Search Cheap Flights to
Winter Haven

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winter Haven Flights as Low as $78

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

Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
American Airlines
Delta
United
Spirit Airlines
JetBlue Airways
Alaska Airlines
Hawaiian Airlines
Alaska Airlines
Sun Country Airlines

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 June, 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 $78, 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 $78 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$78

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 $139 per night from May 11 to May 12
$139
includes taxes & fees
May 11 - May 12
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! (800 reviews)
"Very nice place to stay!"

Reviewed on May 4, 2025

Best Western Plus Winter Haven Inn & Suites 
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
The price is $142 per night from May 11 to May 12
$142
includes taxes & fees
May 11 - May 12
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Chain ...
9.2/10 Wonderful! (91 reviews)
"The hotel was very clean, and the hospitality and service were excellent. It had a welcoming atmosphere that made it easy for our family to relax. We are truly glad we chose to stay here. If we have another opportunity, we would love to stay again."

Reviewed on Apr 28, 2025

Home2 Suites By Hilton Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St, SW, Winter Haven, FL
The price is $114 per night from May 7 to May 8
$114
includes taxes & fees
May 7 - May 8
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 (1,002 reviews)
"The hot water for showering was non existent."

Reviewed on Apr 30, 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 $269 per night from May 6 to May 7
$269
includes taxes & fees
May 6 - May 7
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
7.8/10 Good! (7,564 reviews)
"Property was great. Came for the water park. My kids were more than happy and entertained. Stayed 5 nights and love all of them! We will be back!"

Reviewed on May 1, 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 $97 per night from May 15 to May 16
$97
includes taxes & fees
May 15 - May 16
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (2,020 reviews)
"Amazing value for the money. There is a separate $15 resort fee when you get there but it’s well worth it."

Reviewed on May 2, 2025

Vacation Village at Parkway
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $148 per night from May 11 to May 12
$148
includes taxes & fees
May 11 - May 12
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,737 reviews)
"Our stay was truly amazing! We will definitely be back!"

Reviewed on May 2, 2025

Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
The price is $155 per night from May 26 to May 27
$155
includes taxes & fees
May 26 - May 27
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! (3,926 reviews)
Very nice comfortable suite.
"Pretty nice place to come for Walt Disney. Was only a 10 minute drive to the parks and maybe 15 to 20 to Disney Springs. Friendly staff. Guard gate at the front for security. Didnt use the pools or any other facilities. I liked the double lock security for the rooms. Rooms divided into 2 areas. Key ..."

Reviewed on May 3, 2025

Hilton Vacation Club Mystic Dunes Orlando
Comfort Inn & Suites Kissimmee by the Parks
Comfort Inn & Suites Kissimmee by the Parks
2.5 out of 5
7675 W Irlo Bronson Hwy, Kissimmee, FL
The price is $87 per night from May 13 to May 14
$87
includes taxes & fees
May 13 - May 14
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.2/10 Good! (1,089 reviews)
"Very comfortable, convenient to my event, and the staff was friendly and helpful."

Reviewed on May 1, 2025

Comfort Inn & Suites Kissimmee by the Parks
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.