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 $58

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

Spirit Airlines
Mon, Sep 15 - Thu, Sep 18
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Sep 18, priced at $58 found 1 hour ago
Frontier Airlines
Mon, Jul 21 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$63 Roundtrip, found 3 hours ago
$63
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Jul 24, priced at $63 found 3 hours ago
Frontier Airlines
Mon, Jul 21 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$70 Roundtrip, found 3 hours ago
$70
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Jul 24, priced at $70 found 3 hours ago
Spirit Airlines
Tue, Jul 29 - Tue, Aug 5
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$72 Roundtrip, found 2 hours ago
$72
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Aug 5, priced at $72 found 2 hours ago
Spirit Airlines
Tue, Aug 12 - Thu, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$75 Roundtrip, found 19 hours ago
$75
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Tue, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Aug 21, priced at $75 found 19 hours ago
Spirit Airlines
Thu, Aug 14 - Thu, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 19 hours ago
$76
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, Aug 14 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Aug 21, priced at $76 found 19 hours ago
Spirit Airlines
Mon, Sep 15 - Thu, Sep 18
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Sep 18, priced at $77 found 1 hour ago
Frontier Airlines
Mon, Sep 15 - Thu, Sep 18
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$81 Roundtrip, found 1 hour ago
$81
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Sep 18, priced at $81 found 1 hour ago
Spirit Airlines
Mon, Jul 21 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$82 Roundtrip, found 3 hours ago
$82
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Mon, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Jul 24, priced at $82 found 3 hours ago
Frontier Airlines
Mon, Aug 4 - Thu, Aug 7
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$99 Roundtrip, found 3 hours ago
$99
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Aug 4 from Philadelphia Intl. to Tampa Intl., returning Thu, Aug 7, priced at $99 found 3 hours ago
Frontier Airlines
Wed, Jul 9 - Sun, Jul 13
BOS
Logan Intl.
TPA
Tampa Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jul 9 from Logan Intl. to Tampa Intl., returning Sun, Jul 13, priced at $118 found 2 days ago
Delta
Tue, Sep 2 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$119 Roundtrip, found 2 hours ago
$119
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Sep 2 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Tue, Sep 9, priced at $119 found 2 hours ago
JetBlue Airways
Sat, Oct 25 - Tue, Oct 28
BOS
Logan Intl.
TPA
Tampa Intl.
$137 Roundtrip, found 11 hours ago
$137
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sat, Oct 25 from Logan Intl. to Tampa Intl., returning Tue, Oct 28, priced at $137 found 11 hours ago
American Airlines
Mon, Sep 15 - Thu, Sep 18
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 Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Tampa Intl., returning Thu, Sep 18, priced at $159 found 1 hour ago
Frontier Airlines
Tue, Jul 8 - Wed, Jul 9
TTN
Mercer
TPA
Tampa Intl.
$160 Roundtrip, found 6 days ago
$160
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jul 8 from Mercer to Tampa Intl., returning Wed, Jul 9, priced at $160 found 6 days ago
United
Wed, Sep 3 - Tue, Sep 9
BOS
Logan Intl.
TPA
Tampa Intl.
$175 Roundtrip, found 2 hours ago
$175
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Sep 3 from Logan Intl. to Tampa Intl., returning Tue, Sep 9, priced at $175 found 2 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 September, 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 $58, 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 $58 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$58

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! (397 reviews)
"Our Family really enjoy staying at this property. Very clean. Great staff add delicious breakfast."

Reviewed on Jul 1, 2025

Get rates
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! (865 reviews)
"This is the Best Best Western we've stayed at. It is brand new so eveything is fresh. Good value."

Reviewed on Jun 30, 2025

Get rates
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 free parking. Popular attractions Disney's Animal Kingdom® Theme ...
9.4/10 Exceptional! (513 reviews)
"Great customer service and super clean."

Reviewed on Jul 6, 2025

Get rates
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! (8,007 reviews)
"Everything was perfect"

Reviewed on Jul 4, 2025

Get rates
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! (2,363 reviews)
"Property was clean and welcoming. A lot of shops and dining options close by. Check in was quick and easy. Front desk clerk was friendly and very helpful. Loved the different pool options and other amenities offered. Hotel room had everything we needed and was very comfortable. We will definitely ..."

Reviewed on Jul 4, 2025

Get rates
Vacation Village at Parkway
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 ...
8.2/10 Very Good! (217 reviews)
Very Satisfied!
"It was amazing. No complaints at all. It was clean and the staff was amazing all around!"

Reviewed on Jul 3, 2025

Get rates
Holiday Inn Resort Kissimmee By The Parks by IHG
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! (2,115 reviews)
"The amount of activities it has that are kid friendly and it pretty much has everything you need to where you don’t even have to leave."

Reviewed on Jul 4, 2025

Get rates
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Margaritaville Resort Orlando with H2O Waterpark
Margaritaville Resort Orlando with H2O Waterpark
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Stay at this 4-star spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,402 reviews)
"Very pleasant experience"

Reviewed on Jul 3, 2025

Get rates
Margaritaville Resort Orlando with H2O Waterpark
See all 38,170 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.