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Winter Haven

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Winter Haven Flights as Low as $68

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

Frontier Airlines
Sun, Jan 19 - Tue, Jan 28
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 22 hours ago
$68
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sun, Jan 19 from Dallas-Fort Worth Intl. to Tampa Intl., returning Tue, Jan 28, priced at $68 found 22 hours ago
Frontier Airlines
Wed, Feb 12 - Wed, Feb 19
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$74 Roundtrip, found 22 hours ago
$74
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Dallas-Fort Worth Intl. to Tampa Intl., returning Wed, Feb 19, priced at $74 found 22 hours ago
Frontier Airlines
Mon, Dec 9 - Thu, Dec 12
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$80 Roundtrip, found 9 hours ago
$80
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Dec 9 from Dallas-Fort Worth Intl. to Tampa Intl., returning Thu, Dec 12, priced at $80 found 9 hours ago
Frontier Airlines
Mon, Jan 20 - Tue, Jan 28
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$83 Roundtrip, found 22 hours ago
$83
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Mon, Jan 20 from Dallas-Fort Worth Intl. to Tampa Intl., returning Tue, Jan 28, priced at $83 found 22 hours ago
Frontier Airlines
Wed, Feb 12 - Thu, Feb 20
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$84 Roundtrip, found 22 hours ago
$84
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Dallas-Fort Worth Intl. to Tampa Intl., returning Thu, Feb 20, priced at $84 found 22 hours ago
Frontier Airlines
Thu, Jan 16 - Tue, Jan 28
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 22 hours ago
$88
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Jan 16 from Dallas-Fort Worth Intl. to Tampa Intl., returning Tue, Jan 28, priced at $88 found 22 hours ago
Frontier Airlines
Sat, Feb 15 - Wed, Feb 19
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$90 Roundtrip, found 22 hours ago
$90
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Dallas-Fort Worth Intl. to Tampa Intl., returning Wed, Feb 19, priced at $90 found 22 hours ago
Spirit Airlines
Wed, Dec 11 - Sat, Dec 14
IND
Indianapolis Intl.
TPA
Tampa Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Dec 11 from Indianapolis Intl. to Tampa Intl., returning Sat, Dec 14, priced at $98 found 1 day ago
Frontier Airlines
Sun, Feb 2 - Sat, Mar 1
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$99 Roundtrip, found 6 hours ago
$99
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Feb 2 from Detroit Metropolitan Wayne County to Tampa Intl., returning Sat, Mar 1, priced at $99 found 6 hours ago
American Airlines
Sat, Jan 18 - Tue, Jan 28
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$169 Roundtrip, found 22 hours ago
$169
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sat, Jan 18 from Dallas-Fort Worth Intl. to Tampa Intl., returning Tue, Jan 28, priced at $169 found 22 hours ago
Spirit Airlines
Tue, Dec 17 - Wed, Dec 25
SAT
San Antonio Intl.
TPA
Tampa Intl.
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Dec 17 from San Antonio Intl. to Tampa Intl., returning Wed, Dec 25, priced at $175 found 5 days ago
Delta
Mon, Jan 13 - Tue, Jan 21
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 13 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Jan 21, priced at $179 found 2 days ago
Delta
Wed, Jan 15 - Tue, Jan 28
DAL
Love Field
TPA
Tampa Intl.
$196 Roundtrip, found 22 hours ago
$196
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Jan 15 from Love Field to Tampa Intl., returning Tue, Jan 28, priced at $196 found 22 hours ago
United
Tue, Jan 21 - Tue, Jan 28
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jan 21 from Dallas-Fort Worth Intl. to Tampa Intl., returning Tue, Jan 28, priced at $196 found 1 day ago
JetBlue Airways
Mon, Mar 3 - Wed, Mar 12
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$259 Roundtrip, found 6 days ago
$259
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 3 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Mar 12, priced at $259 found 6 days ago
Sun Country Airlines
Mon, Apr 21 - Fri, Apr 25
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$307 Roundtrip, found 14 hours ago
$307
Roundtrip
found 14 hours ago
Select Sun Country Airlines flight, departing Mon, Apr 21 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Apr 25, priced at $307 found 14 hours 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 January, 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 Kissimmee Gateway 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 $68, 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 $68 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$68

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 Dec 1 to Dec 2
$139
includes taxes & fees
Dec 1 - Dec 2
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! (598 reviews)
"Great staff, customer service experience was excellent! Clean room and tasty breakfast! Thank you !"

Reviewed on Nov 18, 2024

Best Western Plus Winter Haven Inn & Suites 
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
The price is $111 per night from Dec 1 to Dec 2
$111
includes taxes & fees
Dec 1 - Dec 2
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)
"Very nice place clean"

Reviewed on Nov 19, 2024

Holiday Inn Winter Haven, an IHG Hotel
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 $114 per night from Nov 25 to Nov 26
$114
includes taxes & fees
Nov 25 - Nov 26
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)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked."

Reviewed on Nov 12, 2024

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 $196 per night from Nov 24 to Nov 25
$196
includes taxes & fees
Nov 24 - Nov 25
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
8/10 Very Good! (6,623 reviews)
"Is amazing place"

Reviewed on Nov 21, 2024

The Grove Resort & Water Park Orlando
Seralago Hotel & Suites Main Gate East
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $65 per night from Nov 24 to Nov 25
$65
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the clean rooms ...
5/10 (5,549 reviews)
Miscommunication
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her ..."

Reviewed on Nov 16, 2024

Seralago Hotel & Suites Main Gate East
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
The price is $140 per night from Nov 25 to Nov 26
$140
includes taxes & fees
Nov 25 - Nov 26
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. ...
8.8/10 Excellent! (3,385 reviews)
"Nice place. Very large"

Reviewed on Nov 22, 2024

Hilton Vacation Club Mystic Dunes Orlando
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 $103 per night from Nov 25 to Nov 26
$103
includes taxes & fees
Nov 25 - Nov 26
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! (1,017 reviews)
"I was exited about staying here in this property check in was at 4. I when. At 3:30 pm. Hoping we could check in maybe a little early. Or used the facility restroom. Got there and doors were close i was a little confuse because there is always someone available to help with customer But i was not ..."

Reviewed on Nov 21, 2024

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is $199 per night from Dec 15 to Dec 16
$199
includes taxes & fees
Dec 15 - Dec 16
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! (3,156 reviews)
"Nothing else"

Reviewed on Nov 21, 2024

Margaritaville Resort Orlando
See all 37,747 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.