Cheap Flights to Winter Haven from $29
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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 $58 and $29 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.
$58 Roundtrip, found 4 hours ago
$58
Roundtrip
found 4 hours ago
LAS
Harry Reid Intl.
TPA
Tampa Intl.
$99 Roundtrip, found 6 days ago
$99
Roundtrip
found 6 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Tampa | February 22 to February 27 | $58 |
| JFK | Tampa | January 7 to January 16 | $58 |
| CLE | Tampa | January 26 to February 4 | $58 |
| DTW | Tampa | January 12 to January 15 | $59 |
| ORD | Tampa | January 18 to January 22 | $69 |
| ORD | Tampa | January 18 to January 22 | $69 |
| EWR | Tampa | January 13 to January 18 | $109 |
| BOS | Tampa | January 27 to January 31 | $119 |
| MSP | Tampa | February 25 to March 3 | $128 |
| YYZ | Tampa | March 9 to March 27 | $159 |
| MSP | St. Petersburg - Clearwater | February 16 to February 19 | $167 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| CLE | Tampa | December 28 to December 31 | $223 |
| PHL | Tampa | December 28 to January 6 | $269 |
| DTW | Tampa | December 26 to December 28 | $284 |
| MSP | Tampa | December 26 to January 30 | $335 |
| LGA | Tampa | December 27 to December 31 | $376 |
| BOS | Tampa | December 27 to December 30 | $454 |
| ORD | Tampa | December 28 to January 6 | $462 |
| ORD | Tampa | December 28 to January 6 | $462 |
| YYZ | Tampa | December 26 to December 29 | $521 |
| EWR | Tampa | December 28 to December 31 | $575 |
Winter Haven Flight Information
Traveling to | Winter Haven |
|---|---|
Lowest Price | $58 |
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 Winter Haven FL
The price is $95 total per night from Jan 18 to Jan 19
$95 total
per night
Jan 18 - Jan 19
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 (1,014 reviews)
A very curious staff! Which was very nice! We had a good time! The hotel was nice!Will definitely use them again!
Reviewed on Dec 14, 2025
Budget Inn Winter Haven
401 6th Street HWY 17N Winter Haven FL
The price is $93 total per night from Dec 25 to Dec 26
$93 total
per night
Dec 25 - Dec 26
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 (269 reviews)
Friendly professional
Reviewed on Nov 14, 2025
Rodeway Inn & Suites Winter Haven Chain Of Lakes
1911 Cypress Gardens Blvd Winter Haven FL
The price is $95 total per night from Dec 22 to Dec 23
$95 total
per night
Dec 22 - Dec 23
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 (252 reviews)
Great night
Reviewed on Nov 27, 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 Winter Haven FL
The price is $95 total per night from Jan 18 to Jan 19
$95 total
per night
Jan 18 - Jan 19
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 (1,014 reviews)
A very curious staff! Which was very nice! We had a good time! The hotel was nice!Will definitely use them again!
Reviewed on Dec 14, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd Winter Haven FL
The price is $101 total per night from Dec 27 to Dec 28
$101 total
per night
Dec 27 - Dec 28
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 (988 reviews)
The property is perfect if you are looking for an alternative to the high prices of Legoland hotels that are nearby. It is very outdated but has a lovely view of lake. We did not use the pool while it looked quite clean.
Reviewed on Dec 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 Winter Haven FL
The price is $95 total per night from Jan 18 to Jan 19
$95 total
per night
Jan 18 - Jan 19
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 (1,014 reviews)
A very curious staff! Which was very nice! We had a good time! The hotel was nice!Will definitely use them again!
Reviewed on Dec 14, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd Winter Haven FL
The price is $101 total per night from Dec 27 to Dec 28
$101 total
per night
Dec 27 - Dec 28
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 (988 reviews)
The property is perfect if you are looking for an alternative to the high prices of Legoland hotels that are nearby. It is very outdated but has a lovely view of lake. We did not use the pool while it looked quite clean.
Reviewed on Dec 15, 2025
Hampton Inn Winter Haven
202 Cypress Gardens Blvd Winter Haven FL
The price is $118 total per night from Jan 4 to Jan 5
$118 total
per night
Jan 4 - Jan 5
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! (1,003 reviews)
The hotel is convenient to Lego Land, downtown, Bok Tower, Theater Winter Haven and other sites. The room was clean. The sink in the bathroom was draining slowly and the receptionist got it taken care of as soon as the maintenance person came in that morning. The free breakfast was well staffed and ...
Reviewed on Dec 11, 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
The price is $95 total per night from Dec 22 to Dec 23
$95 total
per night
Dec 22 - Dec 23
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 (252 reviews)
Great night
Reviewed on Nov 27, 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.
Winter Haven flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Minneapolis to Winter Haven
View all tripsNeed a Car For After Your Flight?
Midsize
Tampa, Florida, USA
$3
$6 total
found 1 day ago
Standard
Tampa, Florida, USA
$10
$42 total
found 1 day ago
Fullsize
Tampa, Florida, USA
$13
$48 total
found 1 day ago
Compact
Tampa, Florida, USA
$17
$34 total
found 18 hours ago
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
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Winter Haven Vacation Rentals
Great Deals on alternative accommodations
Winter Haven Car Rentals
Affordable cars to get you around town
Winter Haven Vacations
Save more by combining flights, hotels and cars
Things to do in Winter Haven
Activities, attractions and tours
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