Cheap Flights to Winter Haven from $34
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How Much Does it Cost To Fly To Winter Haven?
The cheapest prices found with in the last 7 days for return flights were $64 and $34 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$84 Roundtrip, found 3 days ago
$84
Roundtrip
found 3 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORD | Tampa | January 18 to January 22 | $64 |
| ORD | Tampa | January 18 to January 22 | $64 |
| PHL | Tampa | January 10 to January 15 | $69 |
| DTW | Tampa | December 15 to December 21 | $72 |
| JFK | Tampa | November 23 to December 4 | $93 |
| BOS | Tampa | January 9 to January 12 | $94 |
| CLE | Tampa | January 14 to January 27 | $94 |
| EWR | Tampa | November 10 to November 12 | $102 |
| MSP | Tampa | November 10 to November 13 | $157 |
| MSP | St. Petersburg - Clearwater | January 25 to January 29 | $167 |
| YYZ | Tampa | January 7 to January 13 | $188 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Tampa | October 25 to November 5 | $164 |
| LGA | Tampa | October 24 to October 27 | $185 |
| CLE | Tampa | October 26 to November 1 | $185 |
| ORD | Tampa | October 25 to October 27 | $191 |
| ORD | Tampa | October 25 to October 27 | $191 |
| DTW | Tampa | October 25 to October 26 | $203 |
| MSP | Tampa | October 25 to October 25 | $213 |
| EWR | Tampa | October 25 to October 28 | $248 |
| BOS | Tampa | October 24 to October 25 | $281 |
| YYZ | Tampa | October 26 to October 27 | $291 |
Winter Haven Flight Information
Traveling to | Winter Haven |
|---|---|
Lowest Price | $64 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Winter Haven Accommodation Deals
Howard Johnson by Wyndham Winter Haven FL
1300 3rd St, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Oct 26 to Oct 27
$95 total
Oct 26 - Oct 27
Total with taxes and fees
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. ...
6.8/10 (1,012 reviews)
"Staff was very friendly. Room was clean."
Reviewed on Oct 6, 2025
Budget Inn Winter Haven
401 6th Street HWY 17N, Winter Haven, FL
$85 nightly
The price is $95 total per night from Oct 23 to Oct 24
$95 total
Oct 23 - Oct 24
Total with taxes and fees
Stay at this motel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Winter Haven Public Library ...
6.6/10 (267 reviews)
"Clean room"
Reviewed on Oct 6, 2025
Rodeway Inn & Suites Winter Haven Chain Of Lakes
1911 Cypress Gardens Blvd, Winter Haven, FL
$85 nightly
The price is $95 total per night from Oct 23 to Oct 24
$95 total
Oct 23 - Oct 24
Total with taxes and fees
Book a stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Peppa ...
5.2/10 (247 reviews)
"No table and chairs, and No couch or living room chair, 1 swivel chair with some counter space near the television. No light over the sink for the bathroom. Other than these few items, a very pleasant, quiet stay."
Reviewed on Oct 11, 2025
Save an average of 15% on thousands of hotels when you're signed in
Winter Haven Gardens Inn
1150 3rd Street SW, Winter Haven, FL
Stay at this hotel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Indigo's Family Fun Center ...
Booked a hotel that was permanently closed
"Didn't stay. Got here and sign on door saying permanent closed. Had to find somewhere else to stay at last minute. Good thing other family members had extra room and allowed us to stay with them."
Reviewed on Dec 18, 2022
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.
Luxury Hotels in Winter Haven
Howard Johnson by Wyndham Winter Haven FL
1300 3rd St, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Oct 26 to Oct 27
$95 total
Oct 26 - Oct 27
Total with taxes and fees
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. ...
6.8/10 (1,012 reviews)
"Staff was very friendly. Room was clean."
Reviewed on Oct 6, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
$82 nightly
The price is $92 total per night from Oct 29 to Oct 30
$92 total
Oct 29 - Oct 30
Total with taxes and fees
Book a stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
6.8/10 (977 reviews)
"Outdated"
Reviewed on Sep 15, 2025
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.
Family Friendly Hotels in Winter Haven
Howard Johnson by Wyndham Winter Haven FL
1300 3rd St, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Oct 26 to Oct 27
$95 total
Oct 26 - Oct 27
Total with taxes and fees
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. ...
6.8/10 (1,012 reviews)
"Staff was very friendly. Room was clean."
Reviewed on Oct 6, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
$82 nightly
The price is $92 total per night from Oct 29 to Oct 30
$92 total
Oct 29 - Oct 30
Total with taxes and fees
Book a stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
6.8/10 (977 reviews)
"Outdated"
Reviewed on Sep 15, 2025
Hampton Inn Winter Haven
202 Cypress Gardens Blvd, Winter Haven, FL
$98 nightly
The price is $109 total per night from Oct 30 to Oct 31
$109 total
Oct 30 - Oct 31
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,010 reviews)
Nice stay
"The room was clean and it was a nice size. Also near a lot things. Would stay again."
Reviewed on Oct 14, 2025
Save an average of 15% on thousands of hotels when you're signed in
Rodeway Inn & Suites Winter Haven Chain Of Lakes
1911 Cypress Gardens Blvd, Winter Haven, FL
$85 nightly
The price is $95 total per night from Oct 23 to Oct 24
$95 total
Oct 23 - Oct 24
Total with taxes and fees
Book a stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Peppa ...
5.2/10 (247 reviews)
"No table and chairs, and No couch or living room chair, 1 swivel chair with some counter space near the television. No light over the sink for the bathroom. Other than these few items, a very pleasant, quiet stay."
Reviewed on Oct 11, 2025
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.
Best Winter Haven Flight and Hotel Packages
Winter Haven flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Winter Haven flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Compact
Tampa, Florida, USA
$2
$9 total
found 8 hours ago
Economy
Tampa, Florida, USA
$5
$10 total
found 8 hours ago
Standard
Tampa, Florida, USA
$5
$10 total
found 8 hours ago
Midsize
Tampa, Florida, USA
$5
$10 total
found 8 hours ago
Lowest prices found within the past 8 hours. Prices and availability subject to change. Additional terms may apply.
Flights To Winter Haven
Situated within striking range of both Orlando and Tampa, Winter Haven is a popular spot within Central Florida, as the combo of amusement parks, picturesque natural areas, excellent water skiing spots, and laid-back atmosphere make it a place where you can have fun without feeling in a rush. Hence, it's a true Florida town. If you plan on getting here via air, you're in luck too, as you can choose to land at either Orlando International Airport (MCO) or Tampa International Airport (TPA).
Transportation from TPA and MCO
If you've found some great deals for Winter Haven flights landing at Tampa International Airport, know you'll be roughly 57 miles from the city when you arrive. Thus, your best option is to rent a car in the baggage claim area, though you could catch a taxi outside the baggage claim level, or book a shuttle van. If you've discovered some good flights to Winter Haven that land at Orlando International Airport, know you'll be roughly 48 miles from the city when you arrive. Hence, your most convenient option is to also get a rental vehicle, which can be arranged on the ground transportation level of any terminal at MCO. It is possible to take a public bus from MCO to Winter Haven, but there are numerous transfers, and it's very time consuming. After all, you'll want to drop your bags off at your choice of Winter Haven hotels and go explore as quick as possible.
Experience Winter Haven
Enjoy the rides at Legoland Florida, and fish at Lake Hamilton while in Winter Haven. If you want to find discount plane tickets and hotel rooms for Winter Haven, look no further than Travelocity. We offer a price match guarantee, which means that if you find cheaper airfare to Winter Haven or lower cost packages to Winter Haven elsewhere, we'll match that price and refund the difference.
More Ways To Wander
Winter Haven Hotels
Find the perfect hotel after your flight
Winter Haven Vacation Rentals
Great Deals on alternative accommodations
Winter Haven Car Rentals
Affordable cars to get you around town
Winter Haven Vacations
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Things to do in Winter Haven
Activities, attractions and tours
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