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Cheap Flight Deals from San Jose to Boston

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Round TripOne Way
SJC San Jose
BOS Boston
From $265.99
Jan 26, 2026 - Feb 3, 2026
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OAK Oakland
BOS Boston
From $305.64
Feb 17, 2026 - Feb 24, 2026
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*All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.

When’s a good time to book a flight from San Jose to Boston?

What’s the cheapest day of the week to fly from San Jose to Boston?‡

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What is the cheapest month to fly from San Jose to Boston?‡

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‡This information is based on historical data from the last 365 days.

Finding Affordable Flights from San Jose to Boston
  • Plan Ahead - One of the keys to securing cheap flights from San Jose to Boston is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
  • Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
  • Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from San Jose to Boston drop, giving you the opportunity to grab cheap deals.
  • Consider Nearby Airports - If Boston has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
  • Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.

When is the Cheapest Time to Book Flights from San Jose to Boston?

‡

Got flexible travel dates? Use our flight data from the past year to discover ideal times to fly from San Jose to Boston. Find out which months and days typically offer lower fares and score our best savings.

CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip

‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.

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Cheap Flights from San Jose to Boston

Looking for flights from San Jose to Boston? Look no more, for you're at the right place. Book cheap flights from San Jose to Boston on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab SJC to BOS flight deals on CheapOair and save big!

Airports in San Jose

The city of San Jose is served by 2 airports - Juan Santamaria International Airport & Tobias Bolanos International Airport. Juan Santamaria International Airport is situated in the city of Alajuela, approximately 20 kilometers away from the San Jose city center. It is a public airport owned by Government of Costa Rica. Apart from being hub for Volaris Costa Rica, Nature Air, and Sansa Airlines, the airport serves as a focus city for Copa Airlines, and Avianca. Juan Santamaria International Airport provides scheduled passenger services to various international destinations like Paris, Mexico City, Los Angeles, Panama City, Havana, Zurich, Atlanta, New York, and more. Both the airports are well connected with the city of San Jose. Passengers can commute to and from the airport using car rentals, buses, taxis, trains, shuttle services, and private transfers.

Explore Boston

Commonwealth of Massachusetts capital city of Boston is also the most populous city in the New England region of the northeastern United States. It is one of the oldest cities in the United States and is home to a plethora of historic places making it an exceptional city to visit for history enthusiasts. Visitors in Boston can enjoy strolling through prosperous history on the Freedom Trail. Above and beyond the historic attractions, key tourist attractions in the city cover top seafood restaurants, historic neighborhoods, world-class museums, and picturesque waterfront.

Things to do in Boston

New England Aquarium

New England Aquarium welcomes history enthusiasts with around 20,000 fish and aquatic animals that represent over aquatic 550 species. There is an artificial Caribbean coral reef featuring a great assortment of tropical fish and underwater life such as turtles, sharks, and moral eels.

Boston Museum of Fine Arts

One of the foremost art museums in America, Boston Museum of Fine Arts puts on demonstration a collection of Impressionist paintings, Asian and Persian fine arts, ancient Egyptian treasures, and thought-provoking works from ancient Greece and the Middle East. It is a suitable place to visit for art lovers.

Isabella Stewart Gardner Museum

Isabella Stewart Gardner Museum is another must-visit museum in Boston with assortments including paintings, furniture, sculpture, decorative arts, tapestries, manuscripts, and books showing the personal taste and expertise of Isabella Stewart Gardner, the maker of the museum. The site also includes a long green space where there is a beautiful rose garden.

Best Time to Fly to Boston

Boston experiences humid mainland climate with warm summers and winters with chilly rain and snow. The best time to visit the city is from June to October as it is the season of gentle fall climate. The lovely climatic condition in Fall season it a great time to tour the city.

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Airports Near San Jose

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