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Winter Haven

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Winter Haven Flights as Low as $48

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 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 $48, 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 $48 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
$48

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 $55 per night from Jun 9 to Jun 10
$55
per night
Jun 9 - Jun 10
Book a stay at this business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
7.2/10 Good! (5,999 reviews)
"I love it been staying here for years n every stay it gets better"

Reviewed on Jun 6, 2024

Ramada by Wyndham Kissimmee Gateway
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 $127 per night from Jun 13 to Jun 14
$127
per night
Jun 13 - Jun 14
Book a 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 ...
9.2/10 Wonderful! (359 reviews)
New great family friendly hotel
"Great new hotel the rooms were huge and had plenty of space for our family. We will definitely stay again."

Reviewed on Jun 5, 2024

Best Western Plus Winter Haven Inn & Suites 
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 $102 per night from Jun 9 to Jun 10
$102
per night
Jun 9 - Jun 10
Book a 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 ...
8.8/10 Excellent! (961 reviews)
"Very clean and comfortable. The staff was amicable, and the beds slept well—only 10 minutes from Lego Land."

Reviewed on Jun 3, 2024

Holiday Inn Winter Haven, an IHG Hotel
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 $93 per night from Jun 9 to Jun 10
$93
per night
Jun 9 - Jun 10
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
6.8/10 (1,005 reviews)
Cute retro roadside inn
"I've stayed here a couple of times, and I love the retro feel of this cute little roadside inn. It's been well-maintained and has such adorable vibes I had my friends come to visit and stay here, as well. It's not fancy, but it's roomy, clean, and fun."

Reviewed on May 31, 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 $139 per night from Jun 10 to Jun 11
$139
per night
Jun 10 - Jun 11
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! (5,509 reviews)
"."

Reviewed on Jun 4, 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 $93 per night from Jul 8 to Jul 9
$93
per night
Jul 8 - Jul 9
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! (3,220 reviews)
"It was so beautiful we extended our stay"

Reviewed on Jun 5, 2024

Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $79 per night from Jun 16 to Jun 17
$79
per night
Jun 16 - Jun 17
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 ...
8.6/10 Excellent! (3,564 reviews)
"The rooms were super clean and whenever we needed something I was just able to text the staff and they would answer quickly. I loved the rooms and the big bath. My favorite thing was all the options on things to do in the resort!"

Reviewed on Jun 4, 2024

Hilton Vacation Club Aqua Sol Orlando West
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is $139 per night from Jun 9 to Jun 10
$139
per night
Jun 9 - Jun 10
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (3,061 reviews)
"Was a good quick getaway. Margaritaville was great place to stay and also charging stations for electric cars inside the hotel. What i didnt like cars were patk in the spot without charging their vehicle which isnt right. Thw hotel needs to have more control who ia using the charging stations."

Reviewed on Jun 4, 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.