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$127+ Cheap flights from San Diego to Boston (SAN - BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Boston Logan Intl are usually found in January or May, booked 67 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from San Diego to Boston

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 15, 2025.

Round-trip from

$169
(Southwest)

One-way from

$127
(SmartFares)

Popular in

December

Cheapest in

January

Average price

$351

Good round-trip deal

$257 or less

Good one-way deal

$171 or less
From San Diego to Boston Logan Intl
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One-way flight from San Diego to Boston Logan Intl
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Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from San Diego to Boston Logan Intl.
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Price to beat on a one-way flight from San Diego to Boston Logan Intl.
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Find flight deals from San Diego to Boston

Cheapest flights from San Diego to Boston
Explore the most affordable flight options available from San Diego to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/119:45 pmSAN - BOS
1 stop7h 30mSouthwest
Sat 11/154:45 pmBOS - SAN
1 stop8h 05mSouthwest
Deal found 9/11$169
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amSAN - BOS
1 stop7h 05mSouthwest
Wed 12/106:45 amBOS - SAN
1 stop10h 30mSouthwest
Deal found 9/12$174
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2111:45 amSAN - BOS
1 stop7h 55mSouthwest
Sat 10/255:05 amBOS - SAN
1 stop8h 30mSouthwest
Deal found 9/12$191
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/56:50 amSAN - BOS
1 stop9h 20mSouthwest
Sun 11/95:35 amBOS - SAN
1 stop9h 45mSouthwest
Deal found 9/12$202
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:40 amSAN - BOS
1 stop10h 30mSouthwest
Wed 10/295:15 amBOS - SAN
2 stops11h 45mSouthwest
Deal found 9/12$207

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from San Diego to Boston that are best for you.

Fly from

San Diego

Fly to

Boston

Route

Depart

Return

Price

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 11/6

11:50 am-8:26 pm

Nonstop5h 36m

Boston Logan Intl

Sun 11/9

7:00 am-10:39 am

Nonstop6h 39m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Fri 10/17

9:35 pm-6:20 am

Nonstop5h 45m

Boston Logan Intl

Fri 10/24

7:20 am-10:49 am

Nonstop6h 29m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 11/13

2:52 pm-11:16 pm

Nonstop5h 24m

Boston Logan Intl

Mon 11/17

10:10 am-1:42 pm

Nonstop6h 32m

$248

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 10/23

8:55 pm-5:34 am

Nonstop5h 39m

Boston Logan Intl

Sat 11/1

3:45 pm-7:16 pm

Nonstop6h 31m

$248

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 10/30

1:55 pm-12:30 am

1 stop7h 35m

Boston Logan Intl

Tue 11/4

1:35 pm-9:10 pm

2 stops10h 35m

$254

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 10/23

9:53 pm-6:41 am

Nonstop5h 48m

Boston Logan Intl

Sat 11/1

6:59 pm-9:40 am

1 stop17h 41m

$257

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Tue 10/28

9:28 am-12:20 am

1 stop11h 52m

Boston Logan Intl

Sat 11/1

4:24 pm-8:03 pm

Nonstop6h 39m

$257

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Tue 10/21

6:25 pm-7:53 am

1 stop10h 28m

Boston Logan Intl

Fri 10/24

8:01 am-11:18 am

Nonstop6h 17m

$257

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Wed 10/22

6:09 pm-6:00 am

1 stop8h 51m

Boston Logan Intl

Sat 11/1

4:24 pm-8:03 pm

Nonstop6h 39m

$257

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Tue 10/28

9:15 am-5:55 pm

Nonstop5h 40m

Boston Logan Intl

Sat 11/1

6:59 pm-9:40 am

1 stop17h 41m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 23 results
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The best insider tips for San Diego to Boston flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your San Diego to Boston trip
Airports
SAN

Plan for traffic congestion around SAN, especially during peak times. Arrive early to avoid a last-minute rush to your gate.

Read more about SANby Blane Bachelor
BOS

Use the FlyLogan App for real-time flight updates and pre-order food with BOS2GO for a smooth arrival experience.

Read more about BOSby Paul Rubio
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on SAN

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Paul Rubio

Paul Rubio

Expert on BOS

Paul Rubio

Paul Rubio

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more

Best time to book a flight from San Diego to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from San Diego with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Diego to Boston

How far ahead should I book a flight from San Diego to Boston?

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Boston. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from San Diego to Boston, you should look to book at least 67 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Diego to Boston?

Currently, January is the cheapest month in which you can book a flight from San Diego to Boston (average of $218). Flying from San Diego to Boston in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SAN to BOS?

Find hourly flight availability from San Diego to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from San Diego to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 33% versus a flight in the morning.

What is the cheapest day to fly from San Diego to Boston?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Boston. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their San Diego to Boston flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from San Diego to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,956 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,723 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,912 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

Find useful and relevant information for your journey from San Diego to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airports do I use to fly from San Diego to Boston?

    If you book a flight from San Diego to Boston, you will be flying from San Diego to Logan Intl. Flights to Boston Logan Intl (BOS) from San Diego (SAN) take 5h 13m for a nonstop flight. There are 14 flights from San Diego to Boston per day from 8 airlines.

  • How popular is this San Diego to Boston flight route?

    Flights from San Diego to Boston Logan Intl have been viewed 16 times in the past calendar month.

  • How long is the flight from San Diego to Boston?

    For as low as $247, JetBlue can have you in Boston from San Diego in 5h 36m. There are 2581 mi between San Diego and Boston. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from San Diego to Boston round-trip?

    Our cheapest airline available from San Diego to Boston is Spirit Airlines. Our recent data shows that you can find tickets from as low as $118 on this airline. Additional options worth looking into are Hawaiian Airlines and Delta, starting at $138 and $152 round-trip. Users have found that Spirit Airlines is 67% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from San Diego to Boston one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $128. Hawaiian Airlines flights start at $128 while deals on United Airlines start at $129 one-way.

  • What are the most reliable airlines from San Diego to Boston?

    Before booking your flight to Boston from San Diego, check out the most reliable airlines to get you to your destination on time: KLM (100%), Air France (91%), Japan Airlines( 90%).

  • What are the cheapest flights from San Diego to Boston?

    The cheapest flight price from San Diego to Boston is $118. On average you can expect to pay $696. The most popular route, (San Diego - Boston Logan Intl), can usually be booked for $169.

  • Where are the most common layover locations when flying from San Diego to Boston?

    Most of the time, San Diego to Boston flights that have layovers will stop in Phoenix. Phoenix is followed by Chicago in terms of the most popular layover location on flights from San Diego to Boston.

  • What are some popular things to do or see while on a layover in Phoenix?

    Most Phoenix visitors opt to spend their time experiencing Chase Field, Desert Ridge Marketplace, and Heritage Square. Chase Field, Desert Ridge Marketplace, and Heritage Square are located about 4.0 mi, 16.7 mi, and 4.0 mi, respectively from Phoenix Sky Harbor Intl. Travelers can rent a car at Phoenix Sky Harbor Intl for an average daily rate of $53 to make sightseeing during their layover a little easier.

  • What are some popular points of interest to see during a layover in Chicago?

    Magnificent Mile, River North, and Grant Park are currently the most popular points of interest in Chicago at the moment. Magnificent Mile, River North and Grant Park are located about 15.5 mi, 15.0 mi, and 16.2 mi, respectively from Chicago O'Hare Intl if you are interested in checking them out. Travelers in need of a car in Chicago can rent one for about $52 per day.

  • Where are the least popular layover locations for San Diego to Boston flights?

    San Diego to Boston flights have a layover in Chicago least often.

  • Can I find deals for flights from San Diego to Boston that include hotel bookings?

    Yes. In addition to deals on San Diego to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Boston.

  • Can I find deals for business class flights from San Diego to Boston?

    Yes. Cheapflights offers flight deals from San Diego to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Diego to Boston?

    Currently, January is the cheapest month in which you can book a flight from San Diego to Boston (average of $218). Flying from San Diego to Boston in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Waltham
Saugus
Burlington

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Alternative routes for San Diego to Boston

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Top 9 airlines flying from San Diego to Boston

Discover the top 9 airlines that operate flights from San Diego to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$168FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$118Average$260FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$138Average$346FlexibilityNo cancel feeOn-time85%
DeltaCheapest$152Average$356FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$173Average$361FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$248Average$441FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$256Average$439FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$256Average$445FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$269Average$443FlexibilityNo cancel feeOn-time63%

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