Cheap Flights to Winter Haven from $38
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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 $82 and $38 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$91 Roundtrip, found 4 hours ago
$91
Roundtrip
found 4 hours ago
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$187 Roundtrip, found 4 hours ago
$187
Roundtrip
found 4 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DTW | Lakeland | April 8 to April 15 | $82 |
| PHL | Tampa | April 15 to April 22 | $95 |
| CLE | Tampa | May 21 to May 25 | $110 |
| ORD | Tampa | May 2 to May 10 | $118 |
| ORD | Tampa | May 2 to May 10 | $118 |
| SWF | Tampa | May 30 to June 3 | $137 |
| DTW | Tampa | March 24 to March 31 | $142 |
| EWR | Tampa | May 5 to May 13 | $178 |
| MSP | Tampa | May 10 to May 15 | $196 |
| BOS | Tampa | April 14 to April 22 | $205 |
| MSP | St. Petersburg - Clearwater | April 18 to April 23 | $213 |
| YYZ | Tampa | May 13 to May 20 | $230 |
| ORD | St. Petersburg - Clearwater | April 17 to April 23 | $380 |
| ORD | St. Petersburg - Clearwater | April 17 to April 23 | $380 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DTW | Lakeland | March 21 to March 25 | $136 |
| DTW | Tampa | March 22 to March 28 | $165 |
| CLE | Tampa | March 22 to March 25 | $210 |
| PHL | Tampa | March 20 to March 25 | $224 |
| EWR | Tampa | March 22 to March 31 | $248 |
| EWR | Tampa | March 22 to March 31 | $248 |
| MSP | Tampa | March 22 to March 25 | $297 |
| BOS | Tampa | March 21 to March 26 | $304 |
| ORD | Tampa | March 21 to March 30 | $342 |
| ORD | Tampa | March 21 to March 30 | $342 |
| MSP | St. Petersburg - Clearwater | March 21 to March 25 | $389 |
| YYZ | Tampa | March 22 to March 29 | $567 |
Winter Haven Flight Information
Traveling to | Winter Haven |
|---|---|
Lowest Price | $82 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Sun Country 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
$111 nightly
The price is $124 total per night from Apr 1 to Apr 2
$124 total
Apr 1 - Apr 2
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. ...
7.2/10 Good! (1,002 reviews)
Rooms smelled like mold.
Reviewed on Mar 12, 2026
Budget Inn Winter Haven
401 6th Street HWY 17N Winter Haven FL
$83 nightly
The price is $93 total per night from Mar 17 to Mar 18
$93 total
Mar 17 - Mar 18
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 ...
6.8/10 (278 reviews)
Hotel was horrible. Dirty. Towels and sheets were nasty. Loud noise the entire night.
Reviewed on Mar 14, 2026
Rodeway Inn & Suites Winter Haven Chain Of Lakes
1911 Cypress Gardens Blvd Winter Haven FL
$89 nightly
The price is $100 total per night from Apr 14 to Apr 15
$100 total
Apr 14 - Apr 15
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 ...
5.4/10 (267 reviews)
One of the worst two star motels I’ve stayed at. I do not expect much with a two star hotel, but this was ridiculous. Not only was the room cold and poorly furnished, without any basic amenities, but the Wi-Fi did not work. When I addressed the issue to the Front Desk staff, the young Indian man ...
Reviewed on Mar 4, 2026
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 ...
5.8/10 (1,000 reviews)
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
$111 nightly
The price is $124 total per night from Apr 1 to Apr 2
$124 total
Apr 1 - Apr 2
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. ...
7.2/10 Good! (1,002 reviews)
Rooms smelled like mold.
Reviewed on Mar 12, 2026
Lake Roy Beach Inn
1823 Cypress Gardens Blvd Winter Haven FL
$108 nightly
The price is $122 total per night from Apr 6 to Apr 7
$122 total
Apr 6 - Apr 7
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 ...
7/10 Good! (1,003 reviews)
Just don't.
Reviewed on Mar 15, 2026
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
$111 nightly
The price is $124 total per night from Apr 1 to Apr 2
$124 total
Apr 1 - Apr 2
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. ...
7.2/10 Good! (1,002 reviews)
Rooms smelled like mold.
Reviewed on Mar 12, 2026
Lake Roy Beach Inn
1823 Cypress Gardens Blvd Winter Haven FL
$108 nightly
The price is $122 total per night from Apr 6 to Apr 7
$122 total
Apr 6 - Apr 7
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 ...
7/10 Good! (1,003 reviews)
Just don't.
Reviewed on Mar 15, 2026
Hampton Inn Winter Haven
202 Cypress Gardens Blvd Winter Haven FL
$153 nightly
The price is $172 total per night from Mar 22 to Mar 23
$172 total
Mar 22 - Mar 23
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 ...
9/10 Wonderful! (1,001 reviews)
Good room
Reviewed on Mar 16, 2026
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
$89 nightly
The price is $100 total per night from Apr 14 to Apr 15
$100 total
Apr 14 - Apr 15
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 ...
5.4/10 (267 reviews)
One of the worst two star motels I’ve stayed at. I do not expect much with a two star hotel, but this was ridiculous. Not only was the room cold and poorly furnished, without any basic amenities, but the Wi-Fi did not work. When I addressed the issue to the Front Desk staff, the young Indian man ...
Reviewed on Mar 4, 2026
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?
Economy
Tampa, Florida, USA
$10
$19 total
found 1 day ago
Midsize
Tampa, Florida, USA
$12
$24 total
found 3 days ago
Compact
Tampa, Florida, USA
$12
$24 total
found 3 days ago
Fullsize
Tampa, Florida, USA
$19
$38 total
found 1 day 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 Vacations
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Things to do in Winter Haven
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