Cheap Flight Deals to Winter Haven FL from CA $81
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 to find cheap flights to Winter Haven?
The cheapest prices found with in the last 7 days for return flights were CA $185 and CA $81 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* |
|---|---|---|---|
| ORD | Tampa | June 2 to June 10 | CA $274 |
| ORD | Tampa | June 2 to June 10 | CA $274 |
| LGA | Tampa | May 29 to June 2 | CA $275 |
| MSP | Tampa | July 31 to August 3 | CA $284 |
| EWR | Tampa | June 12 to June 16 | CA $309 |
| BOS | Tampa | June 2 to June 6 | CA $324 |
| DTW | Tampa | July 20 to August 9 | CA $326 |
| YYZ | Tampa | July 6 to July 13 | CA $352 |
| CLE | Tampa | May 29 to June 5 | CA $420 |
| PHL | Tampa | July 12 to July 18 | CA $532 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| ORD | Tampa | May 17 to May 21 | CA $475 |
| ORD | Tampa | May 17 to May 21 | CA $475 |
| JFK | Tampa | May 16 to May 17 | CA $697 |
| BOS | Tampa | May 15 to May 19 | CA $789 |
| CLE | Tampa | May 17 to May 18 | CA $847 |
| YYZ | Tampa | May 16 to May 18 | CA $859 |
| DTW | Tampa | May 16 to June 3 | CA $1,110 |
| PHL | Tampa | May 15 to May 16 | CA $1,441 |
| MSP | Tampa | May 15 to May 20 | CA $1,462 |
| EWR | Tampa | May 15 to May 16 | CA $1,613 |
Your guide to flights to Winter Haven, FL
Breeze Airways, Avelo Airlines, Delta, Porter Airlines fly to Winter Haven, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Winter Haven FL currently costs between CA $185 and CA $1,613. Prices vary, but for the best fares, travel in June when prices are at their lowest.
Top tips for finding cheap flights to Winter Haven
The cheapest flight for a round trip to Winter Haven is currently CA $185. When you search for flights to Winter Haven, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Winter Haven for nearby days. The cheapest month to travel to Winter Haven is June from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Winter Haven
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Winter Haven with Travelocity
We have top deals on plane tickets even for last minute flights to Winter Haven, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Winter Haven for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Everything about this property was wonderful. We enjoyed our stay very much!
Reviewed on May 11, 2026
Budget Inn Winter Haven
There were no amenities with this hotel. It was clean, and staff was very pleasant and helpful. Was on busy road, which was alittle noisy.
Reviewed on May 1, 2026
Rodeway Inn & Suites Winter Haven Chain Of Lakes
The cost not worth the price. Did not like 150 deposit for the check in.
Reviewed on May 10, 2026
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
Everything about this property was wonderful. We enjoyed our stay very much!
Reviewed on May 11, 2026
Lake Roy Beach Inn
Gran espacio, muy limpio excelente vista
Reviewed on Apr 26, 2026
Family Friendly Hotels in Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Everything about this property was wonderful. We enjoyed our stay very much!
Reviewed on May 11, 2026
Lake Roy Beach Inn
Gran espacio, muy limpio excelente vista
Reviewed on Apr 26, 2026
Hampton Inn Winter Haven
Clean room, friendly & professional staff.
Reviewed on May 10, 2026
Rodeway Inn & Suites Winter Haven Chain Of Lakes
The cost not worth the price. Did not like 150 deposit for the check in.
Reviewed on May 10, 2026
Best Winter Haven Flight and Hotel Packages
Winter Haven flight + hotel packages - economy flights
Need a car after flight to Winter Haven?
Economy
Compact
Midsize
SUV
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.
Need more than a Flight to Winter Haven?
Explore More Ways to Travel with Travelocity
- Auburndale Hotels
- Bartow Hotels
- Hotels near Bok Tower Gardens
- Hotels near Bramble Ridge Golf Course
- Hotels near Bryant Stadium
- Apartments in Davenport
- Condos in Davenport
- Cottages in Davenport
- Extended Stay Hotels in Davenport
- Guest Houses in Davenport
- Beach Resorts & in Davenport
- Golf Resorts & in Davenport
- Hotels with Early Check-in in Davenport
- Waterpark Hotels and Resorts in Davenport
- Davenport Hotels
- Motels in Davenport
- Vacation Homes in Davenport
- Resorts in Davenport
- Villas in Davenport
- B&B in Dundee
- Cabins in Dundee
- Eagle Lake Hotels
- Condos in Haines City
- Haines City Hotels
- Villas in Haines City
- Highland Park Hotels
- Cottages in Homeland
- Lake Alfred Hotels
- Lake Hamilton Hotels
- Lake Wales Hotels
- Cabins in Lakeland
- Casino Resorts & in Lakeland
- Hotels with Early Check-in in Lakeland
- Hotels with Hot Tubs in Lakeland
- Hotels with smoking rooms in Lakeland
- Lakeland Hotels
- Waterpark Hotels and Resorts in Lakeland - Winter Haven
- Hotels near LEGOLAND® Florida
- Condos in Mulberry
- Hotels near Tenoroc Shooting Sports
- Apartments in Winter Haven
- Cabins in Winter Haven
- Condos in Winter Haven
- Winter Haven Hotels
- Vacation Homes in Winter Haven
- Resorts in Winter Haven
- Flights to Auburndale
- Flights to Brandon
- Flights to Clermont
- Flights to Dade City
- Flights to Davenport
- Flights to Disney's Maingate West
- Flights to Fort Meade
- Flights to Four Corners
- Flights to Haines City
- Flights to Kissimmee
- Flights to Lake Buena Vista
- Flights to Lake Wales
- Flights to Lakeland - Winter Haven
- Flights to Lakeland
- Flights to Ocoee
- Flights to Orient Park
- Flights to Orlando Intl.
- Flights to Orlando
- Flights to Poinciana
- Flights to Sebring
- Flights to St. Cloud
- Flights to Windermere
- Flights to Zephyrhills
- Flights to Florida
- Advantage Rent-A-Car Rental Cars in Mulberry
- Alamo Rent A Car Rental Cars in Haines City
- Alamo Rent A Car Rental Cars in Lakeland - Winter Haven
- Budget Rental Cars in Lakeland - Winter Haven
- Car rental Auburndale
- Car rental Bartow
- Car rental Davenport
- Car rental Dundee
- Car rental Haines City
- Car rental Lakeland
- Car rental Winter Haven
- Drive on Holidays Rental Cars in Polk City
- Enterprise Rental Cars in Champions Gate
- Enterprise Rental Cars in Davenport
- Luxury Car Rentals in Davenport
- National Car Rental Rental Cars in Champions Gate
- Van Car Rentals in Davenport