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Winter Haven

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Winter Haven Flights as Low as $147

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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.

Frequently Asked Questions About flights to Winter Haven

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.

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 March, 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 Lakeland Intl. Airport 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 $147, 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 $147 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$147

Last Minute Hotel Deals in Winter Haven

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
The price is $174 per night from Feb 23 to Feb 24
$174
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (715 reviews)
"The property is very good, and staff are very friendly. The only issue is the pool was cold."

Reviewed on Feb 19, 2025

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 $129 per night from Feb 24 to Feb 25
$129
includes taxes & fees
Feb 24 - Feb 25
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,004 reviews)
"Quiet. Friendly staff. Good value for the money."

Reviewed on Feb 19, 2025

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 $187 per night from Mar 23 to Mar 24
$187
includes taxes & fees
Mar 23 - Mar 24
Stay at this 4-star spa resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
8/10 Very Good! (6,921 reviews)
"Wonderful stay. Kids enjoyed the pools and water park. Suites were big and kitchen had everything needed to prepare meals. Washer and dryer came in very handy! Will definitely stay again!"

Reviewed on Feb 20, 2025

The Grove Resort & Water Park Orlando
Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
The price is $130 per night from Mar 9 to Mar 10
$130
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 spa tubs. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,524 reviews)
"It was just what I needed"

Reviewed on Feb 19, 2025

Vacation Village at Parkway
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is $244 per night from Feb 23 to Feb 24
$244
includes taxes & fees
Feb 23 - Feb 24
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 restaurant in our ...
8.8/10 Excellent! (3,235 reviews)
"Beautiful property and close to Disney!"

Reviewed on Feb 20, 2025

Margaritaville Resort Orlando
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
The price is $169 per night from Mar 3 to Mar 4
$169
includes taxes & fees
Mar 3 - Mar 4
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (3,625 reviews)
"We never had issues with noise the 5 days we were there! The rooms were big and very clean. Nice to have the kitchen and a balcony. We also loved the different pool options and golf course and restaurant on site. Only addition that would be nice would be a playground area for the kids."

Reviewed on Feb 19, 2025

Hilton Vacation Club Mystic Dunes Orlando
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 $154 per night from Feb 25 to Feb 26
$154
includes taxes & fees
Feb 25 - Feb 26
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! (1,707 reviews)
"Great place!!!"

Reviewed on Feb 20, 2025

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $101 per night from Mar 16 to Mar 17
$101
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,243 reviews)
"Nice stay"

Reviewed on Feb 19, 2025

Holiday Inn & Suites Orlando SW - Celebration Area, 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.