San Jose (SJC) to Boston (BOS)
Lowest published fares for the months ahead: $323 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 7–10, 2027; $171 one way, Axel-exclusive, Southwest Airlines, 1 stop, Jan 5, 2027; 144 priced flights on 72 exact dates, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
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San Jose (SJC) to Boston (BOS): November 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $399.50 |
| Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $411.25 |
| Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $459.00 |
| Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $472.50 |
| Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $459.00 |
| Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $472.50 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $243.00 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $249.75 |
| Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $459.00 |
| Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $472.50 |
| Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $459.00 |
| Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $472.50 |
| Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $459.00 |
| Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $472.50 |
| Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $399.50 |
| Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $411.25 |
San Jose (SJC) to Boston (BOS): December 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $180.00 |
| Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $185.00 |
| Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $180.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $185.00 |
| Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $391.00 |
| Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $402.50 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $180.00 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $185.00 |
| Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $391.00 |
| Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $402.50 |
| Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $442.00 |
| Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $455.00 |
| Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $442.00 |
| Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $455.00 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $234.00 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $240.50 |
| Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $442.00 |
| Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $455.00 |
| Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $442.00 |
| Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $455.00 |
| Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $433.50 |
| Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $446.25 |
| Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $421.60 |
| Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $434.00 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $225.00 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $231.25 |
| Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $413.10 |
| Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $425.25 |
| Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $413.10 |
| Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $425.25 |
San Jose (SJC) to Boston (BOS): January 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $401.20 |
| Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $413.00 |
| Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $362.10 |
| Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $372.75 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $171.00 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $175.75 |
| Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $171.00 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $175.75 |
| Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $171.00 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $175.75 |
| Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $171.00 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $175.75 |
| Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $323.00 |
| Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $332.50 |
| Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $331.50 |
| Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $341.25 |
| Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $331.50 |
| Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $341.25 |
San Jose (SJC) to Boston (BOS): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $180.00 |
| Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $185.00 |
| Feb 4, 2027 – Feb 7, 2027 · 3 nights · Compare return dates departing Feb 4, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Feb 4, 2027 – Feb 7, 2027 · 3 nights · Compare return dates departing Feb 4, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Feb 5, 2027 – Feb 8, 2027 · 3 nights · Compare return dates departing Feb 5, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $340.00 |
| Feb 5, 2027 – Feb 8, 2027 · 3 nights · Compare return dates departing Feb 5, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $350.00 |
| Feb 6, 2027 – Feb 13, 2027 · 7 nights · Compare return dates departing Feb 6, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $365.50 |
| Feb 6, 2027 – Feb 13, 2027 · 7 nights · Compare return dates departing Feb 6, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $376.25 |
| Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $391.00 |
| Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $402.50 |
| Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $365.50 |
| Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $376.25 |
| Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $365.50 |
| Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $376.25 |
San Jose (SJC) to Boston (BOS): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $353.60 |
| Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $364.00 |
| Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $353.60 |
| Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $364.00 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $410.80 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $426.40 |
San Jose (SJC) to Boston (BOS): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $585.00 |
| Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $611.00 |
| Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $585.00 |
| Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $611.00 |
San Jose (SJC) to Boston (BOS): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
| May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
| May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $495.00 |
| May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $517.00 |
San Jose (SJC) to Boston (BOS): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
| Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
San Jose (SJC) to Boston (BOS): July 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $517.50 |
| Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $540.50 |
| Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
| Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
San Jose (SJC) to Boston (BOS): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
| Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $450.00 |
| Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $470.00 |
San Jose (SJC) to Boston (BOS): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $468.00 |
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $488.80 |
| Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $447.75 |
| Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $467.65 |
| Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $427.50 |
| Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $446.50 |
| Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $438.75 |
| Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027 | Alaska Airlines | Up to 1 stop each way | Axel-exclusive $458.25 |
Hotels in Boston for these trips
Hotels: under a trip, hotels in Boston for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Boston for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $374 total · 4★ Hilton Boston Park Plaza Hotel, $444 total · 5★ InterContinental Boston by IHG, $822 total
- Hotels in Boston for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $374 total · 4★ Hilton Boston Park Plaza Hotel, $422 total · 5★ InterContinental Boston by IHG, $821 total
- Hotels in Boston for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $861 total · 4★ Hilton Boston Park Plaza Hotel, $1,083 total · 5★ Omni Boston Hotel at the Seaport, $2,332 total
- Hotels in Boston for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $378 total · 4★ Hyatt Regency Boston, $446 total · 5★ The Langham, Boston, $1,060 total
- Hotels in Boston for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $378 total · 4★ Hilton Boston Park Plaza Hotel, $485 total · 5★ InterContinental Boston by IHG, $1,016 total
- Hotels in Boston for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $904 total · 4★ Hilton Boston Park Plaza Hotel, $1,116 total · 5★ InterContinental Boston by IHG, $2,255 total
- Hotels in Boston for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $393 total · 4★ Hilton Boston Park Plaza Hotel, $444 total · 5★ InterContinental Boston by IHG, $876 total
- Hotels in Boston for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $370 total · 4★ Hilton Boston Park Plaza Hotel, $439 total · 5★ InterContinental Boston by IHG, $804 total
- Hotels in Boston for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $846 total · 4★ Hilton Boston Park Plaza Hotel, $1,063 total · 5★ Omni Boston Hotel at the Seaport, $2,318.50 total
- Hotels in Boston for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Staypineapple, A Delightful Hotel, South End, $367 total · 4★ Hilton Boston Park Plaza Hotel, $455 total · 5★ InterContinental Boston by IHG, $923 total
- Hotels in Boston for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Staypineapple, A Delightful Hotel, South End, $364 total · 4★ Hilton Boston Park Plaza Hotel, $440 total · 5★ InterContinental Boston by IHG, $818 total
- Hotels in Boston for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $879 total · 4★ Hilton Boston Park Plaza Hotel, $1,085 total · 5★ Omni Boston Hotel at the Seaport, $2,273 total
- Hotels in Boston for these nights (Feb 4–7, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $366 total · 4★ Hilton Boston Park Plaza Hotel, $445 total · 5★ Omni Boston Hotel at the Seaport, $1,025 total
- Hotels in Boston for these nights (Feb 5–8, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $366 total · 4★ Hilton Boston Park Plaza Hotel, $424 total · 5★ InterContinental Boston by IHG, $957 total
- Hotels in Boston for these nights (Feb 6–13, 2027 · 7 nights · 2 adults, 1 room): 3★ Staypineapple, A Delightful Hotel, South End, $948 total · 4★ Hilton Boston Park Plaza Hotel, $1,060 total · 5★ Omni Boston Hotel at the Seaport, $2,342 total
- Hotels in Boston for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Staypineapple, A Delightful Hotel, South End, $517 total · 4★ Hilton Boston Park Plaza Hotel, $449 total · 5★ InterContinental Boston by IHG, $940 total
- Hotels in Boston for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $395 total · 4★ Hilton Boston Park Plaza Hotel, $489 total · 5★ InterContinental Boston by IHG, $918 total
- Hotels in Boston for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $907 total · 4★ Hilton Boston Park Plaza Hotel, $1,146 total · 5★ Omni Boston Hotel at the Seaport, $2,526.50 total
- Hotels in Boston for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Fairfield Inn & Suites Boston Cambridge, $576 total · 4★ Hilton Boston Park Plaza Hotel, $517 total · 5★ Omni Boston Hotel at the Seaport, $1,111 total
- Hotels in Boston for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Wyndham Boston Beacon Hill, $1,427 total · 4★ Hilton Boston Park Plaza Hotel, $1,256 total · 5★ Omni Boston Hotel at the Seaport, $2,315 total
- Hotels in Boston for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Fairfield Inn & Suites Boston Cambridge, $767 total · 4★ Hilton Boston Park Plaza Hotel, $700 total · 5★ Omni Boston Hotel at the Seaport, $1,383 total
- Hotels in Boston for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ AC Hotel by Marriott Boston Downtown, $1,559 total · 4★ YOTEL Boston, $1,572 total · 5★ Omni Boston Hotel at the Seaport, $1,583 total
- Hotels in Boston for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ AC Hotel by Marriott Boston Downtown, $3,239 total · 4★ YOTEL Boston, $3,204 total · 5★ The Langham, Boston, $5,298 total
- Hotels in Boston for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (May 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jul 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
- Hotels in Boston for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ The Verb Hotel · 4★ The Whitney Hotel · 5★ Boston Harbor Hotel
Route overview: San Francisco Bay Area to Boston (BOS) flight deals
2026-11-19 → 2026-11-22 · Axel-exclusive $399.50
- Southwest Airlines WN3875 / WN956: SJC 2026-11-19 10:30:00 → BOS 2026-11-19 21:35:00; 1 stop(s) via DEN; 485 minutes. Local airport times.
- WN3875: SJC 2026-11-19 10:30:00 → DEN 2026-11-19 13:55:00; layover at DEN: 120 minutes.
- WN956: DEN 2026-11-19 15:55:00 → BOS 2026-11-19 21:35:00.
- Southwest Airlines WN1426 / WN1223: BOS 2026-11-22 07:25:00 → SJC 2026-11-22 13:20:00; 1 stop(s) via BWI; 535 minutes. Local airport times.
- WN1426: BOS 2026-11-22 07:25:00 → BWI 2026-11-22 09:15:00; layover at BWI: 75 minutes.
- WN1223: BWI 2026-11-22 10:30:00 → SJC 2026-11-22 13:20:00.
2026-11-19 → 2026-11-22 · Axel-exclusive $411.25
- Alaska Airlines AS457 / AS436: SJC 2026-11-19 19:00:00 → BOS 2026-11-20 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2026-11-19 19:00:00 → PDX 2026-11-19 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2026-11-19 21:50:00 → BOS 2026-11-20 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2026-11-22 06:00:00 → SJC 2026-11-22 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2026-11-22 06:00:00 → PDX 2026-11-22 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2026-11-22 10:45:00 → SJC 2026-11-22 12:45:00.
2026-11-24 · one way · Axel-exclusive $243.00
- Southwest Airlines WN3872 / WN4725: SJC 2026-11-24 21:50:00 → BOS 2026-11-25 08:20:00; 1 stop(s) via BWI; 450 minutes. Local airport times.
- WN3872: SJC 2026-11-24 21:50:00 → BWI 2026-11-25 05:40:00; layover at BWI: 65 minutes.
- WN4725: BWI 2026-11-25 06:45:00 → BOS 2026-11-25 08:20:00.
2026-11-24 · one way · Axel-exclusive $249.75
- Alaska Airlines AS457 / AS436: SJC 2026-11-24 19:00:00 → BOS 2026-11-25 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2026-11-24 19:00:00 → PDX 2026-11-24 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2026-11-24 21:50:00 → BOS 2026-11-25 06:20:00.
2026-11-28 → 2026-12-05 · Axel-exclusive $399.50
- Southwest Airlines WN3872 / WN4725: SJC 2026-11-28 21:50:00 → BOS 2026-11-29 08:20:00; 1 stop(s) via BWI; 450 minutes. Local airport times.
- WN3872: SJC 2026-11-28 21:50:00 → BWI 2026-11-29 05:40:00; layover at BWI: 65 minutes.
- WN4725: BWI 2026-11-29 06:45:00 → BOS 2026-11-29 08:20:00.
- Southwest Airlines WN2939 / WN2386: BOS 2026-12-05 12:20:00 → SJC 2026-12-05 18:30:00; 1 stop(s) via MDW; 550 minutes. Local airport times.
- WN2939: BOS 2026-12-05 12:20:00 → MDW 2026-12-05 14:05:00; layover at MDW: 105 minutes.
- WN2386: MDW 2026-12-05 15:50:00 → SJC 2026-12-05 18:30:00.
2026-11-28 → 2026-12-05 · Axel-exclusive $411.25
- Alaska Airlines AS457 / AS436: SJC 2026-11-28 19:00:00 → BOS 2026-11-29 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2026-11-28 19:00:00 → PDX 2026-11-28 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2026-11-28 21:50:00 → BOS 2026-11-29 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2026-12-05 06:00:00 → SJC 2026-12-05 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2026-12-05 06:00:00 → PDX 2026-12-05 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2026-12-05 10:45:00 → SJC 2026-12-05 12:45:00.
2026-12-12 → 2026-12-19 · Axel-exclusive $391.00
- Southwest Airlines WN3872 / WN4725: SJC 2026-12-12 21:50:00 → BOS 2026-12-13 08:20:00; 1 stop(s) via BWI; 450 minutes. Local airport times.
- WN3872: SJC 2026-12-12 21:50:00 → BWI 2026-12-13 05:40:00; layover at BWI: 65 minutes.
- WN4725: BWI 2026-12-13 06:45:00 → BOS 2026-12-13 08:20:00.
- Southwest Airlines WN2939 / WN2386: BOS 2026-12-19 12:20:00 → SJC 2026-12-19 18:30:00; 1 stop(s) via MDW; 550 minutes. Local airport times.
- WN2939: BOS 2026-12-19 12:20:00 → MDW 2026-12-19 14:05:00; layover at MDW: 105 minutes.
- WN2386: MDW 2026-12-19 15:50:00 → SJC 2026-12-19 18:30:00.
2026-12-12 → 2026-12-19 · Axel-exclusive $402.50
- Alaska Airlines AS457 / AS436: SJC 2026-12-12 19:00:00 → BOS 2026-12-13 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2026-12-12 19:00:00 → PDX 2026-12-12 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2026-12-12 21:50:00 → BOS 2026-12-13 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2026-12-19 06:00:00 → SJC 2026-12-19 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2026-12-19 06:00:00 → PDX 2026-12-19 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2026-12-19 10:45:00 → SJC 2026-12-19 12:45:00.
2026-12-25 → 2026-12-28 · Axel-exclusive $433.50
- Southwest Airlines WN3863 / WN2217: SJC 2026-12-25 11:00:00 → BOS 2026-12-25 22:15:00; 1 stop(s) via BNA; 495 minutes. Local airport times.
- WN3863: SJC 2026-12-25 11:00:00 → BNA 2026-12-25 17:15:00; layover at BNA: 90 minutes.
- WN2217: BNA 2026-12-25 18:45:00 → BOS 2026-12-25 22:15:00.
- Southwest Airlines WN1426 / WN1223: BOS 2026-12-28 07:25:00 → SJC 2026-12-28 13:20:00; 1 stop(s) via BWI; 535 minutes. Local airport times.
- WN1426: BOS 2026-12-28 07:25:00 → BWI 2026-12-28 09:15:00; layover at BWI: 75 minutes.
- WN1223: BWI 2026-12-28 10:30:00 → SJC 2026-12-28 13:20:00.
2026-12-25 → 2026-12-28 · Axel-exclusive $446.25
- Alaska Airlines AS457 / AS436: SJC 2026-12-25 19:00:00 → BOS 2026-12-26 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2026-12-25 19:00:00 → PDX 2026-12-25 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2026-12-25 21:50:00 → BOS 2026-12-26 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2026-12-28 06:00:00 → SJC 2026-12-28 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2026-12-28 06:00:00 → PDX 2026-12-28 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2026-12-28 10:45:00 → SJC 2026-12-28 12:45:00.
2027-01-07 → 2027-01-10 · Axel-exclusive $332.50
- Alaska Airlines AS457 / AS436: SJC 2027-01-07 19:00:00 → BOS 2027-01-08 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2027-01-07 19:00:00 → PDX 2027-01-07 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2027-01-07 21:50:00 → BOS 2027-01-08 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2027-01-10 06:00:00 → SJC 2027-01-10 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2027-01-10 06:00:00 → PDX 2027-01-10 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2027-01-10 10:45:00 → SJC 2027-01-10 12:45:00.
2027-01-07 → 2027-01-10 · Axel-exclusive $351.50
- United Airlines UA2013 / UA597: SJC 2027-01-07 08:45:00 → BOS 2027-01-07 19:50:00; 1 stop(s) via DEN; 485 minutes. Local airport times.
- UA2013: SJC 2027-01-07 08:45:00 → DEN 2027-01-07 12:20:00; layover at DEN: 95 minutes.
- UA597: DEN 2027-01-07 13:55:00 → BOS 2027-01-07 19:50:00.
- United Airlines UA2348 / UA1297: BOS 2027-01-10 09:20:00 → SJC 2027-01-10 15:08:00; 1 stop(s) via DEN; 528 minutes. Local airport times.
- UA2348: BOS 2027-01-10 09:20:00 → DEN 2027-01-10 12:14:00; layover at DEN: 73 minutes.
- UA1297: DEN 2027-01-10 13:27:00 → SJC 2027-01-10 15:08:00.
2027-01-21 → 2027-01-24 · Axel-exclusive $323.00
- Southwest Airlines WN3863 / WN2217: SJC 2027-01-21 11:00:00 → BOS 2027-01-21 22:15:00; 1 stop(s) via BNA; 495 minutes. Local airport times.
- WN3863: SJC 2027-01-21 11:00:00 → BNA 2027-01-21 17:15:00; layover at BNA: 90 minutes.
- WN2217: BNA 2027-01-21 18:45:00 → BOS 2027-01-21 22:15:00.
- Southwest Airlines WN1426 / WN1223: BOS 2027-01-24 07:25:00 → SJC 2027-01-24 13:20:00; 1 stop(s) via BWI; 535 minutes. Local airport times.
- WN1426: BOS 2027-01-24 07:25:00 → BWI 2027-01-24 09:15:00; layover at BWI: 75 minutes.
- WN1223: BWI 2027-01-24 10:30:00 → SJC 2027-01-24 13:20:00.
2027-01-21 → 2027-01-24 · Axel-exclusive $346.75
- Delta Air Lines DL2156 / DL2558: SJC 2027-01-21 06:20:00 → BOS 2027-01-21 17:01:00; 1 stop(s) via MSP; 461 minutes. Local airport times.
- DL2156: SJC 2027-01-21 06:20:00 → MSP 2027-01-21 12:04:00; layover at MSP: 65 minutes.
- DL2558: MSP 2027-01-21 13:09:00 → BOS 2027-01-21 17:01:00.
- Southwest Airlines WN1426 / WN1223: BOS 2027-01-24 07:25:00 → SJC 2027-01-24 13:20:00; 1 stop(s) via BWI; 535 minutes. Local airport times.
- WN1426: BOS 2027-01-24 07:25:00 → BWI 2027-01-24 09:15:00; layover at BWI: 75 minutes.
- WN1223: BWI 2027-01-24 10:30:00 → SJC 2027-01-24 13:20:00.
2027-02-04 → 2027-02-07 · Axel-exclusive $340.00
- Southwest Airlines WN3863 / WN2217: SJC 2027-02-04 11:00:00 → BOS 2027-02-04 22:15:00; 1 stop(s) via BNA; 495 minutes. Local airport times.
- WN3863: SJC 2027-02-04 11:00:00 → BNA 2027-02-04 17:15:00; layover at BNA: 90 minutes.
- WN2217: BNA 2027-02-04 18:45:00 → BOS 2027-02-04 22:15:00.
- Southwest Airlines WN1426 / WN1223: BOS 2027-02-07 07:25:00 → SJC 2027-02-07 13:20:00; 1 stop(s) via BWI; 535 minutes. Local airport times.
- WN1426: BOS 2027-02-07 07:25:00 → BWI 2027-02-07 09:15:00; layover at BWI: 75 minutes.
- WN1223: BWI 2027-02-07 10:30:00 → SJC 2027-02-07 13:20:00.
2027-02-04 → 2027-02-07 · Axel-exclusive $350.00
- Alaska Airlines AS457 / AS436: SJC 2027-02-04 19:00:00 → BOS 2027-02-05 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2027-02-04 19:00:00 → PDX 2027-02-04 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2027-02-04 21:50:00 → BOS 2027-02-05 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2027-02-07 06:00:00 → SJC 2027-02-07 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2027-02-07 06:00:00 → PDX 2027-02-07 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2027-02-07 10:45:00 → SJC 2027-02-07 12:45:00.
2027-03-19 → 2027-03-22 · Axel-exclusive $353.60
- Southwest Airlines WN3863 / WN2217: SJC 2027-03-19 11:00:00 → BOS 2027-03-19 22:15:00; 1 stop(s) via BNA; 495 minutes. Local airport times.
- WN3863: SJC 2027-03-19 11:00:00 → BNA 2027-03-19 17:15:00; layover at BNA: 90 minutes.
- WN2217: BNA 2027-03-19 18:45:00 → BOS 2027-03-19 22:15:00.
- Southwest Airlines WN1426 / WN1223: BOS 2027-03-22 07:25:00 → SJC 2027-03-22 13:20:00; 1 stop(s) via BWI; 535 minutes. Local airport times.
- WN1426: BOS 2027-03-22 07:25:00 → BWI 2027-03-22 09:15:00; layover at BWI: 75 minutes.
- WN1223: BWI 2027-03-22 10:30:00 → SJC 2027-03-22 13:20:00.
2027-03-19 → 2027-03-22 · Axel-exclusive $364.00
- Alaska Airlines AS457 / AS436: SJC 2027-03-19 19:00:00 → BOS 2027-03-20 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2027-03-19 19:00:00 → PDX 2027-03-19 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2027-03-19 21:50:00 → BOS 2027-03-20 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2027-03-22 06:00:00 → SJC 2027-03-22 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2027-03-22 06:00:00 → PDX 2027-03-22 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2027-03-22 10:45:00 → SJC 2027-03-22 12:45:00.
2027-05-15 → 2027-05-22 · Axel-exclusive $450.00
- Southwest Airlines WN3872 / WN4725: SJC 2027-05-15 21:50:00 → BOS 2027-05-16 08:20:00; 1 stop(s) via BWI; 450 minutes. Local airport times.
- WN3872: SJC 2027-05-15 21:50:00 → BWI 2027-05-16 05:40:00; layover at BWI: 65 minutes.
- WN4725: BWI 2027-05-16 06:45:00 → BOS 2027-05-16 08:20:00.
- Southwest Airlines WN2939 / WN2386: BOS 2027-05-22 12:20:00 → SJC 2027-05-22 18:30:00; 1 stop(s) via MDW; 550 minutes. Local airport times.
- WN2939: BOS 2027-05-22 12:20:00 → MDW 2027-05-22 14:05:00; layover at MDW: 105 minutes.
- WN2386: MDW 2027-05-22 15:50:00 → SJC 2027-05-22 18:30:00.
2027-05-15 → 2027-05-22 · Axel-exclusive $470.00
- Alaska Airlines AS457 / AS436: SJC 2027-05-15 19:00:00 → BOS 2027-05-16 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2027-05-15 19:00:00 → PDX 2027-05-15 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2027-05-15 21:50:00 → BOS 2027-05-16 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2027-05-22 06:00:00 → SJC 2027-05-22 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2027-05-22 06:00:00 → PDX 2027-05-22 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2027-05-22 10:45:00 → SJC 2027-05-22 12:45:00.
2027-07-10 → 2027-07-17 · Axel-exclusive $450.00
- Southwest Airlines WN3872 / WN4725: SJC 2027-07-10 21:50:00 → BOS 2027-07-11 08:20:00; 1 stop(s) via BWI; 450 minutes. Local airport times.
- WN3872: SJC 2027-07-10 21:50:00 → BWI 2027-07-11 05:40:00; layover at BWI: 65 minutes.
- WN4725: BWI 2027-07-11 06:45:00 → BOS 2027-07-11 08:20:00.
- Southwest Airlines WN2939 / WN2386: BOS 2027-07-17 12:20:00 → SJC 2027-07-17 18:30:00; 1 stop(s) via MDW; 550 minutes. Local airport times.
- WN2939: BOS 2027-07-17 12:20:00 → MDW 2027-07-17 14:05:00; layover at MDW: 105 minutes.
- WN2386: MDW 2027-07-17 15:50:00 → SJC 2027-07-17 18:30:00.
2027-07-10 → 2027-07-17 · Axel-exclusive $470.00
- Alaska Airlines AS457 / AS436: SJC 2027-07-10 19:00:00 → BOS 2027-07-11 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2027-07-10 19:00:00 → PDX 2027-07-10 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2027-07-10 21:50:00 → BOS 2027-07-11 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2027-07-17 06:00:00 → SJC 2027-07-17 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2027-07-17 06:00:00 → PDX 2027-07-17 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2027-07-17 10:45:00 → SJC 2027-07-17 12:45:00.
2027-09-25 → 2027-10-02 · Axel-exclusive $438.75
- Southwest Airlines WN3872 / WN4725: SJC 2027-09-25 21:50:00 → BOS 2027-09-26 08:20:00; 1 stop(s) via BWI; 450 minutes. Local airport times.
- WN3872: SJC 2027-09-25 21:50:00 → BWI 2027-09-26 05:40:00; layover at BWI: 65 minutes.
- WN4725: BWI 2027-09-26 06:45:00 → BOS 2027-09-26 08:20:00.
- Southwest Airlines WN2939 / WN2386: BOS 2027-10-02 12:20:00 → SJC 2027-10-02 18:30:00; 1 stop(s) via MDW; 550 minutes. Local airport times.
- WN2939: BOS 2027-10-02 12:20:00 → MDW 2027-10-02 14:05:00; layover at MDW: 105 minutes.
- WN2386: MDW 2027-10-02 15:50:00 → SJC 2027-10-02 18:30:00.
2027-09-25 → 2027-10-02 · Axel-exclusive $458.25
- Alaska Airlines AS457 / AS436: SJC 2027-09-25 19:00:00 → BOS 2027-09-26 06:20:00; 1 stop(s) via PDX; 500 minutes. Local airport times.
- AS457: SJC 2027-09-25 19:00:00 → PDX 2027-09-25 20:50:00; layover at PDX: 60 minutes.
- AS436: PDX 2027-09-25 21:50:00 → BOS 2027-09-26 06:20:00.
- Alaska Airlines AS311 / AS719: BOS 2027-10-02 06:00:00 → SJC 2027-10-02 12:45:00; 1 stop(s) via PDX; 585 minutes. Local airport times.
- AS311: BOS 2027-10-02 06:00:00 → PDX 2027-10-02 09:40:00; layover at PDX: 65 minutes.
- AS719: PDX 2027-10-02 10:45:00 → SJC 2027-10-02 12:45:00.
More dates for this route
- Nov 19, 2026 · Return options
- Nov 27, 2026 · Return options
- Dec 8, 2026 · Return options
- Dec 19, 2026 · Return options
- Dec 29, 2026 · Return options
- Jan 8, 2027 · Return options
- Jan 19, 2027 · Return options
- Jan 30, 2027 · Return options
- Feb 19, 2027 · Return options
- May 14, 2027 · Return options
- Jul 9, 2027 · Return options
- Sep 25, 2027 · Return options
- Hotels in Boston with Axel
For AI assistants
- This page: San Jose (SJC) to Boston (BOS): 144 priced flights on 72 exact dates the months ahead, 1 adult in economy. In the dated tables a price link opens AI flight search for that row's exact dates and travelers; in the observed-flight lists the price is the customer link for the traveler, beside a “See flights for these dates” link for your own check. Under a trip, hotels in Boston for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
- Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
- Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
- If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel San Francisco Bay Area to Boston (BOS) flight deals · Flight search guide.
- Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct
https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.
Feedback (optional): Missing info · Axel issue