
Cheap Flights to Winter Haven from $35
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How Much Does it Cost To Fly To Winter Haven?
The cheapest prices found with in the last 7 days for return flights were $68 and $35 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Tampa | January 31 to January 31 | $68 |
| ORD | Tampa | January 18 to January 31 | $68 |
| ORD | Tampa | January 18 to January 31 | $68 |
| JFK | Tampa | January 6 to January 14 | $68 |
| DTW | Tampa | January 9 to January 12 | $76 |
| CLE | Tampa | January 19 to January 27 | $88 |
| EWR | Tampa | February 3 to February 9 | $127 |
| BOS | Tampa | December 13 to December 17 | $139 |
| MSP | St. Petersburg - Clearwater | February 9 to February 13 | $167 |
| MSP | Tampa | January 7 to January 14 | $167 |
| YYZ | Tampa | January 6 to January 16 | $170 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| CLE | Tampa | December 5 to December 12 | $112 |
| DTW | Tampa | December 7 to December 15 | $122 |
| PHL | Tampa | December 7 to December 10 | $147 |
| LGA | Tampa | December 5 to December 11 | $150 |
| EWR | Tampa | December 6 to December 10 | $162 |
| ORD | Tampa | December 7 to December 10 | $205 |
| ORD | Tampa | December 7 to December 10 | $205 |
| MSP | Tampa | December 7 to December 11 | $211 |
| YYZ | Tampa | December 7 to December 15 | $246 |
| BOS | Tampa | December 5 to December 8 | $268 |
Winter Haven Flight Information
Traveling to | Winter Haven |
|---|---|
Lowest Price | $68 |
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
Check in was smooth. Room is fine. Clean but has a slight hint of smoke despite being a non-smoking room. Comfortable bed and nice shower.
Reviewed on Nov 18, 2025

Budget Inn Winter Haven
Friendly professional
Reviewed on Nov 14, 2025

Rodeway Inn & Suites Winter Haven Chain Of Lakes
No table and chairs, and No couch or living room chair, 1 swivel chair with some counter space near the television. No light over the sink for the bathroom. Other than these few items, a very pleasant, quiet stay.
Reviewed on Oct 11, 2025

Winter Haven Gardens Inn
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
Luxury Hotels in Winter Haven

Howard Johnson by Wyndham Winter Haven FL
Check in was smooth. Room is fine. Clean but has a slight hint of smoke despite being a non-smoking room. Comfortable bed and nice shower.
Reviewed on Nov 18, 2025

Lake Roy Beach Inn
clean room
Reviewed on Nov 6, 2025
Family Friendly Hotels in Winter Haven

Howard Johnson by Wyndham Winter Haven FL
Check in was smooth. Room is fine. Clean but has a slight hint of smoke despite being a non-smoking room. Comfortable bed and nice shower.
Reviewed on Nov 18, 2025

Lake Roy Beach Inn
clean room
Reviewed on Nov 6, 2025

Hampton Inn Winter Haven
Yes
Reviewed on Nov 12, 2025

Rodeway Inn & Suites Winter Haven Chain Of Lakes
No table and chairs, and No couch or living room chair, 1 swivel chair with some counter space near the television. No light over the sink for the bathroom. Other than these few items, a very pleasant, quiet stay.
Reviewed on Oct 11, 2025
Best Winter Haven Flight and Hotel Packages
Winter Haven flight + hotel packages - economy flights



Winter Haven flight + hotel packages - premium economy flights



Winter Haven flight + hotel packages - first class flights



Need a Car For After Your Flight?
Midsize


$0
Compact


$0
Fullsize


$2
Economy


$3
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
Explore More Ways to Travel with Travelocity
- Orlando Hotels
- B&B in Eloise
- Cabins in Eloise
- Condos in Eloise
- Eloise Hotels
- Motels in Eloise
- Hotels near Inman Park
- Hotels near LEGOLAND® Florida
- Hotels near Indigo's Billiards
- Hotels near Rotary Park
- Motels in Winter Haven Station
- Hotels near Northgate Shopping Center
- Hotels near Theatre Winter Haven
- Hotels near Chain Of Wakes
- Holiday Park Resorts in Cypress Gardens
- Cheap Hotels in Cypress Gardens
- Pet Friendly Hotels in Cypress Gardens
- Lodges in Cypress Gardens
- Motels in Cypress Gardens
- Resorts in Cypress Gardens
- Hotels near Baytree Golf Club
- Hotels near Winter Haven Municipal
- Hotels near Sertoma Park
- Jan Phyl Village Hotels
- Cabins in Auburndale
- Condos in Auburndale
- Cottages in Auburndale
- Extended Stay Hotels in Auburndale
- Guest Houses in Auburndale
- Hostels in Auburndale
- Cheap Hotels in Auburndale
- Pet Friendly Hotels in Auburndale
- Auburndale Hotels
- Houseboats in Auburndale
- Motels in Auburndale
- Vacation Homes in Auburndale
- Villas in Auburndale
- 5 Star Hotels in Eagle Lake
- Apartments in Eagle Lake
- B&B in Eagle Lake
- Cabins in Eagle Lake
- Condos in Eagle Lake
- Cottages in Eagle Lake
- Eagle Lake Hotels
- Houseboats in Eagle Lake
- Vacation Homes in Eagle Lake
- Rv Parks in Eagle Lake
- Resorts in Eagle Lake
- Hotels near Willowbrook Golf Course
- Flights to Orlando
- Flights to Tampa
- Flights to Celebration
- Flights to Lithia
- Flights to Lakeland - Winter Haven
- Flights to Lakeland
- Flights to Crystal Springs
- Flights to Avon Park
- Flights to Zephyrhills
- Flights to Lake Buena Vista
- Flights to Haines City
- Flights to Lake Wales
- Flights to Dover
- Flights to Waverly
- Flights to Valrico
- Flights to Fort Meade
- Flights to Lake Alfred
- Flights to Frostproof
- Flights to Kissimmee
- Flights from Winter Haven Municipal
- Flights to Lake Buena Vista North
- Flights to Plant City
- Flights to Champions Gate
- Flights to Four Corners
- Flights to Poinciana
- Flights to Florida
- Flights to Central Florida
- Flights to Bartow
- Flights to Auburndale
- Flights to Davenport
