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Winter Haven

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Winter Haven Flights as Low as $77

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

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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 May, 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 $77, 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 $77 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
$76

Last Minute Hotel Deals in Winter Haven

Wyndham Orlando Resort & Conference Center, Celebration Area
Wyndham Orlando Resort & Conference Center, Celebration Area
3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
The price is $61 per night from Apr 28 to Apr 29
$61
per night
Apr 28 - Apr 29
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,549 reviews)
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Reviewed on Apr 24, 2024

Wyndham Orlando Resort & Conference Center, Celebration Area
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
The price is $101 per night from May 5 to May 6
$101
per night
May 5 - May 6
Stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (937 reviews)
"Great experience . Lovely welcoming staff and dice the first moment hotel staff (Christopher ) wa sun touch with me helping checkin in thank you"

Reviewed on Apr 21, 2024

Holiday Inn Winter Haven, an IHG Hotel
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
2.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
The price is $133 per night from May 1 to May 2
$133
per night
May 1 - May 2
Stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (300 reviews)
"Good hotel near legoland"

Reviewed on Apr 22, 2024

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
The price is $95 per night from May 1 to May 2
$95
per night
May 1 - May 2
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in ...
6.8/10 (1,001 reviews)
"To Much Noise At Night 🌙"

Reviewed on Apr 22, 2024

Howard Johnson by Wyndham Winter Haven FL
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 $219 per night from May 6 to May 7
$219
per night
May 6 - May 7
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (5,237 reviews)
"Gorgeous resort"

Reviewed on Apr 23, 2024

The Grove Resort & Water Park Orlando
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 $87 per night from May 1 to May 2
$87
per night
May 1 - May 2
Stay at this 3.5-star golf hotel in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (3,037 reviews)
"Everything was amazing !! Very clean and the golf course was in great shape !!"

Reviewed on Apr 22, 2024

Hilton Vacation Club Mystic Dunes Orlando
Liki Tiki Village
Liki Tiki Village
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $76 per night from May 1 to May 2
$76
per night
May 1 - May 2
Stay at this 3.5-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (3,511 reviews)
"We loved out stay"

Reviewed on Apr 23, 2024

Liki Tiki Village
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is $175 per night from Apr 29 to Apr 30
$175
per night
Apr 29 - Apr 30
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (2,981 reviews)
"Great place to come stay with your family or just friends if you are looking for a good time. But if you are going to book through Expedia . Make sure to call the hotel and Expedia to confirm that they received your deposit and get your final payment amount ."

Reviewed on Apr 23, 2024

Margaritaville Resort Orlando
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.