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Highland Park

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Highland Park Flights as Low as $108

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 May, 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 $108, 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 $108 right now, why wait?

Highland Park Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$67

Last Minute Hotel Deals in Highland Park

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St 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. ...
7.2/10 Good! (1,002 reviews)
Rooms smelled like mold.

Reviewed on Mar 12, 2026

Howard Johnson by Wyndham Winter Haven FL
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
Book a 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 ...
9.6/10 Exceptional! (1,170 reviews)
Clean, new and bed was very comfortable!

Reviewed on Mar 15, 2026

Best Western Plus Winter Haven Inn & Suites 
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
9/10 Wonderful! (88 reviews)
We stayed here for the convenience of location to Legoland. Our room was the Adventure room. It was at the very end of the hallway and looked like it hadn't been used in awhile. The shelves were dusty and the bathtub even had dust in it. The room was pretty dark. The bed was relatively comfortable. ...

Reviewed on Mar 9, 2026

Legoland Florida Hotel
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig ...
9/10 Wonderful! (177 reviews)
Excellent breakfast fun kid environment!

Reviewed on Mar 15, 2026

LEGOLAND Beach Retreat
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
The staff was friendly and the rooms were clean. Wi-fi was good. We would definetly stay here again.

Reviewed on Mar 4, 2026

Holiday Inn Winter Haven by IHG
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
2953 Ridge Way Lake Wales FL
Book a stay at this business-friendly hotel in Lake Wales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,004 reviews)
Great, comfortable, clean facility. Staff, especially Randi, very courteous, friendly and informative. Excellent breakfast.

Reviewed on Mar 13, 2026

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Stay Inn and Suites

Stay Inn and Suites

2 out of 5
1035 North Broadway Avenue Bartow FL
Book a stay at this business-friendly motel in Bartow. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Mary Holland Park and Fort ...
6.6/10 (895 reviews)
Clean room, nice redone bathroom, friendly staff, good mattress, but needed a better blanket that did not slip off as you slept.

Reviewed on Mar 13, 2026

Stay Inn and Suites
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 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 our reviews. ...
9.8/10 Exceptional! (729 reviews)
Room was spacious and clean. Property seemed very new. Breakfast was great each day and complimentary laundry room was a nice surprise. Restaurants are in walking distance. We would stay here again.

Reviewed on Mar 14, 2026

Staybridge Suites Winter Haven Auburndale by IHG
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.