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Winter Haven

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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 , 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  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 , 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  right now, why wait?

Winter Haven Flight Information
Destination airport
Winter Haven
Destination airport IATA code
TPA

Last Minute Hotel Deals in Winter Haven

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (620 reviews)
The room was spotless and the staff was probably the friendliest hotel staff I’ve ever encountered

Reviewed on Oct 29, 2025

Staybridge Suites Winter Haven Auburndale by IHG
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Peppa ...
9.4/10 Exceptional! (228 reviews)
Very helpful staff

Reviewed on Oct 24, 2025

Home2 Suites By Hilton Winter Haven
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way, Winter Haven, FL
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park ...
9.2/10 Wonderful! (35 reviews)
Unfortunately both restaurants serve the same thing with no other options other than adding an omelette. However the choices are very kid friendly. The food was all cooked well. We had dinner at the bar/restaurant and I can't rave enough about the blackened salmon. Fantastic chef! Everything there ...

Reviewed on Oct 26, 2025

Legoland Florida Hotel
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (8,677 reviews)
We have stayed here 4 times now, and every time is a truly relaxing vacation. The store is a little over priced but its a tourist location so thats as expected. All in all, wr will be staying again mext year.

Reviewed on Oct 28, 2025

The Grove Resort & Water Park Orlando
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff ...
8.4/10 Very Good! (863 reviews)
Checkin and out was quick and easy. I didn't like the solitication to do the resort sales tour immediately after checkin. The toilet in the room didn't flush well. AC was nice and cold. Bed and pillows were comfortable. Shower had hot water but low pressure with the rain head. It was very convenient ...

Reviewed on Oct 27, 2025

Holiday Inn Resort Kissimmee by the Parks by IHG
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Stay at this 4-star 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! (4,427 reviews)
It was a nice place but difficult to navigate. The security at the gate didn't direct us where to go to check in or anything so it took longer than expected.

Reviewed on Oct 27, 2025

Hilton Vacation Club Mystic Dunes Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Stay at this 3-star resort in Kissimmee. Enjoy free WiFi, 2 hot tubs, and 2 outdoor pickleball courts. Popular attractions Disney's Animal Kingdom® Theme Park ...
9.4/10 Exceptional! (1,635 reviews)
The hotel is brand new and it had a nice modern concept, however I feel the rooms needed

Reviewed on Oct 28, 2025

Kompose Boutique Resort at Theme Parks
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,919 reviews)
Great place.

Reviewed on Oct 28, 2025

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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.