San Jose (SJC) to Portland (PWM)
Lowest published fares for the months ahead: $400 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 19–22, 2026; $210 one way, Axel-exclusive, Southwest Airlines, 1 stop, Dec 1, 2026; 72 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 Portland (PWM): 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 $400.00 |
| 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 $400.00 |
| 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 $450.00 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $262.50 |
| 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 $500.00 |
| 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 $500.00 |
| 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 $500.00 |
| 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 $450.00 |
San Jose (SJC) to Portland (PWM): 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 $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $450.00 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $210.00 |
| 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 $450.00 |
| 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 $450.00 |
| 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 $500.00 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $262.50 |
| 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 $500.00 |
| 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 $500.00 |
| 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 $490.00 |
| 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 $490.00 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $252.00 |
| 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 $480.00 |
| 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 $480.00 |
San Jose (SJC) to Portland (PWM): 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 $440.00 |
| 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 $440.00 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 |
Southwest Airlines |
Up to 1 stop each way |
Axel-exclusive $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
San Jose (SJC) to Portland (PWM): 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 $210.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
| 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 $400.00 |
San Jose (SJC) to Portland (PWM): March 2027
San Jose (SJC) to Portland (PWM): April 2027
San Jose (SJC) to Portland (PWM): May 2027
San Jose (SJC) to Portland (PWM): June 2027
San Jose (SJC) to Portland (PWM): July 2027
San Jose (SJC) to Portland (PWM): August 2027
San Jose (SJC) to Portland (PWM): 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 $624.00 |
| 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 $585.00 |
| 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 $546.00 |
| 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 $559.00 |
Hotels in Portland, Maine for these trips
Hotels: under a trip, hotels in Portland, Maine 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 Portland, Maine for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $204 total · 4★ DoubleTree by Hilton Hotel Portland, $256 total
- Hotels in Portland, Maine for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $204 total · 4★ DoubleTree by Hilton Hotel Portland, $256 total
- Hotels in Portland, Maine for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $483 total · 4★ DoubleTree by Hilton Hotel Portland, $537 total
- Hotels in Portland, Maine for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $354 total · 4★ DoubleTree by Hilton Hotel Portland, $395 total
- Hotels in Portland, Maine for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $218 total · 4★ DoubleTree by Hilton Hotel Portland, $255 total
- Hotels in Portland, Maine for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $218 total · 4★ DoubleTree by Hilton Hotel Portland, $256 total
- Hotels in Portland, Maine for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $496 total · 4★ DoubleTree by Hilton Hotel Portland, $530 total
- Hotels in Portland, Maine for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $251 total
- Hotels in Portland, Maine for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $250 total
- Hotels in Portland, Maine for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $499 total · 4★ DoubleTree by Hilton Hotel Portland, $523 total
- Hotels in Portland, Maine for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $247 total
- Hotels in Portland, Maine for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $247 total
- Hotels in Portland, Maine for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $499 total · 4★ DoubleTree by Hilton Hotel Portland, $523 total
- Hotels in Portland, Maine for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $248 total
- Hotels in Portland, Maine for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $251 total
- Hotels in Portland, Maine for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $499 total · 4★ DoubleTree by Hilton Hotel Portland, $527 total
- Hotels in Portland, Maine for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $361 total · 4★ DoubleTree by Hilton Hotel Portland, $387 total
- Hotels in Portland, Maine for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $249 total
- Hotels in Portland, Maine for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $249 total
- Hotels in Portland, Maine for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $523 total · 4★ DoubleTree by Hilton Hotel Portland, $562 total
- Hotels in Portland, Maine for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $239 total · 4★ DoubleTree by Hilton Hotel Portland, $266 total
- Hotels in Portland, Maine for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $255 total · 4★ DoubleTree by Hilton Hotel Portland, $272 total
- Hotels in Portland, Maine for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $239 total · 4★ DoubleTree by Hilton Hotel Portland, $219 total
- Hotels in Portland, Maine for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $461 total · 4★ DoubleTree by Hilton Hotel Portland, $496 total
- Hotels in Portland, Maine for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $129 total · 4★ DoubleTree by Hilton Hotel Portland, $218 total
- Hotels in Portland, Maine for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $129 total · 4★ DoubleTree by Hilton Hotel Portland, $219 total
- Hotels in Portland, Maine for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $451 total · 4★ DoubleTree by Hilton Hotel Portland, $498 total
- Hotels in Portland, Maine for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $219 total
- Hotels in Portland, Maine for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $218 total
- Hotels in Portland, Maine for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $499 total · 4★ DoubleTree by Hilton Hotel Portland, $500 total
- Hotels in Portland, Maine for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $222 total
- Hotels in Portland, Maine for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $221 total
- Hotels in Portland, Maine for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $499 total · 4★ DoubleTree by Hilton Hotel Portland, $496 total
- Hotels in Portland, Maine for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $218 total
- Hotels in Portland, Maine for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $223 total · 4★ DoubleTree by Hilton Hotel Portland, $219 total
- Hotels in Portland, Maine for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $501 total · 4★ DoubleTree by Hilton Hotel Portland, $495 total
- Hotels in Portland, Maine for these nights (Feb 4–7, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $227 total · 4★ DoubleTree by Hilton Hotel Portland, $216 total
- Hotels in Portland, Maine for these nights (Feb 5–8, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $229 total · 4★ DoubleTree by Hilton Hotel Portland, $214 total
- Hotels in Portland, Maine for these nights (Feb 6–13, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $513 total · 4★ DoubleTree by Hilton Hotel Portland, $491 total
- Hotels in Portland, Maine for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $245 total · 4★ DoubleTree by Hilton Hotel Portland, $217 total
- Hotels in Portland, Maine for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $229 total · 4★ DoubleTree by Hilton Hotel Portland, $216 total
- Hotels in Portland, Maine for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $529 total · 4★ DoubleTree by Hilton Hotel Portland, $503 total
- Hotels in Portland, Maine for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $238 total · 4★ DoubleTree by Hilton Hotel Portland, $226 total
- Hotels in Portland, Maine for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $534 total · 4★ DoubleTree by Hilton Hotel Portland, $512 total
- Hotels in Portland, Maine for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $320 total · 4★ DoubleTree by Hilton Hotel Portland, $298 total
- Hotels in Portland, Maine for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area, $295 total · 4★ DoubleTree by Hilton Hotel Portland, $254 total
- Hotels in Portland, Maine for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $650 total · 4★ DoubleTree by Hilton Hotel Portland, $651 total
- Hotels in Portland, Maine for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (May 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Jul 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
- Hotels in Portland, Maine for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
All hotels in Portland, Maine
Route overview: San Francisco Bay Area to Portland (PWM) flight deals
2026-11-19 → 2026-11-22 · Axel-exclusive $400.00
- Southwest Airlines WN3872 / WN1705: SJC 2026-11-19 21:50:00 → PWM 2026-11-20 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2026-11-19 21:50:00 → BWI 2026-11-20 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2026-11-20 07:55:00 → PWM 2026-11-20 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2026-11-22 05:25:00 → SJC 2026-11-22 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2026-11-22 05:25:00 → BWI 2026-11-22 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2026-11-22 10:30:00 → SJC 2026-11-22 13:20:00.
2026-11-24 · one way · Axel-exclusive $262.50
- Southwest Airlines WN3872 / WN1705: SJC 2026-11-24 21:50:00 → PWM 2026-11-25 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2026-11-24 21:50:00 → BWI 2026-11-25 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2026-11-25 07:55:00 → PWM 2026-11-25 09:25:00.
2026-11-28 → 2026-12-05 · Axel-exclusive $450.00
- Southwest Airlines WN3872 / WN1705: SJC 2026-11-28 21:50:00 → PWM 2026-11-29 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2026-11-28 21:50:00 → BWI 2026-11-29 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2026-11-29 07:55:00 → PWM 2026-11-29 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2026-12-05 05:25:00 → SJC 2026-12-05 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2026-12-05 05:25:00 → BWI 2026-12-05 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2026-12-05 10:30:00 → SJC 2026-12-05 13:20:00.
2026-12-12 → 2026-12-19 · Axel-exclusive $450.00
- Southwest Airlines WN3872 / WN1705: SJC 2026-12-12 21:50:00 → PWM 2026-12-13 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2026-12-12 21:50:00 → BWI 2026-12-13 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2026-12-13 07:55:00 → PWM 2026-12-13 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2026-12-19 05:25:00 → SJC 2026-12-19 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2026-12-19 05:25:00 → BWI 2026-12-19 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2026-12-19 10:30:00 → SJC 2026-12-19 13:20:00.
2026-12-25 → 2026-12-28 · Axel-exclusive $490.00
- Southwest Airlines WN3872 / WN1705: SJC 2026-12-25 21:50:00 → PWM 2026-12-26 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2026-12-25 21:50:00 → BWI 2026-12-26 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2026-12-26 07:55:00 → PWM 2026-12-26 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2026-12-28 05:25:00 → SJC 2026-12-28 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2026-12-28 05:25:00 → BWI 2026-12-28 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2026-12-28 10:30:00 → SJC 2026-12-28 13:20:00.
2027-01-07 → 2027-01-10 · Axel-exclusive $400.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-01-07 21:50:00 → PWM 2027-01-08 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-01-07 21:50:00 → BWI 2027-01-08 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-01-08 07:55:00 → PWM 2027-01-08 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-01-10 05:25:00 → SJC 2027-01-10 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-01-10 05:25:00 → BWI 2027-01-10 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-01-10 10:30:00 → SJC 2027-01-10 13:20:00.
2027-01-21 → 2027-01-24 · Axel-exclusive $400.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-01-21 21:50:00 → PWM 2027-01-22 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-01-21 21:50:00 → BWI 2027-01-22 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-01-22 07:55:00 → PWM 2027-01-22 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-01-24 05:25:00 → SJC 2027-01-24 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-01-24 05:25:00 → BWI 2027-01-24 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-01-24 10:30:00 → SJC 2027-01-24 13:20:00.
2027-02-04 → 2027-02-07 · Axel-exclusive $400.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-02-04 21:50:00 → PWM 2027-02-05 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-02-04 21:50:00 → BWI 2027-02-05 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-02-05 07:55:00 → PWM 2027-02-05 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-02-07 05:25:00 → SJC 2027-02-07 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-02-07 05:25:00 → BWI 2027-02-07 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-02-07 10:30:00 → SJC 2027-02-07 13:20:00.
2027-03-19 → 2027-03-22 · Axel-exclusive $400.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-03-19 21:50:00 → PWM 2027-03-20 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-03-19 21:50:00 → BWI 2027-03-20 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-03-20 07:55:00 → PWM 2027-03-20 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-03-22 05:25:00 → SJC 2027-03-22 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-03-22 05:25:00 → BWI 2027-03-22 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-03-22 10:30:00 → SJC 2027-03-22 13:20:00.
2027-05-15 → 2027-05-22 · Axel-exclusive $520.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-05-15 21:50:00 → PWM 2027-05-16 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-05-15 21:50:00 → BWI 2027-05-16 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-05-16 07:55:00 → PWM 2027-05-16 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-05-22 05:25:00 → SJC 2027-05-22 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-05-22 05:25:00 → BWI 2027-05-22 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-05-22 10:30:00 → SJC 2027-05-22 13:20:00.
2027-07-10 → 2027-07-17 · Axel-exclusive $520.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-07-10 21:50:00 → PWM 2027-07-11 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-07-10 21:50:00 → BWI 2027-07-11 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-07-11 07:55:00 → PWM 2027-07-11 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-07-17 05:25:00 → SJC 2027-07-17 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-07-17 05:25:00 → BWI 2027-07-17 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-07-17 10:30:00 → SJC 2027-07-17 13:20:00.
2027-09-25 → 2027-10-02 · Axel-exclusive $559.00
- Southwest Airlines WN3872 / WN1705: SJC 2027-09-25 21:50:00 → PWM 2027-09-26 09:25:00; 1 stop(s) via BWI; 515 minutes. Local airport times.
- WN3872: SJC 2027-09-25 21:50:00 → BWI 2027-09-26 05:40:00; layover at BWI: 135 minutes.
- WN1705: BWI 2027-09-26 07:55:00 → PWM 2027-09-26 09:25:00.
- Southwest Airlines WN3596 / WN1223: PWM 2027-10-02 05:25:00 → SJC 2027-10-02 13:20:00; 1 stop(s) via BWI; 655 minutes. Local airport times.
- WN3596: PWM 2027-10-02 05:25:00 → BWI 2027-10-02 07:20:00; layover at BWI: 190 minutes.
- WN1223: BWI 2027-10-02 10:30:00 → SJC 2027-10-02 13:20:00.
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 Portland, Maine with Axel
For AI assistants
- This page: San Jose (SJC) to Portland (PWM): 72 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 Portland, Maine 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 Portland (PWM) 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_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /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