Cheap Flights To Winter Haven 2025

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Winter Haven Flights as Low as $130

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, May 17 - Mon, May 19
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, May 17 from Washington Dulles Intl. to Tampa Intl., returning Mon, May 19, priced at $130 found 5 days ago
Frontier Airlines
Thu, May 15 - Sat, May 17
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$134 Roundtrip, found 5 days ago
$134
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Washington Dulles Intl. to Tampa Intl., returning Sat, May 17, priced at $134 found 5 days ago
Frontier Airlines
Sun, May 18 - Mon, May 19
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$146 Roundtrip, found 5 days ago
$146
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, May 18 from Washington Dulles Intl. to Tampa Intl., returning Mon, May 19, priced at $146 found 5 days ago
Frontier Airlines
Fri, Jun 27 - Tue, Jul 15
BWI
Baltimore Washington Intl. Thurgood Marshall
TPA
Tampa Intl.
$148 Roundtrip, found 13 hours ago
$148
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Fri, Jun 27 from Baltimore Washington Intl. Thurgood Marshall to Tampa Intl., returning Tue, Jul 15, priced at $148 found 13 hours ago
Frontier Airlines
Fri, Jun 27 - Tue, Jul 15
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$153 Roundtrip, found 13 hours ago
$153
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Fri, Jun 27 from Washington Dulles Intl. to Tampa Intl., returning Tue, Jul 15, priced at $153 found 13 hours ago
Frontier Airlines
Thu, May 15 - Mon, May 19
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$156 Roundtrip, found 5 days ago
$156
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Washington Dulles Intl. to Tampa Intl., returning Mon, May 19, priced at $156 found 5 days ago
American Airlines
Mon, Jul 7 - Fri, Jul 18
DCA
Ronald Reagan Washington National
TPA
Tampa Intl.
$157 Roundtrip, found 13 hours ago
$157
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Mon, Jul 7 from Ronald Reagan Washington National to Tampa Intl., returning Fri, Jul 18, priced at $157 found 13 hours ago
Frontier Airlines
Mon, May 12 - Sat, May 17
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, May 12 from Washington Dulles Intl. to Tampa Intl., returning Sat, May 17, priced at $158 found 5 days ago
Frontier Airlines
Sat, Jun 28 - Sat, Jul 12
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$159 Roundtrip, found 13 hours ago
$159
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Jun 28 from Washington Dulles Intl. to Tampa Intl., returning Sat, Jul 12, priced at $159 found 13 hours ago
Frontier Airlines
Thu, May 15 - Sun, May 18
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Washington Dulles Intl. to Tampa Intl., returning Sun, May 18, priced at $160 found 5 days ago
Frontier Airlines
Sat, Jun 28 - Tue, Jul 15
BWI
Baltimore Washington Intl. Thurgood Marshall
TPA
Tampa Intl.
$164 Roundtrip, found 13 hours ago
$164
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Jun 28 from Baltimore Washington Intl. Thurgood Marshall to Tampa Intl., returning Tue, Jul 15, priced at $164 found 13 hours ago
Frontier Airlines
Tue, Jun 24 - Mon, Jul 14
BWI
Baltimore Washington Intl. Thurgood Marshall
TPA
Tampa Intl.
$165 Roundtrip, found 13 hours ago
$165
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Baltimore Washington Intl. Thurgood Marshall to Tampa Intl., returning Mon, Jul 14, priced at $165 found 13 hours ago
United
Fri, Jun 27 - Tue, Jul 15
IAD
Washington Dulles Intl.
TPA
Tampa Intl.
$177 Roundtrip, found 13 hours ago
$177
Roundtrip
found 13 hours ago
Select United flight, departing Fri, Jun 27 from Washington Dulles Intl. to Tampa Intl., returning Tue, Jul 15, priced at $177 found 13 hours ago
Spirit Airlines
Fri, May 9 - Mon, May 12
BWI
Baltimore Washington Intl. Thurgood Marshall
TPA
Tampa Intl.
$178 Roundtrip, found 4 days ago
$178
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Fri, May 9 from Baltimore Washington Intl. Thurgood Marshall to Tampa Intl., returning Mon, May 12, priced at $178 found 4 days ago
JetBlue Airways
Sat, May 17 - Tue, May 20
DCA
Ronald Reagan Washington National
TPA
Tampa Intl.
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, May 17 from Ronald Reagan Washington National to Tampa Intl., returning Tue, May 20, priced at $194 found 3 days ago
Delta
Tue, Jul 8 - Tue, Jul 15
DCA
Ronald Reagan Washington National
TPA
Tampa Intl.
$197 Roundtrip, found 13 hours ago
$197
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jul 8 from Ronald Reagan Washington National to Tampa Intl., returning Tue, Jul 15, priced at $197 found 13 hours ago

Winter Haven Flight Travel Guide

If a trip to Winter Haven is calling your name, then book a flight to (airport). And with the AARP Travel Center Powered by Expedia®, can become a reality sooner than you think. AARP Travel combines members-only discounts with the best rates from Expedia, so members get the best price in travel, guaranteed. AARP members get exclusive rates on car rentals and hotels, and pay no booking fees on flights.

If you've got a more lenient schedule, we'll have more deals to show you. In other words, you will have a better chance of finding that affordable flight you've been looking for.

Winter Haven Airport Transportation

Once you have got your flight scheduled to Winter Haven with AARP Travel, you may want to book a vehicle so you can get around the city. You can book Winter Haven rental cars under our cars tab and hop in the driver's seat as soon as you step outside. For more information, check out the Winter Haven Car Rentals Guide.

Things to Do in Winter Haven

Not sure where to start? Not to worry—there's plenty to do in this city. Looking for some thrilling family fun? Legoland Florida is close enough to where you're staying, so you and your clan can't miss this great attraction.

If you're looking for some fun activities to do in Winter Haven, make sure you look at our "Things to Do in Winter Haven" page for activities and excursions for the whole clan.

Book Your Hotel in Winter Haven

Winter Haven has accommodation to choose from, so you will have little difficulty finding a place to stay close to all the things you want to see. If you need to stay close to the airport, or another attraction in Winter Haven, check out our hotel listings page. No matter where you stay, just remember that you'll get the best price out there when you book with AARP.

Book Your Winter Haven Trip Today

We know that you want to focus less on the logistics and more on the fun stuff, so we provide travel arrangements that fall within your budget. Do not wait a minute longer—book your airfare today and land in Winter Haven tomorrow.