$54 Cheap Flights to Westwood, MA

Flights to Westwood at a glance

Traveling to Westwood is a breeze—simply choose between full-service and budget airlines. Compare flight durations and select the option that best fits your budget and schedule, all while planning to explore the city's renowned attractions and neighborhoods.

• Major airport near Westwood: Logan International Airport (BOS)
• Flights per week: 7,700+ flights arriving at Westwood airport
• Number of airlines that fly to Westwood: around 75+ carriers

Popular airport near Westwood

Westwood is a lively city perfect for families, entertainment, and urban getaways. Visitors flock to Westwood for its sports, cultural offerings, business opportunities, city life, and outdoor activities. The city is conveniently accessible via a major airport, making travel easy.

• Logan International Airport (BOS): Situated in Suffolk County, Massachusetts, Logan is approximately 15 miles away from Westwood. This airport caters to both domestic and international flights, linking travelers to around 260 cities within the U.S. and over 315 global destinations. Passengers can opt for enhanced comfort by choosing first class, premium economy, or business class service, depending on their selected route and airline. Notable carriers operating from Logan include Delta, JetBlue Airways, and American Airlines.

Top routes to Westwood

• Los Angeles (LAX) to Westwood (BOS), with one-way flights starting at around $100
• Chicago (ORD/MDW) to Westwood (BOS), with one-way tickets available from around $50
• Washington (IAD/DCA) to Westwood (BOS), with one-way flights starting at around $70
• Orlando (MCO) to Westwood (BOS), with one-way fares starting at around $60
• San Francisco (SFO) to Westwood (BOS), with one-way flights starting at around $110

Cheapest routes to Westwood

• Presque Isle (PQI) to Westwood (BOS), with low-cost one-way tickets from around $40
• Atlanta (ATL) to Westwood (BOS), with low-cost one-way tickets from around $45
• Chicago (ORD/MDW) to Westwood (BOS), with cheap one-way fares from around $50
• Syracuse (SYR) to Westwood (BOS), with affordable one-way prices from around $50
• Philadelphia (PHL) to Westwood (BOS), with low-cost one-way tickets from around $55

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

Top airlines with flights to Westwood

• American Airlines: Operating flights to Logan International Airport (BOS), American Airlines represents roughly 25% of the arrivals in Westwood. The typical one-way fare is about $400, with premium service options like premium economy, business, and first class based on the route.
• Delta: Also servicing Logan International Airport (BOS), Delta accounts for around 23% of arrivals to Westwood. Passengers can expect an average one-way fare of approximately $430, with premium cabin choices that may include premium economy, business, and first class, subject to the route.
• JetBlue Airways: JetBlue operates to Logan International Airport (BOS), making up about 17% of the arrivals in Westwood. The average one-way fare is roughly $370, with premium service options potentially including premium economy and business class, depending on the specific route.
• United: With flights to Logan International Airport (BOS), United Airlines contributes around 13% of arrivals to Westwood. The average one-way fare stands at about $380, and premium service offerings may encompass premium economy, business, and first class based on the route.
• Southwest Airlines: Flying into Logan International Airport (BOS), Southwest Airlines accounts for approximately 7% of arrivals to Westwood. Travelers can anticipate an average one-way fare of about $250.

Best time to fly to Westwood

The most popular months for travelers to fly to Westwood are January, March, and April, when peak temperatures in Westwood can reach up to 47.8°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 65.1°F. For better deals, October usually offers the lowest average one-way fare around $224, roughly 8% cheaper than the yearly average. Looking for additional cheaper months to fly? November, September, and December offer average one-way fares of around $230, 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 Westwood

Getting some of the best deals on flights to Westwood 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 Westwood 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 Westwood flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Westwood

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

• Public transportation: From Logan International Airport, several key transport links are conveniently nearby. Airport Station, a metro station, is located about 0.9 miles from the airport by car, while Chelsea Station, a train station, is approximately 2.8 miles away by car. Additionally, Boston Seaport, a seaport, can be reached in about 3.1 miles by car.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Westwood, with private rides that can be arranged in advance.
• Car rental: Renting a car in Westwood is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Westwood 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 Westwood

• Boston: A vibrant metropolis, Westwood is situated in Boston, a hub of culture and family-friendly experiences. Visitors can immerse themselves in the city's rich history and lively arts scene. Notable landmarks include the Boston Public Library, perfect for cultural outings, Fenway Park, a must-visit for sports fans, and Boston Common, an urban park ideal for family picnics or leisurely strolls. With numerous shopping malls and concert venues, Boston offers a diverse array of activities that cater to all interests.
• Foxboro: Located 10 miles drive away from Westwood, Foxboro is known for its lively entertainment scene and family-oriented attractions. The Xfinity Center hosts a variety of music concerts, while the Hall at Patriot Place provides a glimpse into local sports culture through its museum. Shoppers will appreciate the nearby shopping centers that offer a mix of retail experiences. Whether you're looking for a day of family fun or a night out, Foxboro has something to offer.
• Holliston: Holliston is located 12 miles drive away from Westwood and is a charming city perfect for outdoor enthusiasts and families. With its proximity to beautiful beaches and national parks, visitors can enjoy a variety of seasonal activities, especially in the warmer months. Key highlights include Fenway Park and renowned educational institutions like Harvard University and Boston College, each offering unique cultural insights. Holliston also features shopping options and local music events, making it a great spot for a family day out.

Tips for short-haul flights to Westwood

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

• Pack light and skip checked bags—with budget airlines, traveling with just a carry-on is often more economical. Maximize your space by using mini toiletries, wearing your bulkiest clothing, and efficiently planning your outfits. This approach also allows you to bypass the wait at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. Download your favorite TV shows, movies, music, or podcasts ahead of time and consider bringing a book to keep yourself entertained. 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 get to the airport at least 1.5 to 2 hours prior to departure, taking into account potential 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 Westwood

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 often allow seat selection for free once online check-in opens, typically 24–48 hours before your flight. Some airlines may even permit seat selection earlier than this.
• 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 procedures.
• Relax at the airport—if you have some extra time, take the opportunity to browse the shops, visit a coffee shop, 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 body 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 according to the local time of your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Westwood

The cheapest day to fly

Get started finding a cheap flight to Westwood 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 Westwood. 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 Westwood. 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 Westwood, 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 Westwood

The lowest price for round-trip flights to Westwood in 2026 starts from $77, while one-way tickets start from from $54. 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 Westwood. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Westwood

Allegiant Air, Frontier Airlines, Southwest Airlines, American Airlines, Delta, United are just some of the airlines that can typically offer cheap tickets to Westwood. 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 Westwood and countless more destinations worldwide.

The most affordable airports to fly into

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

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 Westwood.

Stopover savings

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