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Highland Park

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Highland Park Flights as Low as $58

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Highland Park

Fall in love at first flight with your vacation to Highland Park by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Highland Park on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Highland Park, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Highland Park

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Highland Park with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TPA airport.

What is the cheapest month to fly to Highland Park?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Highland Park are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highland Park?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Highland Park.

What airport is best to fly into Highland Park?

When you’re planning your trip to Highland Park, convenience is the name of the game. Luckily, Highland Park Avon Park Executive Airport is nearby so you can deplane and get going on checking off everything on your Highland Park must-do list.

How much are flights to Highland Park?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland Park on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $58, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Highland Park?

The trick to saving a stack of cash on your flight to Highland Park? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $58 right now, why wait?

Highland Park Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$58

Last Minute Hotel Deals in Highland Park

Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG
3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (422 reviews)
"New property - very clean and well organized. Friendly helpful reception staff and considerate room cleaning teams. We extended our stay and it was easily transitioned. We would stay again and probably will as we are moving to this area."

Reviewed on Jul 11, 2025

Staybridge Suites Winter Haven Auburndale by IHG
Holiday Inn Winter Haven by IHG
Holiday Inn Winter Haven by IHG
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,005 reviews)
"Everything nice"

Reviewed on Jul 5, 2025

Holiday Inn Winter Haven by IHG
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (879 reviews)
"The hotel is walkable distance from Legoland so we saved money on park parking. Close restaurants and food options. The breakfast that was included had multiple options. The only complaint would be not enough water pressure in the shower, but everything else was perfect."

Reviewed on Jul 10, 2025

Best Western Plus Winter Haven Inn & Suites 
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Peppa ...
9.2/10 Wonderful! (148 reviews)
"Wonderful place to stay"

Reviewed on Jul 8, 2025

Home2 Suites By Hilton Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St, SW, Winter Haven, FL
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,007 reviews)
"Rooms need a little maintenance, the staff was really nice and it’s 12 mins away from Legoland"

Reviewed on Jul 6, 2025

Howard Johnson by Wyndham Winter Haven FL
Legoland Florida Hotel
Legoland Florida Hotel
3 out of 5
1 Legoland Way, Winter Haven, FL
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park ...
10/10 Exceptional! (3 reviews)
"I had six grandkids and they all love playing with the Legos! Very convenient having the theme park next-door. We were disappointed some of the things were closed, but overall, it was a good experience."

Reviewed on Jul 2, 2025

Legoland Florida Hotel
Holiday Inn Express Bartow by IHG
Holiday Inn Express Bartow by IHG
2.5 out of 5
1565 N Broadway Ave, Bartow, FL
Book a stay at this business-friendly hotel in Bartow. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (895 reviews)
"It’s a nice quiet and clean property with spacious parking"

Reviewed on Jul 5, 2025

Holiday Inn Express Bartow by IHG
Courtyard by Marriott Winter Haven
Courtyard by Marriott Winter Haven
3 out of 5
6225 Cypress Gardens Boulevard SE, Winter Haven, FL
Stay at this 3-star hotel in Winter Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (687 reviews)
"Good"

Reviewed on Jul 7, 2025

Courtyard by Marriott Winter Haven
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.