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Winter Haven

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Winter Haven Flights as Low as $56

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

Frontier Airlines
Mon, Mar 9 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 11, priced at $56 found 1 day ago
Spirit Airlines
Mon, Mar 9 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$57 Roundtrip, found 1 day ago
$57
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 11, priced at $57 found 1 day ago
Spirit Airlines
Tue, Mar 10 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Mar 10 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 11, priced at $72 found 2 days ago
Frontier Airlines
Mon, Mar 9 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$74 Roundtrip, found 1 day ago
$74
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 11, priced at $74 found 1 day ago
Spirit Airlines
Mon, Mar 9 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$75 Roundtrip, found 1 day ago
$75
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 11, priced at $75 found 1 day ago
Spirit Airlines
Sat, Mar 7 - Tue, Mar 10
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$76 Roundtrip, found 6 hours ago
$76
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, Mar 7 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Mar 10, priced at $76 found 6 hours ago
Spirit Airlines
Mon, Mar 9 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$77 Roundtrip, found 1 day ago
$77
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 11, priced at $77 found 1 day ago
Spirit Airlines
Mon, Mar 9 - Wed, Mar 25
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$148 Roundtrip, found 6 hours ago
$148
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Mon, Mar 9 from Newark Liberty Intl. Airport to Tampa Intl., returning Wed, Mar 25, priced at $148 found 6 hours ago
JetBlue Airways
Sun, May 24 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$152 Roundtrip, found 10 hours ago
$152
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sun, May 24 from Newark Liberty Intl. Airport to Tampa Intl., returning Tue, Jun 9, priced at $152 found 10 hours ago
Frontier Airlines
Fri, Feb 27 - Wed, Mar 4
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Wed, Mar 4, priced at $161 found 2 days ago
United
Wed, May 27 - Tue, Jun 2
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Select United flight, departing Wed, May 27 from Newark Liberty Intl. Airport to Tampa Intl., returning Tue, Jun 2, priced at $167 found 3 hours ago
Delta
Wed, Apr 8 - Wed, Apr 15
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 8 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Apr 15, priced at $179 found 1 day ago
Sun Country Airlines
Mon, May 4 - Thu, May 7
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Mon, May 4 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Thu, May 7, priced at $197 found 4 hours ago
American Airlines
Wed, Apr 8 - Wed, Apr 15
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Apr 8 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Apr 15, priced at $199 found 1 day ago
Sun Country Airlines
Mon, Mar 2 - Thu, Mar 5
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$234 Roundtrip, found 3 days ago
$234
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Mon, Mar 2 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Mar 5, priced at $234 found 3 days ago
Alaska Airlines
Tue, Apr 28 - Tue, May 5
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$473 Roundtrip, found 1 day ago
$473
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Apr 28 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Tue, May 5, priced at $473 found 1 day ago

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 $56, 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 $56 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$161

Last Minute Hotel Deals in Winter Haven

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
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. ...
7/10 Good! (1,016 reviews)
Decent price for pet friendly room.

Reviewed on Feb 9, 2026

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Howard Johnson by Wyndham Winter Haven FL
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig ...
9/10 Wonderful! (162 reviews)
Clean, Room and especially them staffs at LEGOLAND beach resort amazing staff

Reviewed on Feb 8, 2026

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LEGOLAND Beach Retreat
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
8.8/10 Excellent! (72 reviews)
We had the absolute best time at the Legoland Pirate Island Hotel with my two little boys (5 and 7). The lobby is so much fun (they loved playing in the castle with other kids and building lego), we enjoyed the PJ Dance Party at night and a little show before that. The decor is perfect for any kid ...

Reviewed on Feb 7, 2026

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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
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (9,005 reviews)
We had an absolutely amazing stay at The Grove Resort. From check in to check out, the staff was warm, friendly, and truly took great care of us. Everyone was patient and kind, and the whole place has a clean, relaxing, country club style atmosphere. Our room was beautiful and very spacious, with ...

Reviewed on Feb 12, 2026

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The Grove Resort & Water Park Orlando
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Book a stay at this 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 ...
8.6/10 Excellent! (3,332 reviews)
My room was spotless and comfortable. I only stayed about ten hours so unfortunately I didn't get to use any of the resort amenities. Although I checked in online it still took over 20 minutes on property to get my key (this is actual time with a representative, not a line). I think I would stay ...

Reviewed on Feb 13, 2026

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Vacation Village Orlando, Celebration
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 resort in Kissimmee. Enjoy free WiFi, 2 hot tubs, and 2 outdoor pickleball courts. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN ...
9.4/10 Exceptional! (2,693 reviews)
The hotel was modern and clean. I give 4 stars instead of 5 only because 2 saunas were out of order and we got stuck in a hallway because the cards were not working.

Reviewed on Feb 13, 2026

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Kompose Boutique Resort at Theme Parks
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
Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,619 reviews)
Clean and super close to everything. So many amenities for kids and adults

Reviewed on Feb 13, 2026

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Holiday Inn Club Vacations at Orange Lake Resort by IHG
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
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! (4,653 reviews)
Friendly and responsive staff, beautiful accommodations and amenities, close to everything! Easy access to parks, restaurants, and shopping. Will definitely return!

Reviewed on Feb 13, 2026

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Hilton Vacation Club Mystic Dunes Orlando
See all 39,303 properties in Winter Haven
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.