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 $38

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

Frontier Airlines
Tue, Feb 2 - Tue, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$38 Roundtrip, found 1 hour ago
$38
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Feb 2 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Feb 9, priced at $38 found 1 hour ago
Frontier Airlines
Fri, Dec 11 - Tue, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$43 Roundtrip, just found
$43
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Dec 15, priced at $43 just found
Frontier Airlines
Fri, Jan 8 - Mon, Jan 11
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$48 Roundtrip, found 2 hours ago
$48
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jan 8 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Mon, Jan 11, priced at $48 found 2 hours ago
Frontier Airlines
Tue, Dec 1 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$52 Roundtrip, found 3 hours ago
$52
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Dec 1 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Dec 17, priced at $52 found 3 hours ago
Frontier Airlines
Thu, Dec 3 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$57 Roundtrip, found 5 hours ago
$57
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Dec 17, priced at $57 found 5 hours ago
Southwest Airlines
Fri, Dec 11 - Tue, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Southwest Airlines flight, departing Fri, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Dec 15, priced at $119 just found
Delta
Fri, Dec 11 - Tue, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Delta flight, departing Fri, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Dec 15, priced at $119 just found
American Airlines
Tue, Feb 2 - Tue, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Feb 2 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Feb 9, priced at $159 found 1 hour ago
Frontier Airlines
Mon, Dec 7 - Fri, Dec 18
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$166 Roundtrip, found 8 hours ago
$166
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Fri, Dec 18, priced at $166 found 8 hours ago
Sun Country Airlines
Mon, Feb 22 - Thu, Mar 4
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Mon, Feb 22 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Mar 4, priced at $207 found 3 days ago
Sun Country Airlines
Mon, Jan 4 - Thu, Jan 14
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$207 Roundtrip, just found
$207
Roundtrip
just found
Select Sun Country Airlines flight, departing Mon, Jan 4 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Thu, Jan 14, priced at $207 just found
Delta
Tue, Dec 8 - Tue, Dec 15
BOS
Logan Intl.
TPA
Tampa Intl.
$209 Roundtrip, just found
$209
Roundtrip
just found
Select Delta flight, departing Tue, Dec 8 from Logan Intl. to Tampa Intl., returning Tue, Dec 15, priced at $209 just found
JetBlue Airways
Tue, Feb 2 - Tue, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$223 Roundtrip, found 1 hour ago
$223
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Feb 2 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Feb 9, priced at $223 found 1 hour ago
United
Tue, Dec 8 - Tue, Dec 15
BOS
Logan Intl.
TPA
Tampa Intl.
$229 Roundtrip, just found
$229
Roundtrip
just found
Select United flight, departing Tue, Dec 8 from Logan Intl. to Tampa Intl., returning Tue, Dec 15, priced at $229 just found
Alaska Airlines
Wed, Dec 9 - Sun, Dec 13
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$645 Roundtrip, just found
$645
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Dec 9 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Sun, Dec 13, priced at $645 just found
Allegiant Air
Sat, Apr 17 - Sat, Apr 24
BOS
Logan Intl.
PIE
St. Petersburg-Clearwater Intl.
$844 Roundtrip, found 1 hour ago
$844
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Sat, Apr 17 from Logan Intl. to St. Petersburg-Clearwater Intl., returning Sat, Apr 24, priced at $844 found 1 hour 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 February, 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 Peter O. Knight 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 $38, 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 $38 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$113

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
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,008 reviews)
"Spacious, comfortable and clean room. Conveniently located. Excellent for an fairly good price."

Reviewed on Nov 6, 2026

Get rates
Holiday Inn Winter Haven 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
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,384 reviews)
"Exceptional place to stay. Staff very cordial, room very modern and clean and overall facility very eye pleasing."

Reviewed on Nov 6, 2026

Get rates
Best Western Plus Winter Haven Inn & Suites 
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 hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.8/10 Exceptional! (935 reviews)
"Beautiful hotel, rooms, service, staff, beds, location!"

Reviewed on Nov 6, 2026

Get rates
Staybridge Suites Winter Haven Auburndale by IHG
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. ...
Get rates
Howard Johnson by Wyndham Winter Haven FL
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 ...
8.6/10 Excellent! (215 reviews)
"Para ser Halloween no habían los caramelos para los niños, tuvimos que salir a Walmart a comprarles, el desayuno es un solo plato dirigido para la habitación Muy poca disponibilidad de Legos para comprar adentro del hotel 😅 Y la dificultad principal es la demora de los ascensores Las habitaciones ..."

Reviewed on Nov 6, 2026

Get rates
Legoland Florida Hotel
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 ...
8.6/10 Excellent! (399 reviews)
"It was an amazing experience plus the servers were amazing lots of food and very professional"

Reviewed on Nov 2, 2026

Get rates
LEGOLAND Beach Retreat
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 ...
Get rates
The Grove Resort & Water Park 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 resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (6,394 reviews)
"We loved our stay! The location was perfect, very close to the parks. The room was clean and comfortable, and we really enjoyed the complimentary breakfast, water park, and gym. Overall, a great experience, and we would definitely stay here again!"

Reviewed on Nov 7, 2026

Get rates
Kompose Boutique Resort at Theme Parks
See all 39,789 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.