Haven.

What airport is best to fly into Winter Haven?

When you’re planning your trip to Winter Haven, convenience is the name of the game. Luckily, Winter Haven Kissimmee Gateway Airport is nearby so you can deplane and get going on checking off everything on your Winter Haven must-do list.

How much are flights to Winter Haven?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winter Haven on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $108, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winter Haven?

The trick to saving a stack of cash on your flight to Winter Haven? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $108 right now, why wait?

Can I fly to Winter Haven right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$108

Last Minute Hotel Deals in Winter Haven

Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
The price is $56 per night from Jun 6 to Jun 7
$56
per night
Jun 6 - Jun 7
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the clean ...
7/10 Good! (4,621 reviews)
"Affordable accommodations."

Reviewed on May 31, 2023

Ramada by Wyndham Kissimmee Gateway
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
The price is $209 per night from Jun 6 to Jun 7
$209
per night
Jun 6 - Jun 7
Stay at this 4-star spa resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the clean rooms in ...
8.4/10 Very Good! (4,786 reviews)
"Just felt like it was all around really good value for what all you get."

Reviewed on Jun 3, 2023

The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is $188 per night from Jun 7 to Jun 8
$188
per night
Jun 7 - Jun 8
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the bar and the helpful staff in our ...
8.8/10 Excellent! (2,624 reviews)
"loved the room"

Reviewed on Jun 1, 2023

Margaritaville Resort Orlando
Liki Tiki Village
Liki Tiki Village
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $97 per night from Jun 13 to Jun 14
$97
per night
Jun 13 - Jun 14
Stay at this 3.5-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (3,166 reviews)
"I have stayed there a couple of times and the staff always have treated us great."

Reviewed on Jun 4, 2023

Liki Tiki Village
Sonder Cirrus
Sonder Cirrus
3.5 out of 5
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is $105 per night from Jun 7 to Jun 8
$105
per night
Jun 7 - Jun 8
Stay at this 3.5-star hotel in Kissimmee. Enjoy free WiFi, onsite parking, and a 24-hour front desk. Popular attractions Disney's Animal Kingdom® Theme Park ...
8.8/10 Excellent! (229 reviews)
"Place is amazing"

Reviewed on Jun 3, 2023

Sonder Cirrus
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
The price is $84 per night from Jun 12 to Jun 13
$84
per night
Jun 12 - Jun 13
Stay at this 3.5-star golf hotel in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (2,552 reviews)
"Excellent Location, Near Disney Parks and Airport, Great Amenities. The only recommendation I ‘ll make is that parking spots should be assigned at least one parking per room because sometimes it is difficult to find a spot near your building."

Reviewed on Jun 1, 2023

Hilton Vacation Club Mystic Dunes Orlando
Westgate Vacation Villas Resort
Westgate Vacation Villas Resort
4 out of 5
7700 Westgate Blvd., Kissimmee, FL
The price is $119 per night from Jun 6 to Jun 7
$119
per night
Jun 6 - Jun 7
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. Our guests praise the family amenities and ...
7.4/10 Good! (1,007 reviews)
"Definitely better then what Expedia shows you and the staff was so nice and lovely with everything"

Reviewed on Jun 1, 2023

Westgate Vacation Villas Resort
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $164 per night from Jun 8 to Jun 9
$164
per night
Jun 8 - Jun 9
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,242 reviews)
"Beautiful and expansive property. Clean rooms with EVERYTHING you need for a comfortable stay. Friendly staff and easy check in and out."

Reviewed on Jun 4, 2023

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.