Cheap Flights to Winter Haven from $30
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 $58 and $30 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* |
|---|---|---|---|
| DTW | Tampa | July 22 to July 30 | $100 |
| CLE | Tampa | September 6 to September 20 | $124 |
| PHL | Tampa | August 16 to August 22 | $129 |
| BOS | Tampa | September 6 to September 9 | $137 |
| LGA | Tampa | August 30 to September 4 | $137 |
| ORD | Tampa | August 16 to August 18 | $140 |
| ORD | Tampa | August 16 to August 18 | $140 |
| MSP | Tampa | August 5 to August 7 | $157 |
| EWR | Tampa | July 25 to July 28 | $157 |
| YYZ | Tampa | July 20 to July 27 | $171 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DTW | Tampa | June 21 to June 24 | $164 |
| CLE | Tampa | June 20 to June 28 | $178 |
| TTN | Tampa | June 21 to July 8 | $191 |
| BOS | Tampa | June 20 to June 23 | $201 |
| LGA | Tampa | June 21 to June 27 | $225 |
| MSP | Tampa | June 21 to June 28 | $226 |
| ORD | Tampa | June 20 to June 23 | $233 |
| ORD | Tampa | June 20 to June 23 | $233 |
| EWR | Tampa | June 20 to June 24 | $259 |
| YYZ | Tampa | June 21 to June 23 | $565 |
Winter Haven Flight Information
Traveling to | Winter Haven |
|---|---|
Lowest Price | $58 |
Number of Airlines Serving | |
Airlines Serving | Avelo Airlines, JetBlue Airways |
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
Reviewed on Jun 14, 2025
Budget Inn Winter Haven
Reviewed on Apr 4, 2025
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Reviewed on May 19, 2025
Winter Haven Gardens Inn
Reviewed on Dec 18, 2022
Luxury Hotels in Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Reviewed on Jun 14, 2025
Lake Roy Beach Inn
Reviewed on May 9, 2025
Family Friendly Hotels in Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Reviewed on Jun 14, 2025
Lake Roy Beach Inn
Reviewed on May 9, 2025
Hampton Inn Winter Haven
Reviewed on Jun 11, 2025
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Reviewed on May 19, 2025
Best Winter Haven Flight and Hotel Packages
Winter Haven flight + hotel packages - economy flights
Winter Haven flight + hotel packages - first class flights
Need a Car For After Your Flight?
Compact
$2
Midsize
$2
Fullsize
$4
Economy
$5
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.