Flights from Portland to Costa Rica for Christmas 2026

Christmas Day 2026 is Friday, Dec 25. No published fare for Sat Dec 19 – Sat Dec 26, 2026 from Portland yet; the lowest published fares for the months ahead follow.

Christmas is Costa Rica's busiest week and the start of the dry season: Liberia's Pacific beaches sell out first, the cloud forest and volcanoes near San José are cool and clear. Book early and expect peak prices through New Year's.

No nonstop seen to Guanacaste on the dates searched recently. No recent searches for San Jose.

Where to fly from Portland to Costa Rica for Christmas: fares for Christmas week 2026 (Dec 19 to 26) and New Year's week (Dec 26 to Jan 2) to San Jose and Guanacaste. Pick a destination to see every date, or search your own dates in one tap.

AI assistants: For research, follow complete supplied links unchanged.

Saved round trips for Christmas week 2026 (Dec 19 – Dec 26, 2026) and New Year's week (Dec 26 – Jan 2, 2027).

Search my own dates and travelers

Flights for the months ahead

Lowest published fares for the months ahead: $549 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Sep 3–6, 2027; $325 one way, Axel-exclusive, Alaska Airlines, 1 stop, Dec 1, 2026; 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.

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.

Portland (PDX) to San Jose (SJO): November 2026

Travel datesAirlineStopsTotal price
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $719.40
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $763.00
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $719.40
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $763.00
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $778.80
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $826.00
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $383.50
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $407.10
Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $778.80
Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $826.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $778.80
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $826.00
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $719.40
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $763.00
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $719.40
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $763.00

Portland (PDX) to San Jose (SJO): December 2026

Travel datesAirlineStopsTotal price
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $775.50
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $822.50
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $775.50
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $822.50
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $438.75
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $465.75
Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $438.75
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $465.75
Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026United AirlinesUp to 1 stop each wayAxel-exclusive $945.00

Portland (PDX) to San Jose (SJO): January 2027

Travel datesAirlineStopsTotal price
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $891.00
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $945.00
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $775.50
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $822.50
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00

Portland (PDX) to San Jose (SJO): February 2027

Travel datesAirlineStopsTotal price
Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $325.00
Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $345.00
Feb 4, 2027 – Feb 7, 2027 · 3 nights · Compare return dates departing Feb 4, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Feb 4, 2027 – Feb 7, 2027 · 3 nights · Compare return dates departing Feb 4, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Feb 5, 2027 – Feb 8, 2027 · 3 nights · Compare return dates departing Feb 5, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $660.00
Feb 5, 2027 – Feb 8, 2027 · 3 nights · Compare return dates departing Feb 5, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $700.00
Feb 6, 2027 – Feb 13, 2027 · 7 nights · Compare return dates departing Feb 6, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $699.60
Feb 6, 2027 – Feb 13, 2027 · 7 nights · Compare return dates departing Feb 6, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $742.00
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $699.60
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $742.00
Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $699.60
Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $742.00
Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $699.60
Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $742.00

Portland (PDX) to San Jose (SJO): March 2027

Travel datesAirlineStopsTotal price
Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $742.50
Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $787.50
Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $825.00
Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $875.00
Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $793.75
Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $843.75

Portland (PDX) to San Jose (SJO): April 2027

Travel datesAirlineStopsTotal price
Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00
Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00

Portland (PDX) to San Jose (SJO): May 2027

Travel datesAirlineStopsTotal price
May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $579.50
May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $617.50
May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $579.50
May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $617.50
May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $579.50
May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $617.50

Portland (PDX) to San Jose (SJO): June 2027

Travel datesAirlineStopsTotal price
Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00
Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00

Portland (PDX) to San Jose (SJO): July 2027

Travel datesAirlineStopsTotal price
Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $671.00
Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $715.00
Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00
Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00

Portland (PDX) to San Jose (SJO): August 2027

Travel datesAirlineStopsTotal price
Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00
Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $610.00
Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $650.00

Portland (PDX) to San Jose (SJO): September 2027

Travel datesAirlineStopsTotal price
Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $549.00
Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $585.00
Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $549.00
Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $585.00
Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $549.00
Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $585.00
Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027Alaska AirlinesUp to 1 stop each wayAxel-exclusive $564.25
Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027United AirlinesUp to 1 stop each wayAxel-exclusive $601.25

Route overview: Portland to San Jose (SJO) flight deals

2026-11-19 → 2026-11-22 · Axel-exclusive $719.40

  • Alaska Airlines AS388 / AA395: PDX 2026-11-19 10:55:00 → SJO 2026-11-19 23:01:00; 1 stop(s) via DFW; 606 minutes. Local airport times.
    • AS388: PDX 2026-11-19 10:55:00 → DFW 2026-11-19 16:48:00; layover at DFW: 127 minutes.
    • AA395: DFW 2026-11-19 18:55:00 → SJO 2026-11-19 23:01:00.
  • Alaska Airlines AS1511 / AS670: SJO 2026-11-22 01:23:00 → PDX 2026-11-22 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2026-11-22 01:23:00 → LAX 2026-11-22 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2026-11-22 08:20:00 → PDX 2026-11-22 10:50:00.

2026-11-19 → 2026-11-22 · Axel-exclusive $763.00

  • United Airlines UA2615 / UA2312: PDX 2026-11-19 19:26:00 → SJO 2026-11-20 08:32:00; 1 stop(s) via SFO; 666 minutes. Local airport times.
    • UA2615: PDX 2026-11-19 19:26:00 → SFO 2026-11-19 21:18:00; layover at SFO: 170 minutes.
    • UA2312: SFO 2026-11-20 00:08:00 → SJO 2026-11-20 08:32:00.
  • United Airlines UA1087 / UA1337: SJO 2026-11-22 07:30:00 → PDX 2026-11-22 18:07:00; 1 stop(s) via DEN; 757 minutes. Local airport times.
    • UA1087: SJO 2026-11-22 07:30:00 → DEN 2026-11-22 12:15:00; layover at DEN: 238 minutes.
    • UA1337: DEN 2026-11-22 16:13:00 → PDX 2026-11-22 18:07:00.

2026-11-24 · one way · Axel-exclusive $383.50

  • Alaska Airlines AS388 / AA395: PDX 2026-11-24 10:55:00 → SJO 2026-11-24 23:01:00; 1 stop(s) via DFW; 606 minutes. Local airport times.
    • AS388: PDX 2026-11-24 10:55:00 → DFW 2026-11-24 16:48:00; layover at DFW: 127 minutes.
    • AA395: DFW 2026-11-24 18:55:00 → SJO 2026-11-24 23:01:00.

2026-11-24 · one way · Axel-exclusive $407.10

  • United Airlines UA462 / UA1055: PDX 2026-11-24 07:00:00 → SJO 2026-11-24 18:16:00; 1 stop(s) via IAH; 556 minutes. Local airport times.
    • UA462: PDX 2026-11-24 07:00:00 → IAH 2026-11-24 13:07:00; layover at IAH: 87 minutes.
    • UA1055: IAH 2026-11-24 14:34:00 → SJO 2026-11-24 18:16:00.

2026-11-28 → 2026-12-05 · Axel-exclusive $719.40

  • Alaska Airlines AS388 / AA395: PDX 2026-11-28 10:55:00 → SJO 2026-11-28 23:01:00; 1 stop(s) via DFW; 606 minutes. Local airport times.
    • AS388: PDX 2026-11-28 10:55:00 → DFW 2026-11-28 16:48:00; layover at DFW: 127 minutes.
    • AA395: DFW 2026-11-28 18:55:00 → SJO 2026-11-28 23:01:00.
  • Alaska Airlines AS1511 / AS670: SJO 2026-12-05 01:23:00 → PDX 2026-12-05 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2026-12-05 01:23:00 → LAX 2026-12-05 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2026-12-05 08:20:00 → PDX 2026-12-05 10:50:00.

2026-11-28 → 2026-12-05 · Axel-exclusive $763.00

  • United Airlines UA462 / UA1055: PDX 2026-11-28 07:00:00 → SJO 2026-11-28 18:16:00; 1 stop(s) via IAH; 556 minutes. Local airport times.
    • UA462: PDX 2026-11-28 07:00:00 → IAH 2026-11-28 13:07:00; layover at IAH: 87 minutes.
    • UA1055: IAH 2026-11-28 14:34:00 → SJO 2026-11-28 18:16:00.
  • United Airlines UA1079 / UA793: SJO 2026-12-05 09:05:00 → PDX 2026-12-05 22:22:00; 1 stop(s) via EWR; 917 minutes. Local airport times.
    • UA1079: SJO 2026-12-05 09:05:00 → EWR 2026-12-05 15:19:00; layover at EWR: 221 minutes.
    • UA793: EWR 2026-12-05 19:00:00 → PDX 2026-12-05 22:22:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $775.50

  • Alaska Airlines AS37 / AA2643: PDX 2026-12-12 07:00:00 → SJO 2026-12-12 21:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2026-12-12 07:00:00 → MIA 2026-12-12 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2026-12-12 19:10:00 → SJO 2026-12-12 21:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2026-12-19 01:23:00 → PDX 2026-12-19 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2026-12-19 01:23:00 → LAX 2026-12-19 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2026-12-19 08:20:00 → PDX 2026-12-19 10:50:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $822.50

  • United Airlines UA1590 / UA2052: PDX 2026-12-12 23:42:00 → SJO 2026-12-13 13:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2026-12-12 23:42:00 → IAD 2026-12-13 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2026-12-13 08:59:00 → SJO 2026-12-13 13:00:00.
  • United Airlines UA1079 / UA793: SJO 2026-12-19 09:05:00 → PDX 2026-12-19 22:22:00; 1 stop(s) via EWR; 917 minutes. Local airport times.
    • UA1079: SJO 2026-12-19 09:05:00 → EWR 2026-12-19 15:19:00; layover at EWR: 221 minutes.
    • UA793: EWR 2026-12-19 19:00:00 → PDX 2026-12-19 22:22:00.

2026-12-25 → 2026-12-28 · Axel-exclusive $891.00

  • Alaska Airlines AS37 / AA2643: PDX 2026-12-25 07:00:00 → SJO 2026-12-25 21:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2026-12-25 07:00:00 → MIA 2026-12-25 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2026-12-25 19:10:00 → SJO 2026-12-25 21:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2026-12-28 01:23:00 → PDX 2026-12-28 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2026-12-28 01:23:00 → LAX 2026-12-28 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2026-12-28 08:20:00 → PDX 2026-12-28 10:50:00.

2026-12-25 → 2026-12-28 · Axel-exclusive $945.00

  • United Airlines UA2375 / UA536: PDX 2026-12-25 08:50:00 → SJO 2026-12-25 22:00:00; 1 stop(s) via DEN; 670 minutes. Local airport times.
    • UA2375: PDX 2026-12-25 08:50:00 → DEN 2026-12-25 12:20:00; layover at DEN: 206 minutes.
    • UA536: DEN 2026-12-25 15:46:00 → SJO 2026-12-25 22:00:00.
  • United Airlines UA1079 / UA793: SJO 2026-12-28 09:05:00 → PDX 2026-12-28 22:22:00; 1 stop(s) via EWR; 917 minutes. Local airport times.
    • UA1079: SJO 2026-12-28 09:05:00 → EWR 2026-12-28 15:19:00; layover at EWR: 221 minutes.
    • UA793: EWR 2026-12-28 19:00:00 → PDX 2026-12-28 22:22:00.

2027-01-07 → 2027-01-10 · Axel-exclusive $660.00

  • Alaska Airlines AS37 / AA2643: PDX 2027-01-07 07:00:00 → SJO 2027-01-07 21:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-01-07 07:00:00 → MIA 2027-01-07 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-01-07 19:10:00 → SJO 2027-01-07 21:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-01-10 01:23:00 → PDX 2027-01-10 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-01-10 01:23:00 → LAX 2027-01-10 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-01-10 08:20:00 → PDX 2027-01-10 10:50:00.

2027-01-07 → 2027-01-10 · Axel-exclusive $700.00

  • United Airlines UA1590 / UA2052: PDX 2027-01-07 23:42:00 → SJO 2027-01-08 13:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2027-01-07 23:42:00 → IAD 2027-01-08 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2027-01-08 08:59:00 → SJO 2027-01-08 13:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-01-10 14:25:00 → PDX 2027-01-10 23:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-01-10 14:25:00 → IAH 2027-01-10 18:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-01-10 20:25:00 → PDX 2027-01-10 23:17:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $660.00

  • Alaska Airlines AS37 / AA2643: PDX 2027-01-21 07:00:00 → SJO 2027-01-21 21:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-01-21 07:00:00 → MIA 2027-01-21 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-01-21 19:10:00 → SJO 2027-01-21 21:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-01-24 01:23:00 → PDX 2027-01-24 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-01-24 01:23:00 → LAX 2027-01-24 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-01-24 08:20:00 → PDX 2027-01-24 10:50:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $700.00

  • United Airlines UA1590 / UA2052: PDX 2027-01-21 23:42:00 → SJO 2027-01-22 13:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2027-01-21 23:42:00 → IAD 2027-01-22 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2027-01-22 08:59:00 → SJO 2027-01-22 13:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-01-24 14:25:00 → PDX 2027-01-24 23:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-01-24 14:25:00 → IAH 2027-01-24 18:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-01-24 20:25:00 → PDX 2027-01-24 23:17:00.

2027-02-04 → 2027-02-07 · Axel-exclusive $660.00

  • Alaska Airlines AS37 / AA2643: PDX 2027-02-04 07:00:00 → SJO 2027-02-04 21:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-02-04 07:00:00 → MIA 2027-02-04 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-02-04 19:10:00 → SJO 2027-02-04 21:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-02-07 01:23:00 → PDX 2027-02-07 10:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-02-07 01:23:00 → LAX 2027-02-07 06:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-02-07 08:20:00 → PDX 2027-02-07 10:50:00.

2027-02-04 → 2027-02-07 · Axel-exclusive $700.00

  • United Airlines UA1590 / UA2052: PDX 2027-02-04 23:42:00 → SJO 2027-02-05 13:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2027-02-04 23:42:00 → IAD 2027-02-05 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2027-02-05 08:59:00 → SJO 2027-02-05 13:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-02-07 14:25:00 → PDX 2027-02-07 23:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-02-07 14:25:00 → IAH 2027-02-07 18:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-02-07 20:25:00 → PDX 2027-02-07 23:17:00.

2027-03-19 → 2027-03-22 · Axel-exclusive $742.50

  • Alaska Airlines AS37 / AA2643: PDX 2027-03-19 07:00:00 → SJO 2027-03-19 20:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-03-19 07:00:00 → MIA 2027-03-19 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-03-19 19:10:00 → SJO 2027-03-19 20:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-03-22 01:23:00 → PDX 2027-03-22 11:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-03-22 01:23:00 → LAX 2027-03-22 07:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-03-22 09:20:00 → PDX 2027-03-22 11:50:00.

2027-03-19 → 2027-03-22 · Axel-exclusive $787.50

  • United Airlines UA2375 / UA536: PDX 2027-03-19 08:50:00 → SJO 2027-03-19 21:00:00; 1 stop(s) via DEN; 670 minutes. Local airport times.
    • UA2375: PDX 2027-03-19 08:50:00 → DEN 2027-03-19 12:20:00; layover at DEN: 206 minutes.
    • UA536: DEN 2027-03-19 15:46:00 → SJO 2027-03-19 21:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-03-22 14:25:00 → PDX 2027-03-23 00:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-03-22 14:25:00 → IAH 2027-03-22 19:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-03-22 21:25:00 → PDX 2027-03-23 00:17:00.

2027-05-15 → 2027-05-22 · Axel-exclusive $579.50

  • Alaska Airlines AS37 / AA2643: PDX 2027-05-15 07:00:00 → SJO 2027-05-15 20:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-05-15 07:00:00 → MIA 2027-05-15 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-05-15 19:10:00 → SJO 2027-05-15 20:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-05-22 01:23:00 → PDX 2027-05-22 11:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-05-22 01:23:00 → LAX 2027-05-22 07:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-05-22 09:20:00 → PDX 2027-05-22 11:50:00.

2027-05-15 → 2027-05-22 · Axel-exclusive $617.50

  • United Airlines UA1590 / UA2052: PDX 2027-05-15 23:42:00 → SJO 2027-05-16 12:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2027-05-15 23:42:00 → IAD 2027-05-16 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2027-05-16 08:59:00 → SJO 2027-05-16 12:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-05-22 14:25:00 → PDX 2027-05-23 00:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-05-22 14:25:00 → IAH 2027-05-22 19:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-05-22 21:25:00 → PDX 2027-05-23 00:17:00.

2027-07-10 → 2027-07-17 · Axel-exclusive $610.00

  • Alaska Airlines AS37 / AA2643: PDX 2027-07-10 07:00:00 → SJO 2027-07-10 20:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-07-10 07:00:00 → MIA 2027-07-10 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-07-10 19:10:00 → SJO 2027-07-10 20:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-07-17 01:23:00 → PDX 2027-07-17 11:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-07-17 01:23:00 → LAX 2027-07-17 07:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-07-17 09:20:00 → PDX 2027-07-17 11:50:00.

2027-07-10 → 2027-07-17 · Axel-exclusive $650.00

  • United Airlines UA1590 / UA2052: PDX 2027-07-10 23:42:00 → SJO 2027-07-11 12:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2027-07-10 23:42:00 → IAD 2027-07-11 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2027-07-11 08:59:00 → SJO 2027-07-11 12:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-07-17 14:25:00 → PDX 2027-07-18 00:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-07-17 14:25:00 → IAH 2027-07-17 19:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-07-17 21:25:00 → PDX 2027-07-18 00:17:00.

2027-09-25 → 2027-10-02 · Axel-exclusive $564.25

  • Alaska Airlines AS37 / AA2643: PDX 2027-09-25 07:00:00 → SJO 2027-09-25 20:12:00; 1 stop(s) via MIA; 732 minutes. Local airport times.
    • AS37: PDX 2027-09-25 07:00:00 → MIA 2027-09-25 15:48:00; layover at MIA: 202 minutes.
    • AA2643: MIA 2027-09-25 19:10:00 → SJO 2027-09-25 20:12:00.
  • Alaska Airlines AS1511 / AS670: SJO 2027-10-02 01:23:00 → PDX 2027-10-02 11:50:00; 1 stop(s) via LAX; 687 minutes. Local airport times.
    • AS1511: SJO 2027-10-02 01:23:00 → LAX 2027-10-02 07:00:00; layover at LAX: 140 minutes.
    • AS670: LAX 2027-10-02 09:20:00 → PDX 2027-10-02 11:50:00.

2027-09-25 → 2027-10-02 · Axel-exclusive $601.25

  • United Airlines UA1590 / UA2052: PDX 2027-09-25 23:42:00 → SJO 2027-09-26 12:00:00; 1 stop(s) via IAD; 678 minutes. Local airport times.
    • UA1590: PDX 2027-09-25 23:42:00 → IAD 2027-09-26 07:35:00; layover at IAD: 84 minutes.
    • UA2052: IAD 2027-09-26 08:59:00 → SJO 2027-09-26 12:00:00.
  • United Airlines UA1099 / UA1420: SJO 2027-10-02 14:25:00 → PDX 2027-10-03 00:17:00; 1 stop(s) via IAH; 652 minutes. Local airport times.
    • UA1099: SJO 2027-10-02 14:25:00 → IAH 2027-10-02 19:20:00; layover at IAH: 125 minutes.
    • UA1420: IAH 2027-10-02 21:25:00 → PDX 2027-10-03 00:17:00.

More dates for this route

Flights from Portland

More trip ideas from Portland

Costa Rica for Christmas from other cities

Where to go from Portland

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goFlightsAxel-exclusiveDates
San Jose (SJO)San José, the gateway to Costa Rica's volcanoes and cloud forestsNo matching fare savedDec 19 – Dec 26, 2026 (suggested)Search these dates
Guanacaste (LIR)Guanacaste's Pacific beaches and dry-season sunshineNo nonstop seenNo matching fare savedDec 19 – Dec 26, 2026 (suggested)Search these dates

About these places

Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027

Keep exploring

Hotels in Costa Rica with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Costa Rica has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Hotel details in Costa Rica: Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica · City Express by Marriott San Jose Costa Rica · Alameda Cariari · Berlor Airport Inn · Buena Vista Chic Hotel · All 21 hotels in Costa Rica

For AI assistants

  • This page: Flights from Portland to Costa Rica for Christmas. Round-trip fares from Portland to Costa Rica for Christmas: San Jose and Guanacaste, priced for Christmas week 2026 (Dec 19 to 26) and New Year's week (Dec 26 to Jan 2). The cheapest saved fare for each destination, and a link to search your own dates.
  • Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.
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