
Cheap Flights to Winter Haven from $52
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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 $74 and $52 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* |
---|---|---|---|
JFK | Tampa | September 23 to September 28 | $74 |
CLE | Tampa | August 26 to August 29 | $79 |
DTW | Tampa | August 12 to August 16 | $96 |
MDW | Tampa | September 8 to September 19 | $98 |
PHL | Tampa | September 7 to September 16 | $99 |
ORD | Tampa | September 21 to September 27 | $122 |
EWR | Tampa | September 23 to September 27 | $137 |
BOS | Tampa | September 3 to September 10 | $137 |
MSP | Tampa | September 17 to September 23 | $139 |
YYZ | Tampa | September 15 to September 15 | $163 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
TTN | Tampa | July 11 to July 13 | $112 |
DTW | Tampa | July 13 to July 19 | $114 |
CLE | Tampa | July 12 to July 19 | $138 |
MDW | Tampa | July 13 to July 17 | $162 |
EWR | Tampa | July 12 to July 15 | $167 |
EWR | Tampa | July 12 to July 15 | $167 |
ORD | Tampa | July 11 to July 15 | $198 |
BOS | Tampa | July 11 to July 13 | $206 |
MSP | Tampa | July 12 to July 14 | $248 |
YYZ | Tampa | July 11 to July 21 | $555 |
Winter Haven TPA Flight Information
Traveling to | Winter Haven TPA |
---|---|
Lowest Price | $74 |
Number of Airlines Serving | 1 |
Airlines Serving | Spirit Airlines |
Number of Daily Flights | 3 |
Airlines with Direct Flights | Southwest Airlines |
Find The Perfect Hotel For After Your Flight
Amazing Winter Haven Accommodation Deals

Howard Johnson by Wyndham Winter Haven FL
Reviewed on Jul 3, 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 Jul 3, 2025

Lake Roy Beach Inn
Reviewed on Jun 29, 2025
Family Friendly Hotels in Winter Haven

Howard Johnson by Wyndham Winter Haven FL
Reviewed on Jul 3, 2025

Lake Roy Beach Inn
Reviewed on Jun 29, 2025

Hampton Inn Winter Haven
Reviewed on Jun 29, 2025

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Reviewed on May 19, 2025
Best Winter Haven Flight and Hotel Packages
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Need a Car For After Your Flight?
Compact


$6
Midsize


$6
Standard


$9
Fullsize


$9
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.