Cheap flights from San Diego to Boston from $144

In general, October is the cheapest month to fly from San Diego to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $305. If you aren’t able to travel during the month of October, then book flights to Boston from San Diego during September instead. Flights to Boston in September, while not as cheap as those in October, still average around $306.

The cheapest day to depart from San Diego to Boston is on a Wednesday when prices can be found for as low as $339. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $474.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from San Diego to Boston in the evening for as low as $338. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $466 per ticket.

Fly from San Diego to Boston Logan Intl for the best San Diego - Boston Logan Intl flight prices

You are more likely to see cheaper flights to Boston from San Diego when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $367 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from San Diego for as low as $309 on momondo.

There are 4 cabin classes available to choose from on San Diego to Boston flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest, Delta, and JetBlue are the most popular carriers operating from San Diego to Boston Logan Intl

JetBlue, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Boston from San Diego according to our data. JetBlue is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 8 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Historically, on average around 15% of flights between San Diego and Boston have experienced a delay on any given week. The average delay length over the past 12 months has been 171 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

15 flights are operational daily from San Diego to Boston as of June 2026. The most popular departure time for this route is 10:00AM, with 38% of flights per day taking off at noon.

The number of flights available between San Diego and Boston is 107 per week as of June 2026. The most frequent departure day is Tue, with 16% of weekly flights leaving on this day.