Cheap Flights to Winter Haven from $48

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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 $69 and $48 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
BOSTampaSeptember 27 to October 4$69
DTWTampaOctober 22 to October 25$77
ORDTampaSeptember 30 to October 1$87
ORDTampaSeptember 30 to October 1$87
JFKTampaNovember 11 to November 15$96
PHLTampaOctober 1 to October 9$116
EWRTampaOctober 4 to October 11$119
CLETampaSeptember 15 to September 22$119
YYZTampaOctober 27 to October 31$148
MSPTampaNovember 7 to November 10$163
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TTNTampaSeptember 12 to September 15$120
JFKTampaSeptember 12 to September 14$124
ORDTampaSeptember 13 to September 25$131
ORDTampaSeptember 13 to September 25$131
CLETampaSeptember 12 to September 14$135
DTWTampaSeptember 13 to September 17$153
BOSTampaSeptember 13 to September 13$156
EWRTampaSeptember 13 to September 14$156
MSPTampaSeptember 13 to October 2$166
YYZTampaSeptember 13 to October 27$206
*Prices include taxes and fees

Winter Haven Flight Information

Traveling to
Winter Haven
Lowest Price
$69
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

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Sep 8 to Sep 9
$95 total
Sep 8 - Sep 9
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. ...
Howard Johnson by Wyndham Winter Haven FL
Budget Inn Winter Haven

Budget Inn Winter Haven

2 out of 5
401 6th Street HWY 17N, Winter Haven, FL
$85 nightly
The price is $95 total per night from Sep 7 to Sep 8
$95 total
Sep 7 - Sep 8
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 ...
Budget Inn Winter Haven
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2 out of 5
1911 Cypress Gardens Blvd, Winter Haven, FL
$81 nightly
The price is $90 total per night from Sep 28 to Sep 29
$90 total
Sep 28 - Sep 29
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 ...
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Save an average of 15% on thousands of hotels when you're signed in
Winter Haven Gardens Inn

Winter Haven Gardens Inn

2.5 out of 5
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 ...
Winter Haven Gardens Inn
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

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Sep 8 to Sep 9
$95 total
Sep 8 - Sep 9
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. ...
Howard Johnson by Wyndham Winter Haven FL
Lake Roy Beach Inn

Lake Roy Beach Inn

2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL
$66 nightly
The price is $74 total per night from Sep 7 to Sep 8
$74 total
Sep 7 - Sep 8
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 ...
Lake Roy Beach Inn
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

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St, SW, Winter Haven, FL
$85 nightly
The price is $95 total per night from Sep 8 to Sep 9
$95 total
Sep 8 - Sep 9
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. ...
Howard Johnson by Wyndham Winter Haven FL
Lake Roy Beach Inn

Lake Roy Beach Inn

2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL
$66 nightly
The price is $74 total per night from Sep 7 to Sep 8
$74 total
Sep 7 - Sep 8
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 ...
Lake Roy Beach Inn
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, FL
$93 nightly
The price is $104 total per night from Sep 14 to Sep 15
$104 total
Sep 14 - Sep 15
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 ...
Hampton Inn Winter Haven
Save an average of 15% on thousands of hotels when you're signed in
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2 out of 5
1911 Cypress Gardens Blvd, Winter Haven, FL
$81 nightly
The price is $90 total per night from Sep 28 to Sep 29
$90 total
Sep 28 - Sep 29
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 ...
Rodeway Inn & Suites Winter Haven Chain Of Lakes
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.
voco Sarasota by IHG
Ocean Club Treasure Island Hotel
FUSION Resort Waterfront Suites
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See all available trips from Boston to Winter Haven
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Winter Haven flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Pelican Pointe Clearwater Beach Hotel
Wyndham Grand Clearwater Beach
Sirata St. Pete Beach
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See all available trips from Minneapolis to Winter Haven
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Need a Car For After Your Flight?

Lowest prices found within the past 9 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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.