$154 Cheap Flights to Phillipston, MA

Flights to Phillipston at a glance

Traveling to Phillipston is easy—choose between full-service and budget airlines, compare flight durations, and select the option that best fits your budget and schedule. Get ready to explore the city's renowned attractions and charming neighborhoods!

• Major airports near Phillipston: Manchester-Boston Regional Airport (MHT), Worcester Regional Airport (ORH)
• Closest airport to Phillipston: Worcester Regional Airport, ORH (around 24 miles)
• Flights per week: 1,050+ flights arriving across Phillipston airports
• Number of airlines that fly to Phillipston: around 5+ carriers

Popular airports near Phillipston

Phillipston is a vibrant city ideal for family-friendly outdoor adventures. Visitors are drawn here for romance, sports, and exploration. Conveniently, two major airports provide access for travelers looking to experience all that Phillipston has to offer.

• Manchester-Boston Regional Airport (MHT): Situated in Rockingham County, New Hampshire, approximately 44 miles from Phillipston, this airport offers both domestic and international flights, linking to over 105 domestic locations and 8 international cities. Travelers have the option to enhance their journey with first-class service, depending on the airline and specific routes. Notable airlines operating at this airport include American Airlines, Southwest Airlines, and JetBlue Airways.
• Worcester Regional Airport (ORH): Found in Worcester County, Massachusetts, around 24 miles from Phillipston, this airport primarily serves domestic flights, connecting to more than 20 cities nationwide. Passengers can opt for first-class or premium economy seating for a more comfortable travel experience, based on the routes and airlines. Key carriers at this airport include JetBlue Airways, Delta, and American Airlines.

Top routes to Phillipston

• Orlando (MCO) to Phillipston (MHT/ORH), with one-way flight options from around $55
• Fort Myers (RSW) to Phillipston (MHT/ORH), with one-way tickets available from around $55
• Fort Lauderdale (FLL) to Phillipston (MHT/ORH), with one-way fares starting at around $75
• Washington (IAD/DCA) to Phillipston (MHT/ORH), with one-way tickets available from around $95
• Tampa (TPA) to Phillipston (MHT/ORH), with one-way airfare from around $90

Cheapest routes to Phillipston

• New York (JFK/LGA) to Phillipston (MHT/ORH), with low-cost one-way tickets from around $30
• Wilmington (ILM) to Phillipston (MHT), with affordable one-way prices from around $40
• North Myrtle Beach (MYR) to Phillipston (MHT), with affordable one-way prices from around $45
• Charleston (CHS) to Phillipston (MHT/ORH), with cheap one-way fares from around $50
• Orlando (MCO) to Phillipston (MHT/ORH), with budget one-way fares from around $55

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

Top airlines with flights to Phillipston

• American Airlines: Offers flights to Manchester-Boston Regional Airport (MHT) and Worcester Regional Airport (ORH), representing about 47% of arrivals in Phillipston. The typical one-way fare is around $210, with premium cabin choices possibly including first class based on the route.
• Southwest Airlines: Provides services to Manchester-Boston Regional Airport (MHT), comprising roughly 27% of Phillipston's arrivals. Passengers can expect an average one-way fare of about $250.
• United: Operates flights to Manchester-Boston Regional Airport (MHT), accounting for approximately 10% of arrivals in Phillipston. The average fare for a one-way ticket is around $250, with premium cabin options that may include first class depending on the route.
• JetBlue Airways: Serves both Manchester-Boston Regional Airport (MHT) and Worcester Regional Airport (ORH), contributing to around 9% of Phillipston's arrivals. One-way fares typically average about $180.
• Breeze: Flies to Manchester-Boston Regional Airport (MHT), making up about 3% of arrivals in Phillipston. The average one-way fare is approximately $110, providing a budget-friendly option for travelers.

Best time to fly to Phillipston

The most popular months for travelers to fly to Phillipston are February, March, and April, when peak temperatures in Phillipston can reach up to 45.3°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 62.2°F and typically the lowest average one-way fare (around $197), roughly 9% cheaper than the yearly average. Looking for additional cheaper months to fly? August, July, and October offer average one-way fares of around $206, making them good options for flexible travelers.

*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 Phillipston

Getting some of the best deals on flights to Phillipston 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*, or explore our Phillipston hotel and flight deals.
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 Phillipston flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Phillipston

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

• Public transportation: From Manchester-Boston Regional Airport, the Manchester Transportation Center, a bus station, is located about 6.4 miles away by car, providing convenient access to public transportation options.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Phillipston, with private rides that can be arranged in advance.
• Car rental: Renting a car in Phillipston is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Phillipston 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 around Phillipston

• Athol: Athol is located 6 miles away from Phillipston and offers an inviting escape for outdoor enthusiasts. Visitors can enjoy activities such as skiing and exploring scenic landscapes in this charming city. Notable attractions include the picturesque Royalston Falls, perfect for a romantic outing, and the engaging Red Apple Farm, ideal for a family-friendly experience. Additionally, Jacobs Hill provides a great spot for hiking and enjoying nature. Athol’s proximity to a national state park and nature reserve makes it a fantastic destination for those seeking adventure and tranquility.
• Ashby: Ashby is located 18 miles away from Phillipston and is a hidden gem for adventure lovers and nature seekers. With its beautiful mountains and access to a national state park, it is an ideal locale for outdoor activities year-round. Families will enjoy the Great Wolf Lodge Waterpark, which offers a fun-filled day for kids. For a touch of culture, visitors can explore the historic Fitchburg State University. Ashby’s combination of natural beauty and recreational opportunities makes it a great place to relax and explore.
• Barre: Barre is located 9 miles drive away from Phillipston and is a vibrant city known for its outdoor and sports experiences. With access to ski fields and a ski resort, it’s a fantastic choice for winter sports enthusiasts. Visitors can unwind at local lakes and beaches, adding to the scenic charm. Highlights include the Great Wolf Lodge Waterpark for family fun and the DCU Center, which hosts a variety of events. Additionally, the historic Worcester Polytechnic Institute offers cultural insights for those interested in education and history. Barre is a wonderful destination for an adventurous getaway.

Tips for short-haul flights to Phillipston

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, it's often more economical to travel with just a carry-on. Optimize your packing by using mini toiletries, wearing your heaviest clothing, and coordinating your outfits effectively. This strategy also allows you to avoid waiting at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. Download TV shows, movies, music, or podcasts beforehand, and consider bringing a book for additional enjoyment. Remember to fully charge your devices 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 prior to departure, taking into account traffic and security lines.
• Bring your own snacks and water—pack snacks and a refillable water bottle to stay hydrated while saving money at the airport.

Tips for long-haul flights to Phillipston

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

• Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in opens, which is usually 24–48 hours prior to your flight. Some airlines may provide the option to select seats even earlier.
• Arrive at the airport in plenty of time—aim to arrive at the airport at least 3 hours before your scheduled departure for international flights to ensure you have enough time for check-in, security, and immigration procedures.
• Relax at the airport—if you have some extra time, take the opportunity to explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and available.
• Adjust to the new time zone mid-flight—begin syncing your internal clock by changing your watch and sleep schedule to align with your destination's time zone. Try to sleep or stay awake during the flight in accordance with the local time of your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Phillipston

The cheapest day to fly

Get started finding a cheap flight to Phillipston 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

November is the cheapest month to fly to Phillipston. 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 Phillipston. 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 Phillipston, 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 Phillipston

The lowest price for round-trip flights to Phillipston in 2026 starts from $358, while one-way tickets start from from $154. 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 Phillipston. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Phillipston

American Airlines, JetBlue Airways, Delta are just some of the airlines that can typically offer cheap tickets to Phillipston. 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 Phillipston and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Phillipston, 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 Phillipston. 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 Phillipston 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 Phillipston

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 Phillipston.

Stopover savings

The cheapest tickets to Phillipston are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Phillipston. 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 Phillipston 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 Phillipston. Simply download the free Expedia app to your smart device and activate Phillipston 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 Phillipston. 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.