Cheap Flights to Winter Haven from $52
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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 $74 and $52 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply
LAS
Harry Reid Intl.
TPA
Tampa Intl.
$113 Roundtrip, just found
$113
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Tampa | September 23 to September 28 | $74 |
| CLE | Tampa | August 26 to August 29 | $79 |
| DTW | Tampa | August 12 to August 16 | $96 |
| MDW | Tampa | September 8 to September 19 | $98 |
| PHL | Tampa | September 7 to September 16 | $99 |
| ORD | Tampa | September 21 to September 27 | $122 |
| EWR | Tampa | September 23 to September 27 | $137 |
| BOS | Tampa | September 3 to September 10 | $137 |
| MSP | Tampa | September 17 to September 23 | $139 |
| YYZ | Tampa | September 15 to September 15 | $163 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| TTN | Tampa | July 11 to July 13 | $112 |
| DTW | Tampa | July 13 to July 19 | $114 |
| CLE | Tampa | July 12 to July 19 | $138 |
| MDW | Tampa | July 13 to July 17 | $162 |
| EWR | Tampa | July 12 to July 15 | $167 |
| EWR | Tampa | July 12 to July 15 | $167 |
| ORD | Tampa | July 11 to July 15 | $198 |
| BOS | Tampa | July 11 to July 13 | $206 |
| MSP | Tampa | July 12 to July 14 | $248 |
| YYZ | Tampa | July 11 to July 21 | $555 |
Winter Haven TPA Flight Information
Traveling to | Winter Haven TPA |
|---|---|
Lowest Price | $74 |
Number of Airlines Serving | 1 |
Airlines Serving | Spirit Airlines |
Number of Daily Flights | 3 |
Airlines with Direct Flights | Southwest Airlines |
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
$89 nightly
The price is $100 total per night from Jul 8 to Jul 9
$100 total
Jul 8 - Jul 9
Total includes 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 (1,006 reviews)
"Great customer service, lots of restaurants within walking distance."
Reviewed on Jul 3, 2025
Budget Inn Winter Haven
401 6th Street HWY 17N, Winter Haven, FL
$93 nightly
The price is $104 total per night from Jul 8 to Jul 9
$104 total
Jul 8 - Jul 9
Total includes 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 (250 reviews)
"First time here. Decent hotel accommodations for an overnight. Clean room."
Reviewed on Apr 4, 2025
Rodeway Inn & Suites Winter Haven Chain Of Lakes
1911 Cypress Gardens Blvd, Winter Haven, FL
$81 nightly
The price is $90 total per night from Aug 4 to Aug 5
$90 total
Aug 4 - Aug 5
Total includes 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 ...
5.4/10 (240 reviews)
"The attached iHOP restaurant was nice. Otherwise,the place was barely passable for a motel stay. Recommend for a one-night emergency-type "stay" (i.e. there's no place else and everything is booked and I need a place to sleep) but it certainly isn't worth an extended stay."
Reviewed on May 19, 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
$89 nightly
The price is $100 total per night from Jul 8 to Jul 9
$100 total
Jul 8 - Jul 9
Total includes 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 (1,006 reviews)
"Great customer service, lots of restaurants within walking distance."
Reviewed on Jul 3, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
$109 nightly
The price is $123 total per night from Jul 6 to Jul 7
$123 total
Jul 6 - Jul 7
Total includes 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 (964 reviews)
"Overall, we enjoyed our stay. The lake at night and the way they have the back lit up is beautiful. We even got to see some fireworks which made it even more special. The only problem is that our room was a little warm and even with the AC turned down as low as it could go it never really cooled ..."
Reviewed on Jun 29, 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
$89 nightly
The price is $100 total per night from Jul 8 to Jul 9
$100 total
Jul 8 - Jul 9
Total includes 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 (1,006 reviews)
"Great customer service, lots of restaurants within walking distance."
Reviewed on Jul 3, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
$109 nightly
The price is $123 total per night from Jul 6 to Jul 7
$123 total
Jul 6 - Jul 7
Total includes 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 (964 reviews)
"Overall, we enjoyed our stay. The lake at night and the way they have the back lit up is beautiful. We even got to see some fireworks which made it even more special. The only problem is that our room was a little warm and even with the AC turned down as low as it could go it never really cooled ..."
Reviewed on Jun 29, 2025
Hampton Inn Winter Haven
202 Cypress Gardens Blvd, Winter Haven, FL
$118 nightly
The price is $132 total per night from Jul 16 to Jul 17
$132 total
Jul 16 - Jul 17
Total includes 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! (1,002 reviews)
"Great breakfast and clean rooms"
Reviewed on Jun 29, 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
$81 nightly
The price is $90 total per night from Aug 4 to Aug 5
$90 total
Aug 4 - Aug 5
Total includes 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 ...
5.4/10 (240 reviews)
"The attached iHOP restaurant was nice. Otherwise,the place was barely passable for a motel stay. Recommend for a one-night emergency-type "stay" (i.e. there's no place else and everything is booked and I need a place to sleep) but it certainly isn't worth an extended stay."
Reviewed on May 19, 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
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View all tripsNeed a Car For After Your Flight?
Compact
Tampa, Florida, USA
$6
$27 total
found 1 day ago
Midsize
Tampa, Florida, USA
$6
$28 total
found 1 day ago
Standard
Tampa, Florida, USA
$9
$27 total
found 17 hours ago
Fullsize
Tampa, Florida, USA
$9
$28 total
found 17 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.
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