Cheap Flights To Winter Haven (GIF)
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Cheap Flights to Winter Haven from $97 One Way, $157 Round Trip
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$157 Roundtrip, found 12 hours ago
$157
Roundtrip
found 12 hours ago
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
BOS
Logan Intl.
TPA
Tampa Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
BOS
Logan Intl.
TPA
Tampa Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Winter Haven Flight Information
Traveling To | Winter Haven |
|---|---|
Destination Airport IATA Code | TPA |
Number of Airlines Serving | |
Airlines | JetBlue Airways, American Airlines, Southwest Airlines, United, Frontier Airlines, Delta |
Flight Price | $157 |
Earliest Departing Flight | |
Latest Departing Flight |
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Winter Haven economy flight packages
Price found within the past 48 hours. Click for updated prices.
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4.0-star property
The Hemingway
8.2/10 Very Good! (28 reviews)
Aug 25 - Sep 1
7 night stay
New York (NYC) to Tampa (TPA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,091, price is now $878 per person
$878
per person
found 11 hours ago
The property and the location is amazing. The only thing that we had a issue with was the size of the bed. It was smaller than a queen size bed
Reviewed on Jul 6, 2026
3.0-star property
Cedar Cove Resort and Cottages
9.2/10 Wonderful! (543 reviews)
Aug 10 - Aug 14
4 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,312, price is now $957 per person
$957
per person
found 1 day ago
Returned customer, great place to stay for four nights.
Reviewed on Jul 3, 2026
3.5-star property
Anna Maria Beach Resort
9.4/10 Exceptional! (366 reviews)
Aug 10 - Aug 14
4 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,983, price is now $1,618 per person
$1,618
per person
found 1 day ago
Cozy little hotel to enjoy Anna María Island. Beautiful property, nice modern rooms with all the amenities you need to spend a few days at the beach. It seats right on the beach, which is pristine. The staff go out of their way to make your stay memorable.
We will come back!!
Reviewed on Jul 5, 2026
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See all available trips from New York to Winter Haven
View all tripsWinter Haven business class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Saddlebrook Resort
8/10 Very Good! (127 reviews)
Aug 9 - Aug 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Frontier Airlines • Roundtrip • BusinessClass
Price was $1,388, price is now $1,159 per person
$1,159
per person
found 1 day ago
The staff was absolutely amazing! The rooms were always clean. The golf courses were beautiful and well maintained. The pool and bar area topped it off. Ben, the bartender was great! Can’t wait to go back!
Reviewed on Jul 5, 2026
3.0-star property
The Barrymore Hotel Tampa Riverwalk
8.6/10 Excellent! (2,669 reviews)
Aug 9 - Aug 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Frontier Airlines • Roundtrip • BusinessClass
Price was $1,549, price is now $1,210 per person
$1,210
per person
found 1 day ago
Very elegant place will come again
Reviewed on Jul 7, 2026
4.0-star property
Landing Apartments near Sun City Center and Riverview
8.8/10 Excellent! (30 reviews)
Aug 9 - Aug 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Frontier Airlines • Roundtrip • BusinessClass
Price was $2,081, price is now $1,634 per person
$1,634
per person
found 1 day ago
Very clean and quite, near to the main beaches, have everything that you need, 100 recomended
Reviewed on Jun 24, 2026
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See all available trips from Newark Liberty Intl. Airport to Winter Haven
View all tripsWinter Haven first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Wyndham Grand Clearwater Beach
9.4/10 Exceptional! (3,447 reviews)
Aug 28 - Aug 31
3 night stay
Rockford (RFD) to Tampa (TPA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,904, price is now $1,685 per person
$1,685
per person
found 20 hours ago
Loved our stay. We will be returning.
Reviewed on Jul 8, 2026
4.0-star property
CW Hotel
No reviews
Aug 28 - Aug 31
3 night stay
Rockford (RFD) to Tampa (TPA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $2,106, price is now $1,741 per person
$1,741
per person
found 20 hours ago
I had a wonderful stay at CW-Hotel. From the moment I arrived, the staff were welcoming, professional, and genuinely helpful. All the rooms are gorgeous and massive suites. They have kitchen and full bathrooms with full washer and dryer.
The hotel’s location is right near the beach with easy access to nearby attractions, restaurants, and transportation. I also appreciated the attention to detail throughout the property, which made the experience feel both comfortable and enjoyable.
What stood out most was the excellent customer service. The team went above and beyond to ensure my stay was pleasant, and their hospitality made a lasting impression.
I would gladly stay at CW-Hotel again and highly recommend it to anyone looking for a clean, comfortable, and well-managed hotel with outstanding service.
Reviewed on Jul 7, 2026
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.