
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Cheapflightsfares) |
One-way from | $146 (Alaska Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $378 |
Good round-trip deal | $305 or less |
Good one-way deal | $168 or less |
Fly from
Fly to
Route
Depart
Return
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 9/15
11:45 am-12:05 am
1 stop9h 20m
Boston Logan Intl
Tue 9/22
2:45 pm-10:00 pm
2 stops10h 15m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sat 8/22
10:02 pm-6:40 am
Nonstop5h 38m
Boston Logan Intl
Wed 9/9
5:10 pm-8:15 pm
Nonstop6h 05m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sat 8/29
10:40 pm-9:15 am
1 stop7h 35m
Boston Logan Intl
Tue 9/1
2:45 pm-10:00 pm
2 stops10h 15m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 8/11
10:40 pm-9:30 am
1 stop7h 50m
Boston Logan Intl
Tue 8/25
10:05 am-6:20 pm
2 stops11h 15m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 8/3
10:02 pm-6:40 am
Nonstop5h 38m
Boston Logan Intl
Wed 8/12
5:20 pm-8:35 pm
Nonstop6h 15m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Thu 10/1
10:04 pm-6:40 am
Nonstop5h 36m
Boston Logan Intl
Mon 10/5
5:10 pm-8:15 pm
Nonstop6h 05m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 9/28
9:00 pm-9:55 am
2 stops9h 55m
Boston Logan Intl
Sat 10/3
9:00 am-5:10 pm
2 stops11h 10m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 10/19
10:30 pm-6:50 am
Nonstop5h 20m
Boston Logan Intl
Fri 10/30
8:40 am-3:20 pm
2 stops9h 40m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Fri 10/2
10:40 pm-11:40 am
1 stop10h 00m
Boston Logan Intl
Mon 10/5
9:45 pm-8:30 am
1 stop13h 45m
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Fri 8/14
10:02 pm-6:40 am
Nonstop5h 38m
Boston Logan Intl
Mon 8/17
5:20 pm-8:35 pm
Nonstop6h 15m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from San Diego to Boston, you should look to book at least 89 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.
Currently, September is the cheapest month in which you can book a flight from San Diego to Boston (average of $304). Flying from San Diego to Boston in December is currently the most expensive (average of $449). 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.
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 26% versus a flight in the morning.
Travelers seeking maximum savings on their San Diego to Boston flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 15% of weekly flights between San Diego and Boston have experienced delays in the past year, with the average delay time being 171 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Delta have had the lowest number of delays on this route, with just 11% of flights being delayed.
Chicago (ORD) – chosen by Cheapflights users on 50% of 1-stop itineraries from San Diego to Boston on Cheapflights.
Baltimore (BWI) is the most affordable 1-stop option, with an average round-trip price of $228.
Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 7h 45m.
Flights via Chicago (ORD) offer the fastest connection on this route, with an average layover time of 0h 55m.
Overall
Food
Crew
Comfort
Entertainment
Boarding
Reviews
Art,Dec 2025
SAN - OGG
Overall
Food
Crew
Comfort
Entertainment
Boarding
Reviews
Art,Dec 2025
SAN - OGG
Overall
Food
Crew
Comfort
Entertainment
Boarding
Reviews
Art,Dec 2025
SAN - OGG
Overall
Food
Crew
Comfort
Entertainment
Boarding
Reviews
Art,Dec 2025
SAN - OGG
Overall
Food
Crew
Comfort
Entertainment
Boarding
Reviews
Art,Dec 2025
SAN - OGG
Overall
Food
Crew
Comfort
Entertainment
Boarding
Reviews
Art,Dec 2025
SAN - OGG
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$287 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$125 | Average$323 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$203 | Average$411 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$220 | Average$422 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$246 | Average$453 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$247 | Average$401 | FlexibilityNo cancel fee | On-time63% |