Search Cheap Flights to
Highland Park

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Highland Park Flights as Low as $64

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

Frontier Airlines
Wed, Feb 12 - Wed, Feb 12
BOS
Logan Intl.
TPA
Tampa Intl.
$64 Roundtrip, found 1 day ago
$64
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Logan Intl. to Tampa Intl., returning Wed, Feb 12, priced at $64 found 1 day ago
Frontier Airlines
Sun, Feb 9 - Wed, Feb 12
BOS
Logan Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 5 hours ago
$76
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sun, Feb 9 from Logan Intl. to Tampa Intl., returning Wed, Feb 12, priced at $76 found 5 hours ago
Spirit Airlines
Thu, Feb 27 - Mon, Mar 3
BOS
Logan Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 5 hours ago
$78
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Feb 27 from Logan Intl. to Tampa Intl., returning Mon, Mar 3, priced at $78 found 5 hours ago
Spirit Airlines
Thu, Feb 27 - Mon, Mar 3
BOS
Logan Intl.
TPA
Tampa Intl.
$83 Roundtrip, found 5 hours ago
$83
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Feb 27 from Logan Intl. to Tampa Intl., returning Mon, Mar 3, priced at $83 found 5 hours ago
Frontier Airlines
Mon, Feb 3 - Wed, Feb 12
BOS
Logan Intl.
TPA
Tampa Intl.
$85 Roundtrip, found 5 hours ago
$85
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Feb 3 from Logan Intl. to Tampa Intl., returning Wed, Feb 12, priced at $85 found 5 hours ago
Spirit Airlines
Thu, Feb 27 - Mon, Mar 3
BOS
Logan Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Feb 27 from Logan Intl. to Tampa Intl., returning Mon, Mar 3, priced at $88 found 5 hours ago
Frontier Airlines
Mon, Feb 24 - Fri, Feb 28
BOS
Logan Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Feb 24 from Logan Intl. to Tampa Intl., returning Fri, Feb 28, priced at $88 found 5 hours ago
Frontier Airlines
Sun, Jan 26 - Fri, Jan 31
BOS
Logan Intl.
TPA
Tampa Intl.
$89 Roundtrip, found 5 days ago
$89
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Jan 26 from Logan Intl. to Tampa Intl., returning Fri, Jan 31, priced at $89 found 5 days ago
Frontier Airlines
Fri, Feb 7 - Wed, Feb 12
BOS
Logan Intl.
TPA
Tampa Intl.
$91 Roundtrip, found 5 hours ago
$91
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, Feb 7 from Logan Intl. to Tampa Intl., returning Wed, Feb 12, priced at $91 found 5 hours ago
Spirit Airlines
Thu, Feb 27 - Mon, Mar 3
BOS
Logan Intl.
TPA
Tampa Intl.
$93 Roundtrip, found 5 hours ago
$93
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Feb 27 from Logan Intl. to Tampa Intl., returning Mon, Mar 3, priced at $93 found 5 hours ago
Frontier Airlines
Thu, Feb 6 - Wed, Feb 12
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$118 Roundtrip, found 4 hours ago
$118
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Feb 6 from Newark Liberty Intl. Airport to Tampa Intl., returning Wed, Feb 12, priced at $118 found 4 hours ago
Frontier Airlines
Tue, Feb 25 - Mon, Mar 3
OKC
Will Rogers World
TPA
Tampa Intl.
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Feb 25 from Will Rogers World to Tampa Intl., returning Mon, Mar 3, priced at $120 found 2 days ago
JetBlue Airways
Wed, Feb 5 - Sat, Feb 8
BOS
Logan Intl.
TPA
Tampa Intl.
$137 Roundtrip, found 5 hours ago
$137
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Feb 5 from Logan Intl. to Tampa Intl., returning Sat, Feb 8, priced at $137 found 5 hours ago
Delta
Wed, Feb 5 - Mon, Feb 10
BOS
Logan Intl.
TPA
Tampa Intl.
$137 Roundtrip, found 5 hours ago
$137
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Feb 5 from Logan Intl. to Tampa Intl., returning Mon, Feb 10, priced at $137 found 5 hours ago
United
Mon, Feb 3 - Sat, Feb 8
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select United flight, departing Mon, Feb 3 from Newark Liberty Intl. Airport to Tampa Intl., returning Sat, Feb 8, priced at $157 found 2 days ago
American Airlines
Thu, Feb 6 - Tue, Feb 11
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$177 Roundtrip, found 4 hours ago
$177
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Feb 6 from Newark Liberty Intl. Airport to Tampa Intl., returning Tue, Feb 11, priced at $177 found 4 hours ago

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 February, 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 $64, 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 $64 right now, why wait?

Highland Park Flight Information
Destination airport
Tampa Intl.
Destination airport IATA code
TPA
Roundtrip price
$64

Last Minute Hotel Deals in Highland Park

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
The price is $139 per night from Jan 29 to Jan 30
$139
includes taxes & fees
Jan 29 - Jan 30
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! (673 reviews)
"Everything was great with the exception of the eggs at breakfast. They are circular egg patties and they are the worst egg I have ever tasted. Best western should consider going back to scrambled eggs."

Reviewed on Jan 20, 2025

Best Western Plus Winter Haven Inn & Suites 
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
The price is $114 per night from Jan 26 to Jan 27
$114
includes taxes & fees
Jan 26 - Jan 27
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. ...
7/10 Good! (1,004 reviews)
"Nice property at a nice price. Friendly staff"

Reviewed on Jan 19, 2025

Howard Johnson by Wyndham Winter Haven FL
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
The price is $124 per night from Jan 26 to Jan 27
$124
includes taxes & fees
Jan 26 - Jan 27
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! (1,004 reviews)
"Beautiful area with a variety of restaurants to choose from. Hotel is very clean and staff are friendly"

Reviewed on Jan 17, 2025

Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Express Lake Wales N-Winter Haven, an IHG Hotel
Holiday Inn Express Lake Wales N-Winter Haven, an IHG Hotel
2.5 out of 5
2953 Ridge Way, Lake Wales, FL
The price is $160 per night from Jan 26 to Jan 27
$160
includes taxes & fees
Jan 26 - Jan 27
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 ...
9/10 Wonderful! (1,000 reviews)
"I stayed due to my work truck being in the shop, I stayed 2 days and really enjoyed it! The hotel is clean and quiet, the staff was very friendly and welcoming, and the room was clean & comfortable. Breakfast selection was good but not really to my liking, there is a gas station, IHop, McD's, and ..."

Reviewed on Jan 14, 2025

Holiday Inn Express Lake Wales N-Winter Haven, an IHG Hotel
Staybridge Suites Winter Haven Auburndale, an IHG Hotel
Staybridge Suites Winter Haven Auburndale, an IHG Hotel
3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
The price is $155 per night from Jan 26 to Jan 27
$155
includes taxes & fees
Jan 26 - Jan 27
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! (282 reviews)
Good stay with some bumps along the way
"The alarm clock woke me at 6am, that should have been disabled prior to new customer. Shower floods the room, i used all my towels to sop it up. Front desk had someone deliver new clean towels but they left the soaked ones behind."

Reviewed on Jan 20, 2025

Staybridge Suites Winter Haven Auburndale, an IHG Hotel
Stay Inn and Suites
Stay Inn and Suites
2 out of 5
1035 North Broadway Avenue, Bartow, FL
The price is $112 per night from Jan 24 to Jan 25
$112
includes taxes & fees
Jan 24 - Jan 25
Book a stay at this business-friendly motel in Bartow. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the property condition in our ...
6.2/10 (685 reviews)
"Always enjoy staying here."

Reviewed on Jan 20, 2025

Stay Inn and Suites
Rodeway Inn And Suites
Rodeway Inn And Suites
2 out of 5
605 B Moore Rd, Haines City, FL
The price is $100 per night from Jan 26 to Jan 27
$100
includes taxes & fees
Jan 26 - Jan 27
Stay at this motel in Haines City. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (763 reviews)
"It was better than expected. Smelled good and it was clean. Bed was super comfortable."

Reviewed on Jan 17, 2025

Rodeway Inn And Suites
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, FL
The price is $142 per night from Feb 2 to Feb 3
$142
includes taxes & fees
Feb 2 - Feb 3
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 ...
8.8/10 Excellent! (1,000 reviews)
"Property could use a bit more TLC. I must commend the wonderful housekeeping staff member that returned my wedding ring to the front desk for her honesty and kindness and the front desk staff for getting a hold of me asap."

Reviewed on Jan 17, 2025

Hampton Inn Winter Haven
See all 1,554 properties in Highland Park
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.