United has round-trip flights from Portland (PDX) to San Jose, Costa Rica (SJO) for $339 with a connection. Flights April to May. Very few weekends available.
Costa Rica has additional entry requirements due to COVID. You must complete the online Health Assessment and you must purchase travel insurance. Details on this process is on visitcostarica.com.
United has round-trip flights from Los Angeles (LAX) to San Jose or Liberia, Costa Rica (SJO) for $216-$254, NONSTOP. Flights March to May. Extended weekends available. Origin/Destination reversible.
Costa Rica has additional entry requirements due to COVID. You must complete the online Health Assessment and you must purchase travel insurance. Details on this process is on visitcostarica.com.
Change fees are waived, but United’s “Basic Economy” fares do not include a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
Delta has round-trip flights from Portland and Seattle (PDX/SEA) to San Jose, Costa Rica (SJO) for $295-$301 with a connection. Flights March to May. Very few weekends available. Origin/Destination reversible.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
Costa Rica has additional entry requirements due to COVID. You must complete the online Health Assessment and you must purchase travel insurance. Details on this process is on visitcostarica.com.
Delta has round-trip flights from Portland (PDX) to San Jose, Costa Rica (SJO) for $343-$353 with a connection. Flights February to May. Weekends available. Origin/Destination reversible.
Costa Rica has additional entry requirements due to COVID. You must complete the online Health Assessment and you must purchase travel insurance. Details on this process is on visitcostarica.com.
Delta has round-trip flights from Seattle (SEA) to San Jose, Costa Rica (SJO) for $349-$359 with a connection. Flights February to May. Weekends available. Origin/Destination reversible.
Costa Rica has additional entry requirements due to COVID. You must complete the online Health Assessment and you must purchase travel insurance. Details on this process is on visitcostarica.com.
Alaska Airlines has First Class, NONSTOP, round-trip flights from Portland (PDX) to San Jose, California (SJC) for $158 or San Francisco (SFO) for $197. Flights February to May. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
Delta has round-trip flights from Los Angeles (LAX) to San Jose, Costa Rica (SJO) for $254, NONSTOP. Flights February to June. Weekends available. Origin/Destination reversible.
Costa Rica has additional entry requirements due to COVID. You must complete the online Health Assessment and you must purchase travel insurance. Details on this process is on visitcostarica.com.
[12/26/2020 @ 12:30 AM CT] Fare gone. Removing from deal list.
American Airlines has round-trip flights from New York (LGA) to San Jose, California (SJC) for $148 with a connection. Flights January to May. Weekends available. Origin/Destination reversible.
Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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American Airlines has round-trip flights from Chicago (ORD) to San Jose, California (SJC) for $89, NONSTOP. Flights March to May. No Sunday departures. Weekends available. Origin/Destination reversible.
Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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Delta has round-trip flights from Los Angeles (LAX) to San Jose or Liberia, Costa Rica (SJO/LIR) for $280-$296, NONSTOP. Flights December to February. Weekends available.
A negative COVID PCR test result is required for entry.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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Delta has round-trip flights from Milwaukee (MKE) to San Jose or Liberia, Costa Rica (SJO/LIR) for $259-$273 with a connection. San Jose flights January to May. Liberia flights January to March. Weekends available. Origin/Destination reversible.
A negative COVID PCR test result is required for entry.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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American Airlines has round-trip flights from New York (JFK) to San Jose, Costa Rica (SJO) for $238, NONSTOP. Flights February to April. Weekends available. Origin/Destination reversible.
A PCR test isn’t required for entry, but there are additional requirements such as health-insurance. Details are on the US Embassy website, linked.
Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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Patreon supporters receive a recap of all the airfare deals currently available everyday.
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Alaska Airlines has round-trip flights from Los Angeles (LAX) to San Jose or Liberia, Costa Rica (SJO/LIR) for $330-$362, NONSTOP. Flights December to February. Weekends available. Origin/Destination reversible.
A negative PCR COVID test result is required for entry.
Carry-on bag is allowed for free on. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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JetBlue has round-trip flights from New York (JFK) to San Jose, Costa Rica (SJO) for $246-$251, NONSTOP. Flights January to February. Departures on Tuesday, Friday, and Sunday. Weekends available. Origin/Destination reversible.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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JetBlue has round-trip flights from Newark/New York (EWR) to Sint Maarten or San Jose, Costa Rica (SXM, SJO) for $219-$222 with a connection. Flights in September. No Wednesday departures. Weekends available. Origin/Destination reversible.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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COPA has round-trip flights from Chicago (ORD) to San Jose, Costa Rica (SJO) for $206 with a connection. Flights November to May. Weekends available.
Note: Some small OTAs on Skyscanner have this for $173. If you plan on booking there, beware of any site that charges a fee to cancel a ticket within the 24-hour “free” period. Use unknown booking sites at your own risk.
You can save up to an additional $150 on Flight+Hotel packages on Travelocity by using the “WANDER150” coupon-code at checkout.
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United has round-trip flights from Newark/New York (EWR) to San Jose, Costa Rica (SJO) for $289, NONSTOP. Flights September to February. Weekends available. Origin/Destination reversible.
Change fees are waived, but United’s “Basic Economy” fares do not include a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United flights is smaller (9-in/10-in/17-in) than Frontier or Spirit (8-in/14-in/18-in).
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COPA has round-trip flights from Chicago (ORD) to San Jose, Costa Rica (SJO) for $221 with a connection. Flights November to April. Weekends available.
Note: Some small OTAs on Skyscanner have this for $197. If you plan on booking there, beware of any site that charges a fee to cancel a ticket within the 24-hour “free” period. Use unknown booking sites at your own risk.
Change fees are waived on flights purchased before July 31. Airline waiver policy [Link]. Carry-on bag is allowed for free. Seat fees can be avoided by accepting the randomly assigned seat at the gate.
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Due to the covid-19 pandemic, we do not recommend booking travel with departures before July. This fare has departures later in the year.
Avianca and Copa have round-trip flights from New York (JFK) to San Jose, Costa Rica (SJO) for $267-$279 with a connection. Flights July to November. Weekends available.
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COPA has round-trip flights from Los Angeles (LAX) to San Jose (SJO) for $243 with a connection. Flights March, April, May, September, October, November, and December. Weekends available.
Note: Some small OTAs on SkyScanner have this for $231. If you plan on booking there, beware of any site that charges a fee to cancel a ticket within the 24-hour “free” period. Use unknown booking sites at your own risk.
You can also save an additional 16% off your Hotel or up to $150 for Flight+Hotel packages on CheapTickets by using the “WANDERLUST” or “ADVENTURE150” coupon codes at checkout (before finalizing your booking). Be sure to check our coupon code page for a list of other coupons that are available.
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