Avianca and Interjet have round-trip flights from Houston (IAH) to San Jose (SJO) for $346-$376 with a connection. Flights January to May. Lots of weekends available.
Note: Carry on bag is allowed for free, but you will want to keep in mind that there is a 22-lbs weight limit.
Note: Some small OTAs on SkyScanner have this for about -$10 cheaper. 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.
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