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 $56 and $29 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply
ATL
Hartsfield-Jackson Atlanta Intl.
TPA
Tampa Intl.
$59 Roundtrip, found 3 hours ago
$59
Roundtrip
found 3 hours ago
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MDW | Tampa | October 3 to October 6 | $56 |
| PHL | Tampa | September 9 to September 16 | $69 |
| DTW | Tampa | September 16 to September 24 | $73 |
| BOS | Tampa | September 4 to September 11 | $90 |
| JFK | Tampa | September 4 to September 10 | $90 |
| ORD | Tampa | October 25 to October 25 | $93 |
| CLE | Tampa | August 30 to August 31 | $99 |
| EWR | Tampa | October 21 to October 23 | $107 |
| YYZ | Tampa | November 17 to November 25 | $148 |
| MSP | Tampa | October 4 to October 9 | $156 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MDW | Tampa | August 24 to August 25 | $57 |
| DTW | Tampa | August 23 to September 17 | $137 |
| TTN | Tampa | August 24 to September 6 | $144 |
| JFK | Tampa | August 23 to September 22 | $175 |
| MSP | Tampa | August 23 to August 30 | $224 |
| ORD | Tampa | August 23 to August 27 | $227 |
| CLE | Tampa | August 22 to August 27 | $230 |
| EWR | Tampa | August 22 to September 22 | $261 |
| BOS | Tampa | August 23 to August 31 | $277 |
| YYZ | Tampa | August 23 to August 26 | $344 |
Winter Haven Flight Information
Traveling to | Winter Haven |
|---|---|
Lowest Price | $56 |
Number of Airlines Serving | |
Airlines Serving | Spirit Airlines, 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 Aug 24 to Aug 25
$95 total
Aug 24 - Aug 25
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 (1,002 reviews)
"decent stay, no water available, which is inconvenient, there is hot water available form a coffee machine. Staff was friendly and room was clean"
Reviewed on Aug 13, 2025
Budget Inn Winter Haven
401 6th Street HWY 17N, Winter Haven, FL
$89 nightly
The price is $100 total per night from Aug 21 to Aug 22
$100 total
Aug 21 - Aug 22
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 (255 reviews)
"I like that the property wasn’t smelly but i did see a roach so hoping for my deposit back"
Reviewed on Aug 18, 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 Aug 21 to Aug 22
$95 total
Aug 21 - Aug 22
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 ...
5.2/10 (244 reviews)
Its, ok. I expected worse for the price
"I got a king suite room 140 for 2 days Pros: -Has a pool -room was in fair condition -had mini fridge, coffee maker, iron and board. -roomservice restocks items without request. -really affordable -hotel is linked to a 24/7 ihop that is less than a minute away by foot. -tv worked very well, same ..."
Reviewed on Jul 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, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Aug 24 to Aug 25
$95 total
Aug 24 - Aug 25
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 (1,002 reviews)
"decent stay, no water available, which is inconvenient, there is hot water available form a coffee machine. Staff was friendly and room was clean"
Reviewed on Aug 13, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
$84 nightly
The price is $95 total per night from Aug 21 to Aug 22
$95 total
Aug 21 - Aug 22
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 (969 reviews)
Beautiful Spot
"It is an old property but everything works and the location is amazing. We liked it."
Reviewed on Jul 21, 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 Aug 24 to Aug 25
$95 total
Aug 24 - Aug 25
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 (1,002 reviews)
"decent stay, no water available, which is inconvenient, there is hot water available form a coffee machine. Staff was friendly and room was clean"
Reviewed on Aug 13, 2025
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
$84 nightly
The price is $95 total per night from Aug 21 to Aug 22
$95 total
Aug 21 - Aug 22
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 (969 reviews)
Beautiful Spot
"It is an old property but everything works and the location is amazing. We liked it."
Reviewed on Jul 21, 2025
Hampton Inn Winter Haven
202 Cypress Gardens Blvd, Winter Haven, FL
$118 nightly
The price is $132 total per night from Aug 26 to Aug 27
$132 total
Aug 26 - Aug 27
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! (1,000 reviews)
"Very clean, good service, recommended!!"
Reviewed on Aug 10, 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 Aug 21 to Aug 22
$95 total
Aug 21 - Aug 22
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 ...
5.2/10 (244 reviews)
Its, ok. I expected worse for the price
"I got a king suite room 140 for 2 days Pros: -Has a pool -room was in fair condition -had mini fridge, coffee maker, iron and board. -roomservice restocks items without request. -really affordable -hotel is linked to a 24/7 ihop that is less than a minute away by foot. -tv worked very well, same ..."
Reviewed on Jul 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.
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See all available trips from Minneapolis to Winter Haven
View all tripsWinter Haven flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Economy
Tampa, Florida, USA
$3
$6 total
found 10 hours ago
Compact
Tampa, Florida, USA
$4
$16 total
found 11 hours ago
Standard
Tampa, Florida, USA
$4
$16 total
found 9 hours ago
Midsize
Tampa, Florida, USA
$4
$16 total
found 11 hours ago
Lowest prices found within the past 10 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.
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