Cheap Flights from San Jose, CA to Boston, MA from $157

Return flight: Boston – San Jose

On Cheapflightsplus.com you will find 375 connecting flights from San Jose to Boston. You can compare airfare deals from 4 airlines and multiple travel sites from $157, book and save on cheap plane tickets and last minute offers. Also check out SJC-BOS flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip San Jose to Boston Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $157 (one-way), $269 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from San Jose to Boston. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
06:30 — 17:02
06:30 — 12:55 UA356 United Airlines
San Jose — Chicago
35m stop
13:30 — 17:02 UA1262 United Airlines
Chicago — Boston
7h 32m
including layover
Find flight
from$196
06:30 — 17:46
06:30 — 12:55 UA356 United Airlines
San Jose — Chicago
1h 20m stop
14:15 — 17:46 UA1693 United Airlines
Chicago — Boston
8h 16m
including layover
Find flight
from$196
06:40 — 17:40
06:15 — 07:45 HA7058 Hawaiian Airlines
San Jose — San Diego
32m stop
09:00 — 17:52 HA6498 Hawaiian Airlines
San Diego — Boston
8h
including layover
Find flight
from$186
06:40 — 17:40
06:15 — 07:45 AS3458 Alaska Airlines
San Jose — San Diego
32m stop
09:00 — 17:52 AS390 Alaska Airlines
San Diego — Boston
8h
including layover
Find flight
from$194
07:00 — 20:13
07:00 — 10:35 UA1623 United Airlines
San Jose — Denver
3h 35m stop
14:10 — 20:13 UA597 United Airlines
Denver — Boston
10h 13m
including layover
Find flight
from$166
08:45 — 21:55
08:45 — 12:20 UA2265 United Airlines
San Jose — Denver
3h 35m stop
15:55 — 21:55 UA716 United Airlines
Denver — Boston
10h 10m
including layover
Find flight
from$196
12:30 — 23:46
12:30 — 16:06 UA431 United Airlines
San Jose — Denver
1h 37m stop
17:43 — 23:46 UA1488 United Airlines
Denver — Boston
8h 16m
including layover
Find flight
from$196
15:05 — 06:00
+1 day
14:53 — 16:45 HA7052 Hawaiian Airlines
San Jose — Portland
4h 49m stop
21:42 — 06:10 HA6331 Hawaiian Airlines
Portland — Boston
11h 55m
including layover
Find flight
from$187
18:26 — 06:01
+1 day
18:26 — 22:03 UA562 United Airlines
San Jose — Denver
1h 56m stop
23:59 — 06:01 UA2610 United Airlines
Denver — Boston
8h 35m
including layover
Find flight
from$166
19:09 — 06:00
+1 day
19:09 — 20:50 HA7018 Hawaiian Airlines
San Jose — Portland
47m stop
21:37 — 06:00 HA6331 Hawaiian Airlines
Portland — Boston
7h 51m
including layover
Find flight
from$161
19:09 — 06:00
+1 day
19:09 — 20:50 AS2034 Alaska Airlines
San Jose — Portland
47m stop
21:37 — 06:00 AS436 Alaska Airlines
Portland — Boston
7h 51m
including layover
Find flight
from$169
19:47 — 07:30
+1 day
19:47 — 21:19 HA7057 Hawaiian Airlines
San Jose — San Diego
1h 26m stop
22:45 — 07:30 HA6497 Hawaiian Airlines
San Diego — Boston
8h 43m
including layover
Find flight
from$136
19:47 — 07:30
+1 day
19:47 — 21:19 AS3443 Alaska Airlines
San Jose — San Diego
1h 26m stop
22:45 — 07:30 AS259 Alaska Airlines
San Diego — Boston
8h 43m
including layover
Find flight
from$145
19:50 — 07:40
+1 day
19:50 — 21:19 HA7057 Hawaiian Airlines
San Jose — San Diego
1h 26m stop
22:45 — 07:40 HA6342 Hawaiian Airlines
San Diego — Boston
8h 50m
including layover
Find flight
from$157
19:50 — 07:40
+1 day
19:50 — 21:19 AS3443 Alaska Airlines
San Jose — San Diego
1h 26m stop
22:45 — 07:40 AS366 Alaska Airlines
San Diego — Boston
8h 50m
including layover
Find flight
from$166
*Departure and arrival times - local. Updated on September 9, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from San Jose to Boston depends on and how to choose the most interesting flight option for you.

Distance between San Jose and Boston is 4317 miles. Time difference between the cities is 3h. Airplanes depart 06:00 to 21:46 from 2 San Jose airports and arrive 06:00 to 21:46 to 4 Boston airports. Average flight time is 14h 8m.

  • The fastest flight 7h 32m
  • Average flight time 14h 8m
  • The earliest flight 06:00
  • The latest flight 21:46
  • Distance 2683 ml

Popular Airlines on the Route

The flight San Jose — Boston is served by 4 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by Alaska Airlines - 127 departures per week at the price of from $ 145 . And the most expensive tickets are offered by United Airlines airline - from $ 864.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 375 flights with layovers on the route. The fastest connecting flight is UA356 by United Airlines takes 7h 32m.

  • AS - Alaska Airlines
    from $145
    Find
  • HA - Hawaiian Airlines
    from $136
    Find
  • UA - United Airlines
    from $166
    Find
  • NK - Spirit Airlines
    from $106
    Find
See more connecting flights

Airports

You can fly from San Jose to Boston from 2 airports (San Jose Municipal, Reid-Hillview).

San Jose airports

  • San Jose Municipal-SJC
    from $106
    Find
  • Reid-Hillview-RHV
    Find

Boston airports

  • Boston City Heliport-JBC
    Find
  • Boston RT128 Rail-ZRU
    Find
  • Boston South Rail-ZTO
    Find
  • Logan-BOS
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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