Flights to Winter Haven

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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 $88 and $49 for one-way flights to Winter Haven for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MDWTampaOctober 1 to October 8$88
EWRTampaNovember 14 to December 1$98
EWRTampaNovember 14 to December 1$98
CLETampaNovember 1 to November 4$102
PHLTampaOctober 15 to October 19$108
BOSTampaDecember 7 to December 14$126
ORDTampaOctober 25 to October 26$126
DTWTampaOctober 31 to November 5$138
MSPTampaNovember 8 to November 15$152
MSPSt. Petersburg - ClearwaterOctober 30 to November 3$168
YYZSt. Petersburg - ClearwaterNovember 7 to November 11$192
YYZSt. Petersburg - ClearwaterNovember 7 to November 11$192
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MDWTampaSeptember 30 to October 8$88
TTNTampaOctober 1 to October 8$131
ISPTampaOctober 1 to October 3$163
CLETampaOctober 1 to October 2$178
ORDTampaOctober 1 to October 5$221
BOSTampaSeptember 30 to October 1$224
YYZTampaOctober 1 to October 2$230
EWRTampaOctober 1 to October 4$236
DTWTampaOctober 1 to October 20$274
MSPTampaOctober 2 to October 4$316
*Prices include taxes and fees

Winter Haven TPA Flight Information

Traveling to Winter Haven TPA
Lowest Price $88
Number of Airlines Serving 2
Airlines Serving JetBlue Airways
Number of Daily Flights 7
Airlines with Direct Flights American Airlines, Southwest Airlines

Find The Perfect Hotel For After Your Flight

Amazing Winter Haven Accommodation Deals

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL, 33880
The price is $120 per night from Sep 25 to Sep 26
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the spacious ...
3.4/5 Good! (1,000 reviews)
Customer Service
"Our overall stay for 1 night was pleasant. However, the lady that checked us out need to work on her customer service skills."

Reviewed on Sep 19, 2022

Econo Lodge Winter Haven Chain Of Lakes

Econo Lodge Winter Haven Chain Of Lakes

2 out of 5
5665 Cypress Gardens Boulevard, Building b, Winter Haven, FL, 33884
The price is $76 per night from Oct 2 to Oct 3
Stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the pool in ...
2.5/5 (998 reviews)
"The bathroom shower didn’t work, my 3 children ages 19,9,5 were not happy. It had no breakfast and the room floor were slippery. My child has a medical condition and the front desk lady was nice and have us a room on the first floor. The staff was great however the place needs upgraded and a working ..."

Reviewed on Sep 19, 2022

Budget Inn Winter Haven

Budget Inn Winter Haven

2 out of 5
401 6th Street HWY 17N, Winter Haven, FL, 33881
The price is $82 per night from Sep 27 to Sep 28
Stay at this business-friendly motel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the spacious ...
3.3/5 (183 reviews)
"Just an overnight stay near family. Older motel but an effort at updating. Nice bathroom and didn’t have that funky old motel smell or too much Fabuloso cleaner smell (ugh). Did have a visitor in the form of cockroaches, but that’s part of FL."

Reviewed on Sep 19, 2022

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You could be seeing lower prices

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Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2 out of 5
1911 Cypress Gardens Blvd, Winter Haven, FL, 33884
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in ...
2.7/5 (224 reviews)
my stay
"My stay was ok. The room was large but the ceiling was in need of repair. Overall not a bad room. The front desk staff was ok at check in and friendly at check out. NO continental breakfast during this time of COVID."

Reviewed on Mar 18, 2021

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

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL, 33880
The price is $120 per night from Sep 25 to Sep 26
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the spacious ...
3.4/5 Good! (1,000 reviews)
Customer Service
"Our overall stay for 1 night was pleasant. However, the lady that checked us out need to work on her customer service skills."

Reviewed on Sep 19, 2022

Lake Roy Beach Inn

Lake Roy Beach Inn

2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL, 33884
The price is $106 per night from Sep 26 to Sep 27
Stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and a terrace. Our guests praise the helpful staff and the spacious rooms in our reviews. ...
3.3/5 (776 reviews)
"Lake Roy Beach Inn has a great docking area on the lake, and a nice pool. The rooms were built a long time ago, so the bathrooms are small. Since the bathrooms worked properly, the slightly smaller space wa a fine. It is clean and quiet. The owners live on the property and keep everything nice."

Reviewed on Sep 10, 2022

Econo Lodge Winter Haven Chain Of Lakes

Econo Lodge Winter Haven Chain Of Lakes

2 out of 5
5665 Cypress Gardens Boulevard, Building b, Winter Haven, FL, 33884
The price is $76 per night from Oct 2 to Oct 3
Stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the pool in ...
2.5/5 (998 reviews)
"The bathroom shower didn’t work, my 3 children ages 19,9,5 were not happy. It had no breakfast and the room floor were slippery. My child has a medical condition and the front desk lady was nice and have us a room on the first floor. The staff was great however the place needs upgraded and a working ..."

Reviewed on Sep 19, 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.

Family Friendly Hotels in Winter Haven

Howard Johnson by Wyndham Winter Haven FL
Great for families

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL, 33880
The price is $120 per night from Sep 25 to Sep 26
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the spacious ...
3.4/5 Good! (1,000 reviews)

Families like: Outdoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Customer Service
"Our overall stay for 1 night was pleasant. However, the lady that checked us out need to work on her customer service skills."

Reviewed on Sep 19, 2022

Econo Lodge Winter Haven Chain Of Lakes
Great for families

Econo Lodge Winter Haven Chain Of Lakes

2 out of 5
5665 Cypress Gardens Boulevard, Building b, Winter Haven, FL, 33884
The price is $76 per night from Oct 2 to Oct 3
Stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the pool in ...
2.5/5 (998 reviews)

Families like: Outdoor pools, extra beds/cribs, laundry

Travelers say...
"The bathroom shower didn’t work, my 3 children ages 19,9,5 were not happy. It had no breakfast and the room floor were slippery. My child has a medical condition and the front desk lady was nice and have us a room on the first floor. The staff was great however the place needs upgraded and a working ..."

Reviewed on Sep 19, 2022

Lake Roy Beach Inn
Great for families

Lake Roy Beach Inn

2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL, 33884
The price is $106 per night from Sep 26 to Sep 27
Stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and a terrace. Our guests praise the helpful staff and the spacious rooms in our reviews. ...
3.3/5 (776 reviews)

Families like: Outdoor pools, laundry

Travelers say...
"Lake Roy Beach Inn has a great docking area on the lake, and a nice pool. The rooms were built a long time ago, so the bathrooms are small. Since the bathrooms worked properly, the slightly smaller space wa a fine. It is clean and quiet. The owners live on the property and keep everything nice."

Reviewed on Sep 10, 2022

You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Hampton Inn Winter Haven
Great for families

Hampton Inn Winter Haven

2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, FL, 33880
The price is $104 per night from Oct 2 to Oct 3
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 staff ...
4.4/5 Excellent! (891 reviews)

Families like: Outdoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Great visit
"Quick overnight stop. Hotel was clean, undergoing renovation but did not impact service. Breakfast bar was very good and staff was absolutely wonderful"

Reviewed on Sep 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.

Best Winter Haven Flight and Hotel Packages

Winter Haven flight + hotel packages - economy flights

Sunset Vistas Two Bedroom Beachfront Suites
The Hotel Zamora
Residence Inn By Marriott Tampa Downtown
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Winter Haven flight + hotel packages - first class flights

Sunset Vistas Two Bedroom Beachfront Suites
The Hotel Zamora
TradeWinds Island Grand
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Need a Car For After Your Flight?

Frequently asked questions

Can I catch a flight to Winter Haven at the moment?
Before committing to fly to Winter Haven, visit our Covid-19 Travel Advisor to see if there are any current travel restrictions or quarantine requirements in place.
Which airlines fly to Winter Haven?
When it comes to airlines that fly to Winter Haven,you’re not short on choice.There are 20companiesthat service this major city.Book your favorite seat on one ofthese well-known carriers:

  • Southwest Airlines
  • Delta Air Lines
  • American Airlines

If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Winter Haven, please visit our Customer Service Portal.
What airport is best to fly into Winter Haven?
Get a feel for the layout of Winter Haven before locking in your airfares. This will assist to avoid problems when you arrive, as the city has a number of airports. The most popular are:

  • MCO – 40 mi from downtown
  • Tampa Airport – 50 mi from downtown
  • ORL – 45 mi from downtown

Where to stay in Winter Haven
Few things are as satisfying as jumping into bed after a busy day of seeing the sights. With 184 accommodations in Winter Haven, you can take your pick of the cushiest of them.Finding accommodations can sometimes be a tedious task. Make the process as easy as possible and check out a few of our recommended options, the Fall/winter Special Rates Mid - Century Mod W and the Budget Inn Winter Haven.
Places to visit in Winter Haven
Skip all those dull tourist traps. Ardent sightseers should head straight to attractions like Chain of Lakes Park, and Legoland Florida.Organize a trip to Theatre Winter Haven and revel in watching its gifted actors put their blood, sweat and tears into each production. Seeking some more options? Drop in for a drink or two and conversation with friendly locals at Indigo’s Family Fun Center. But that’s not all there is. Eager to find some parkland where you can enjoy a relaxing walk or just soak up the sun? Visit Inman Park.
How to get through airport security fast when traveling to Winter Haven
Make your trip to Winter Haven that little bit easier by following these handy security tips:

  • Airport security personnel will ask to see your passport and boarding pass upon arrival. Tuck them away in a convenient place, so they’re all ready for inspection.
  • Belts, wallets and power banks are to be placed in a bin for X-raying. If you walk into the body scanner with any of these items, you’ll be instructed to turn back and remove them.
  • Make sure your electronic devices and laptop are easy to reach. These items need to be put through the X-ray machine in separate bins.
  • Lip balm, toothpaste and other toiletry items in gel, liquid or cream form need to be stored in containers smaller than 3.4 ounces (100 milliliters). They must also fit in a 1-quart (1-liter) clear zip-lock plastic bag.
  • Steel-cap boots and other heavy shoes tend to be X-rayed by security personnel. Think about wearing lightweight sneakers instead.
  • Put any pocketknives or other sharp and pointy items in your checked luggage. Airport security won’t permit such things in carry-on baggage.

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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.