Lodging Image

$51 Cheap Flights to Wellesley, MA

Popular airlines to Wellesley

How much is the cheapest flight to Wellesley?

Prices were available within the past 7 days and start at $51 for one-way flights and $106 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Frontier Airlines
JetBlue Airways
Delta
American Airlines

Alternative airports near Wellesley

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight to Wellesley

Flights to Wellesley at a glance

Traveling to Wellesley is a breeze—simply explore your options for flights to Wellesley, whether you prefer full-service or cheap Wellesley flights. Compare journey times to find the cheapest flight to Wellesley that fits your budget and schedule, and get ready to discover the city's renowned sights and neighborhoods.

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

Popular airport near Wellesley

Wellesley is a charming city that offers a rich blend of culture, outdoor activities, and family-friendly attractions, making it an ideal destination for travelers. With various sports and business opportunities available, visitors can easily fly into the nearby Logan International Airport or explore other local airports for convenient options.

  • Logan International Airport (BOS): Situated in Suffolk County, Massachusetts, approximately 15 miles from Wellesley, this airport caters to both domestic and international flights, linking travelers to about 260 cities in the U.S. and over 315 global destinations. Passengers can opt for enhanced seatings such as first class, premium economy, or business class, depending on the airline and route for a more comfortable journey. Major airlines operating here include Delta, JetBlue Airways, and American Airlines.

Top routes to Wellesley

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

Cheapest routes to Wellesley

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

  • American Airlines: This airline operates flights to Logan International Airport (BOS), making up roughly 25% of the arrivals in Wellesley. The average fare for a one-way ticket is around $400, with premium service options that may include premium economy, business, and first class depending on the route.
  • Delta: Also flying into Logan International Airport (BOS), Delta accounts for about 23% of Wellesley's arrivals. One-way fares average approximately $430, and travelers can choose from premium service options like premium economy, business class, and first class based on the specific route.
  • JetBlue Airways: Operating flights to Logan International Airport (BOS), JetBlue provides around 17% of arrivals to Wellesley. The typical one-way fare is about $370, with premium service options that may include premium economy and business class depending on the route taken.
  • United: United Airlines serves Logan International Airport (BOS) and contributes around 13% of the arrivals in Wellesley. Average one-way fares are approximately $380, with premium service options including premium economy, business class, and first class based on the route.
  • Southwest Airlines: This airline operates flights to Logan International Airport (BOS) and makes up about 7% of arrivals to Wellesley. Travelers can expect an average one-way fare of approximately $250.

Best time to fly to Wellesley

The most popular months for travelers to fly to Wellesley are January, March, and April, when peak temperatures in Wellesley 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.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January28.2°F (-2.1°C)Light RainMostly SunnyModerately High$279
February29.7°F (-1.3°C)Light RainMostly SunnyAverage$246
March36.7°F (2.6°C)Light RainMostly SunnyModerately High$258
April47.8°F (8.8°C)Light RainMostly SunnyModerately High$269
May58.6°F (14.8°C)Light RainMostly SunnyAverage$234
June66.7°F (19.3°C)Light RainMostly SunnyAverage$248
July73.8°F (23.2°C)Light RainMostly SunnyAverage$248
August72.3°F (22.4°C)Light RainMostly SunnyAverage$256
September65.1°F (18.4°C)Light RainMostly SunnyModerately Low$228
October54.3°F (12.4°C)Light RainMostly SunnyAverage$224
November42.8°F (6.0°C)Light RainMostly SunnyModerately Low$228
December34.5°F (1.4°C)Light RainMostly SunnyModerately Low$231

*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 Wellesley

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

*For members. Select hotels.

Arriving in Wellesley

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

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

  • Boston: As a vibrant metropolis, Boston offers a wealth of experiences for travelers. Located conveniently near Wellesley, visitors can immerse themselves in the city's rich history and culture. Enjoy educational excursions at the Boston Public Library, catch a game at the iconic Fenway Park, or relax in the lush expanses of Boston Common. The city is a hub for family-friendly activities, music concerts, and shopping, making it an ideal spot for a diverse range of interests.
  • Holliston: Holliston is located 11 miles drive away from Wellesley and is perfect for those seeking outdoor adventures and family-friendly experiences. This charming city offers various attractions, including shopping centers and music concerts. Nature lovers can explore nearby beaches and national parks, while sports enthusiasts can visit local stadiums. Notable points of interest include Fenway Park and prestigious institutions like Harvard University, which enrich the cultural landscape of Holliston.
  • Ashland: Ashland is located 9 miles drive away from Wellesley and boasts a delightful mix of outdoor activities and urban conveniences. The city is an excellent destination for families and outdoor enthusiasts, featuring national parks and beautiful beaches. Visitors can enjoy shopping centers and live music events. Key highlights include the scenic Hopkinton State Park, the modern Boston College, and the historic Wellesley College, providing a blend of adventure and cultural experiences.

Tips for short-haul flights to Wellesley

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 cost-effective. Maximize space by choosing mini toiletries, wearing your heaviest clothing, and planning your outfits carefully. This approach also lets you avoid the hassle of waiting at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment. Download your favorite TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself engaged. Remember to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—for short or domestic flights, it's advisable to arrive 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 some snacks and a refillable water bottle to stay nourished and hydrated while saving money at the airport.

Tips for long-haul flights to Wellesley

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

  • Select your seat in advance—for long flights, choosing your seat is crucial for comfort. Full-service airlines typically allow free seat selection once online check-in opens, which is generally 24–48 hours before your flight. Some airlines provide the option to select your seat even earlier.
  • Arrive at the airport in plenty of time—aim 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 find yourself with extra time, explore the shops, grab a coffee, or unwind at your gate or in a departure lounge if you have access. Airport Wi-Fi is typically free and available.
  • Adjust to the new time zone mid-flight—begin to sync your body clock by changing your watch and modifying your sleep schedule to align with your destination's time zone. Try to rest or stay awake during the flight according to the local time at your arrival destination to help mitigate jet lag.

Frequently asked questions

What month is the cheapest to fly to Wellesley?
The cheapest month to fly to Wellesley is January when there's less demand. Off-peak months are often when you'll find cheap fares. To save money, avoid flying during major holidays and school breaks.
Which US cities have the cheapest flights to Wellesley?
Usually, New York, Washington and Chicago have cheap flights to Wellesley. Flexibility, however, is always key to scoring yourself the best prices. Head off during the off-peak season or midweek to keep costs as low as possible.
Which US cities fly direct to Wellesley?
You can fly to Wellesley directly from 67 US destinations. To find a nonstop trip, select "Direct flights only" when searching for flights to Wellesley on Expedia. Then, explore your choices and pick the best departure from any of these cities:

  • New York
  • Washington
  • Chicago
  • Philadelphia
  • Charlotte

How to find a cheap flight to Wellesley?
To get cheap flights to Wellesley, book early and travel during the low season. Want an insider tip? Fly on a Thursday and save around 16% on average compared to those who travel on a Sunday.* Sign up for price tracking on the Expedia app and we'll notify you the moment prices 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 Wellesley?
Although booking in advance is typically the easiest way to save cash, don't panic if your Wellesley vacation is last minute. It's still possible to find cheap flights to Wellesley, especially if your plans have a little wiggle room. Try changing your travel dates, looking at different ticket types or departing from another hub.
How far in advance should I book a flight to Wellesley?
Book your flight to Wellesley two to four months ahead if you're coming in from an international destination. For domestic travel, the recommendation is around 28 days in advance. Cheaper tickets and a greater choice of departure 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 Wellesley?
You'll save an average of 8% by buying tickets on a Sunday instead of Fridays, which tend to be the priciest day to book.* When it comes to snapping up a cheap flight to Wellesley, it's all about timing.*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 Wellesley?
Wellesley is accessible from 119 airports worldwide through 42 airlines, with Logan Intl. Airport (BOS) as its chief gateway. Choose from these well-known airlines to Wellesley when planning your trip:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines
  • United Airlines

Where do you fly into Wellesley?
Wellesley's main gateway is Logan Intl. Airport (BOS). If you want more nearby choices when flying to Wellesley, consider T.F. Green Airport (PVD), Manchester-Boston Regional Airport (MHT) or New Bedford Regional Airport (EWB). You can also opt to fly to Wellesley through Waltham Airport (WLM).
How far is the airport from central Wellesley?
Jetting into Logan Intl. Airport (BOS) puts you roughly 15 mi east of central Wellesley.
Can I save money by booking a Wellesley trip package?
It's possible to save hundreds of dollars if you lock in a Wellesley flight and hotel package deal on Expedia. And you'll make life easier by having all your travel arrangements in the same place. Try bundling flights and hotels with add-ons like tours and activities for your own customized Wellesley trip.
Can I change or cancel my flight to Wellesley?
You can often change or cancel your flight to Wellesley within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may be issued a credit toward future travel in place of a direct refund. Make sure you check the airline's terms and conditions in your itinerary for specific details. You can use Expedia's "Changes included" or "No cancel fee" filters when you search to find cheap flights to Wellesley with flexible change policies. To learn more, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Book with confidence

Travel information

Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
$114

Trending flights to Wellesley

Prices were available within the past 7 days and start at $51 for one-way flights and $106 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines

Explore a world of travel with Expedia