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Winter Haven

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Winter Haven Flights as Low as $90

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

Frontier Airlines
Mon, Sep 15 - Thu, Sep 18
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$90 Roundtrip, found 4 days ago
$90
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Dallas-Fort Worth Intl. to Tampa Intl., returning Thu, Sep 18, priced at $90 found 4 days ago
Spirit Airlines
Mon, Sep 15 - Thu, Sep 18
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Sep 15 from Dallas-Fort Worth Intl. to Tampa Intl., returning Thu, Sep 18, priced at $107 found 4 days ago
Spirit Airlines
Fri, Aug 22 - Mon, Aug 25
BWI
Baltimore Washington Intl. Thurgood Marshall
TPA
Tampa Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Aug 22 from Baltimore Washington Intl. Thurgood Marshall to Tampa Intl., returning Mon, Aug 25, priced at $108 found 3 days ago
Spirit Airlines
Fri, Sep 12 - Mon, Sep 15
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Sep 12 from Dallas-Fort Worth Intl. to Tampa Intl., returning Mon, Sep 15, priced at $108 found 1 day ago
Frontier Airlines
Fri, Sep 12 - Mon, Sep 15
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 12 from Dallas-Fort Worth Intl. to Tampa Intl., returning Mon, Sep 15, priced at $113 found 1 day ago
Spirit Airlines
Sat, Aug 9 - Sat, Aug 16
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Aug 9 from Dallas-Fort Worth Intl. to Tampa Intl., returning Sat, Aug 16, priced at $114 found 4 days ago
Spirit Airlines
Mon, Oct 13 - Mon, Oct 20
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$118 Roundtrip, found 11 hours ago
$118
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Mon, Oct 13 from Dallas-Fort Worth Intl. to Tampa Intl., returning Mon, Oct 20, priced at $118 found 11 hours ago
Spirit Airlines
Fri, Aug 22 - Mon, Aug 25
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$120 Roundtrip, found 12 hours ago
$120
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Fri, Aug 22 from Dallas-Fort Worth Intl. to Tampa Intl., returning Mon, Aug 25, priced at $120 found 12 hours ago
Frontier Airlines
Mon, Aug 25 - Thu, Aug 28
DFW
Dallas-Fort Worth Intl.
TPA
Tampa Intl.
$121 Roundtrip, found 12 hours ago
$121
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Aug 25 from Dallas-Fort Worth Intl. to Tampa Intl., returning Thu, Aug 28, priced at $121 found 12 hours ago
Spirit Airlines
Fri, Aug 22 - Sun, Aug 24
BWI
Baltimore Washington Intl. Thurgood Marshall
TPA
Tampa Intl.
$123 Roundtrip, found 6 days ago
$123
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Aug 22 from Baltimore Washington Intl. Thurgood Marshall to Tampa Intl., returning Sun, Aug 24, priced at $123 found 6 days ago
American Airlines
Wed, Oct 22 - Wed, Oct 22
LGA
LaGuardia
TPA
Tampa Intl.
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 22 from LaGuardia to Tampa Intl., returning Wed, Oct 22, priced at $132 found 4 days ago
Delta
Wed, Oct 22 - Wed, Oct 22
LGA
LaGuardia
TPA
Tampa Intl.
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Oct 22 from LaGuardia to Tampa Intl., returning Wed, Oct 22, priced at $132 found 4 days ago
JetBlue Airways
Wed, Oct 8 - Tue, Oct 14
LGA
LaGuardia
TPA
Tampa Intl.
$137 Roundtrip, found 9 hours ago
$137
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Oct 8 from LaGuardia to Tampa Intl., returning Tue, Oct 14, priced at $137 found 9 hours ago
Spirit Airlines
Thu, Aug 7 - Sun, Aug 10
SAT
San Antonio Intl.
TPA
Tampa Intl.
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Aug 7 from San Antonio Intl. to Tampa Intl., returning Sun, Aug 10, priced at $160 found 2 days ago
United
Wed, Oct 8 - Tue, Oct 14
LGA
LaGuardia
TPA
Tampa Intl.
$177 Roundtrip, found 9 hours ago
$177
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Oct 8 from LaGuardia to Tampa Intl., returning Tue, Oct 14, priced at $177 found 9 hours ago
Delta
Sat, Sep 13 - Sat, Sep 13
DAL
Love Field
TPA
Tampa Intl.
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 13 from Love Field to Tampa Intl., returning Sat, Sep 13, priced at $194 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 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 $90, 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 $90 right now, why wait?

Winter Haven Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$90

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

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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! (463 reviews)
"Everything about this hotel was amazing. Will stay again."

Reviewed on Jul 28, 2025

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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! (919 reviews)
"Great stay would definitely again"

Reviewed on Jul 29, 2025

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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

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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! (8,237 reviews)
"Beautiful and very clean resort! My kids had a great time lots of fun pool activities and slides for summer. We didn’t even need to leave the resort to have fun. The restaurant was great, and we loved the golf cart shuttles. Staff was super friendly and helpful. No complaints at all. I’d definitely ..."

Reviewed on Jul 28, 2025

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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! (2,641 reviews)
"Great place for family and friends"

Reviewed on Jul 29, 2025

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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! (2,257 reviews)
"The property and staff was excellent The amenties were great the kids love it ."

Reviewed on Jul 28, 2025

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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! (334 reviews)
Solo 3 day business trip
"Being near WDW a lot of families and kids are expected. the hotel was clean and comfortable. The staff could have been a little more friendly but it that was fine. Look out for hidden fees!"

Reviewed on Jul 27, 2025

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Holiday Inn Resort Kissimmee By The Parks by IHG
See all 38,427 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.