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$52 Cheap Flights to Highland Park, FL

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How much is the cheapest flight to Highland Park?

Prices were available within the past 7 days and start at $52 for one-way flights and $104 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Avelo Airlines
Frontier Airlines
American Airlines
Southwest Airlines

What you need to know for your flight to Highland Park

Flights to Highland Park at a glance

Traveling to Highland Park is easy; you can choose between full-service and budget airlines. Simply compare flight durations and select the option that aligns with your budget, schedule, and plans to explore the city’s renowned attractions and neighborhoods.

  • Major airports near Highland Park: Orlando International Airport (MCO), Lakeland International Airport (LAL)
  • Closest (typical) airport to Highland Park: Lakeland International Airport, LAL (around 29 miles)
  • Flights per week: 7,400+ flights arriving across Highland Park airports
  • Number of airlines that fly to Highland Park: around 75+ carriers

Popular airports near Highland Park

Highland Park is a charming village perfect for outdoor enthusiasts, offering stunning scenery and adventurous activities. Visitors are drawn to its family-friendly atmosphere, romantic spots, and thrilling experiences. The village is conveniently accessible via two major airports.

  • Orlando International Airport (MCO): Situated in Orange County, Florida, approximately 42 miles from Highland Park, this airport facilitates both domestic and international travel, linking around 300 cities in the U.S. and 245 international destinations. Travelers can opt for enhanced comfort by selecting first class, premium economy, or business class seating, depending on the airline and route. Notable airlines operating here include Frontier Airlines, Delta, and JetBlue Airways.
  • Lakeland International Airport (LAL): Found in Polk County, Florida, about 29 miles from Highland Park, this airport offers both domestic and international flights, connecting to around 4 cities within the U.S. and 1 international destination. The primary airline serving this airport is Avelo Airlines, catering to those seeking convenient travel options.

Top routes to Highland Park

  • New York (JFK/LGA) to Highland Park (MCO), with one-way fares starting at around $50
  • Newark (EWR) to Highland Park (MCO), with one-way airfare from around $65
  • Chicago (ORD/MDW) to Highland Park (MCO), with one-way tickets available from around $45
  • Boston (BOS) to Highland Park (MCO), with one-way tickets available from around $60
  • Washington (IAD/DCA) to Highland Park (MCO), with one-way flights starting at around $45

Cheapest routes to Highland Park

  • Atlanta (ATL) to Highland Park (MCO/LAL), with budget one-way fares from around $25
  • Pensacola (PNS) to Highland Park (MCO), with budget one-way fares from around $30
  • Baltimore (BWI) to Highland Park (MCO), with budget one-way fares from around $35
  • Charlotte (CLT) to Highland Park (MCO), with budget one-way fares from around $35
  • Fort Lauderdale (FLL) to Highland Park (MCO), with affordable one-way prices from around $40

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Highland Park

  • American Airlines: Operating flights to Orlando International Airport (MCO), American Airlines represents about 23% of Highland Park's arrivals. The average fare for a one-way ticket is around $320, with options for premium cabins like business and first class based on the route.
  • Delta: Providing service to Orlando International Airport (MCO), Delta makes up roughly 17% of arrivals at Highland Park. Travelers can expect an average one-way fare of about $320, with premium service options that may include premium economy, business, and first class depending on the route.
  • Southwest Airlines: With flights to Orlando International Airport (MCO), Southwest Airlines accounts for about 17% of arrivals in Highland Park. The average one-way fare is approximately $220, making it a budget-friendly choice for many travelers.
  • Frontier Airlines: Serving Orlando International Airport (MCO), Frontier Airlines contributes around 10% of Highland Park's arrivals. It is known for its low-cost fares, with the average one-way ticket priced at approximately $140.
  • JetBlue Airways: Flying into Orlando International Airport (MCO), JetBlue Airways represents about 9% of arrivals to Highland Park. The average one-way fare is around $260, and premium service options may include premium economy and business class depending on the route.

Best time to fly to Highland Park

The most popular months for travelers to fly to Highland Park are February, March, and April, when peak temperatures in Highland Park can reach up to 73.2°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 79.7°F and typically the lowest average one-way fare (around $167), roughly 11% cheaper than the yearly average. Looking for additional cheaper months to fly? August, May, and October offer average one-way fares of around $178, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January61.2°F (16.2°C)Light RainMostly SunnyAverage$186
February64.9°F (18.3°C)No Rain (Dry)Mostly SunnyHigh$196
March68.0°F (20.0°C)Light RainMostly SunnyHigh$205
April73.2°F (22.9°C)Light RainMostly SunnyHigh$196
May77.4°F (25.2°C)Light RainMostly SunnyLow$178
June80.8°F (27.1°C)Moderate RainMostly SunnyAverage$193
July81.9°F (27.7°C)Moderate RainMostly SunnyAverage$182
August81.9°F (27.7°C)Moderate RainMostly SunnyAverage$177
September79.7°F (26.5°C)Moderate RainMostly SunnyLow$167
October74.8°F (23.8°C)Light RainMostly SunnyLow$180
November68.5°F (20.3°C)No Rain (Dry)Mostly SunnyAverage$189
December64.6°F (18.1°C)No Rain (Dry)Mostly SunnyAverage$213

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Highland Park

Getting some of the best deals on flights to Highland Park is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Highland Park flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Highland Park

Highland Park welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Highland Park efficiently:

  • Public transportation: From Orlando International Airport, Brightline Orlando Station, a train station, is located about 1.9 miles away by car, while Sand Lake Road Station, a metro station, is situated approximately 5.7 miles away by car, providing convenient options for travelers seeking rail connections.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Highland Park, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Highland Park is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Highland Park on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in and around Highland Park

  • Lake Wales: Nestled in the heart of Lake Wales, Highland Park offers travelers a gateway to stunning outdoor experiences and scenic beauty. Explore the famous Bok Tower Gardens, a historic site rich in culture, or embark on an adventure at Lake Kissimmee State Park, perfect for nature enthusiasts. Additionally, the Grand Hotel serves as a noteworthy cultural monument. With a variety of resorts and recreational areas, Lake Wales is ideal for family outings and leisurely strolls amidst picturesque landscapes.
  • Haines City: Located 24 miles drive away from Highland Park, Haines City is a vibrant destination for outdoor lovers and families. Visitors can enjoy a thrilling day at LEGOLAND® Florida, a fantastic amusement park that caters to all ages. For golf enthusiasts, the ChampionsGate Golf Club offers an exceptional golfing experience. Snodgrass Island provides a peaceful retreat for beachgoers and nature lovers alike. Haines City blends family-friendly entertainment with scenic outdoor activities, making it a worthwhile stop.
  • Winter Haven: Situated 20 miles drive away from Highland Park, Winter Haven is an exciting city that combines adventure with family-friendly fun. LEGOLAND® Florida, a renowned amusement park, draws visitors of all ages, while Peppa Pig Theme Park Florida caters specifically to younger children. For a more serene experience, Lake Conine is perfect for couples or those seeking a picturesque picnic spot. With its blend of theme parks, shopping areas, and outdoor attractions, Winter Haven promises a memorable visit.

Tips for short-haul flights to Highland Park

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, traveling with just a carry-on is often more economical. Maximize space by using mini toiletries, wearing your heaviest clothes, and planning your outfits efficiently. This approach also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment options. To keep yourself engaged, download TV shows, movies, music, or podcasts ahead of time and consider bringing a book. Remember to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours before departure to account for traffic and security lines.
  • Bring your own snacks and water—pack snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Highland Park

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for long flights, choosing your seat is essential for comfort. Full-service airlines often allow free seat selection once online check-in begins, typically 24–48 hours before your flight. Some airlines may provide the option to select seats even earlier.
  • Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours prior to departure for international flights to accommodate check-in, security, and immigration processes.
  • Relax at the airport—if you have extra time, take the opportunity to shop, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Most airports offer free and accessible Wi-Fi.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep schedule to reflect your destination's time zone. Aim to sleep or stay awake during the flight according to the local time at your arrival location to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Highland Park?
The cheapest month to fly to Highland Park is January when demand is low. Off-peak months are usually when you'll find cheap flights. To save money, steer clear of flying during public holidays and school breaks.
Which US cities have the cheapest flights to Highland Park?
Typically, you'll find that New York, Atlanta and Chicago have cheap flights to Highland Park. However, flexibility is always key to getting the lowest fares. Book midweek or during the low season to keep costs down.
Which US cities fly direct to Highland Park?
You can fly to Highland Park without any stops from 79 US destinations. To find a nonstop route, use the "Direct flights only" filter when searching for flights to Highland Park on Expedia. Then, compare the options and find the best departure from any of these cities:
  • New York
  • Atlanta
  • Chicago
  • Dallas
  • Newark
How to find a cheap flight to Highland Park?
If you're eager to find cheap flights to Highland Park, consider low-season travel. Booking as early as possible may also help you score savings. Or, look for departures on a different day — flights on a Thursday are on average 16% cheaper than Sunday departures.* Opt to receive flight price alerts on the Expedia app and you'll be instantly notified when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Highland Park?
Although booking in advance is typically the easiest way to save cash, don't worry if your Highland Park trip is last minute. You can still get cheap flights to Highland Park, especially if your plans have a little leeway. Try switching up your travel dates, looking at different ticket types or flying out of an alternative airport.
How far in advance should I book a flight to Highland Park?
Secure your flight to Highland Park two to four months ahead if you're taking off from an international destination. For domestic travel, the usual timeframe is 28 days in advance. Lower prices and a greater choice of travel dates, schedules and seating options are just some of the awesome benefits of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Highland Park?
Sundays are generally the best day to book a cheap flight to Highland Park, with savings of around 8% on average compared to a Friday. If you choose to purchase tickets on a Friday, expect to pay more as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Highland Park?
A total of 35 airlines connect 128 airports all over the world to Highland Park. Here are some of the top airlines to Highland Park, where Orlando Intl. Airport (MCO) is the major arrival point:
  • Delta Air Lines
  • United Airlines
  • American Airlines
  • JetBlue Airways
Where do you fly into Highland Park?
The main hub when you fly to Highland Park is Sebring, FL (SEF-Sebring Regional), but there are other nearby choices like Orlando Intl. Airport (MCO) and Orlando Melbourne Intl. Airport (MLB). You can also touch down at Bartow, FL (BOW-Bartow Municipal) and Winter Haven, FL (GIF-Winter Haven Municipal) when flying to Highland Park.
How far is the airport from central Highland Park?
You'll be roughly 30 mi southeast of central Highland Park after arriving at Sebring, FL (SEF-Sebring Regional).
Can I save money by booking a Highland Park trip package?
You could possibly save hundreds of dollars if you secure a Highland Park flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel plans in the same place. Try bundling flights and hotels with extras such as activities and tours for your own customized Highland Park trip.
Can I change or cancel my flight to Highland Park?
You can typically cancel or change your flight to Highland Park within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may receive credit for future flights rather than a direct refund. Remember to check the airline's terms and conditions in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters when you search to secure cheap flights to Highland Park with flexible change policies. For more information, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to Highland Park

The cheapest day to fly

Get started finding a cheap flight to Highland Park on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

January is the cheapest month to fly to Highland Park. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Highland Park. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Highland Park, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Highland Park

The lowest price for round-trip flights to Highland Park in 2026 starts from from $104, while one-way tickets start from from $52. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Highland Park. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Highland Park

Breeze Airways, Avelo Airlines, Frontier Airlines, American Airlines, Delta, Southwest Airlines are just some of the airlines that can typically offer cheap tickets to Highland Park. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Highland Park and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Highland Park, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Highland Park. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Highland Park plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Highland Park

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Highland Park.

Stopover savings

The cheapest tickets to Highland Park are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Highland Park. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Highland Park for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Highland Park. Simply download the free Expedia app to your smart device and activate Highland Park flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Highland Park. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Highland Park

Travel information

Destination airport
St. Petersburg-Clearwater Intl.
Destination airport IATA code
PIE
Destination city name
St. Petersburg
Roundtrip price
$78

Trending flights to Highland Park

Prices were available within the past 7 days and start at $52 for one-way flights and $104 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines

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