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Winter Haven

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Winter Haven Flights as Low as $54

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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 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 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 $54, 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 $54 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$54

Last Minute Hotel Deals in Winter Haven

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Stay at this 3-star 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! (1,004 reviews)
"Only problem I had was with the curtains closing completely in the corner windows which left us slightly exposed. We worked around it so I still gave it 5 stars."

Reviewed on Jul 22, 2025

Holiday Inn Winter Haven by IHG
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! (451 reviews)
"Very nice place but not a lot of parking"

Reviewed on Jul 25, 2025

Staybridge Suites Winter Haven Auburndale by IHG
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
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! (907 reviews)
"Pro: updated hotel, smells great, clean, nice beds, fabulous rooms, heated pool was awesome, friendly staff, delicious breakfast, nice lobby, complimentary water, tea and coffee 24 hours, close to attractions. Con: you can hear all the noise from neighbors."

Reviewed on Jul 24, 2025

Best Western Plus Winter Haven Inn & Suites 
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme ...
9.4/10 Exceptional! (818 reviews)
"The property was very clean. Staff was very nice. Pool area was clean and fun. Room was very clean. Only thing I didnt like was the shower set up and the bed matress was very uncomfortable. The shower was a half glass and the water keep running onto the floor and had use the towels to clean it up. ..."

Reviewed on Jul 27, 2025

Kompose Boutique Resort at Theme Parks
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 6 outdoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the pool and the helpful ...
7.8/10 Good! (8,192 reviews)
"Overall it great place to stay"

Reviewed on Jul 25, 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
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! (2,600 reviews)
"Exceptional service"

Reviewed on Jul 26, 2025

Vacation Village at Parkway
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
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! (2,240 reviews)
"Love it"

Reviewed on Jul 24, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
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! (320 reviews)
"The property itself was great. We didnt stay in the room for very long but check in was seamless and quick, parking was no issue and the location was ideal for our time at the Disney Parks. The room itself looked slightly barren as if furniture that used to be in the room was no longer there but ..."

Reviewed on Jul 25, 2025

Holiday Inn Resort Kissimmee By The Parks 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.