Delta has round-trip flights from Houston (IAH/HOU) to San Juan (SJU) for $246 with a connection. Flights August, September, October, November, January, February, March, and April. Weekends available. Origin/Destination reversible.
Priceline has “Express Deals” for $226 on some of these dates. With “Express Deals” the airline and exact flight are hidden until after purchase and those purchases are final. There is no 24-hour free cancellation for “Express Deals”. The flight is guaranteed to be on a major airline. Be sure to select the deal with 0 to 1 stops and a layover less than 3-hours.
Delta tickets purchased before June 30 can be changed without a change fee or Award redeposit fees for a year from the date you purchased it. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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Click for more details and booking links Cheap Flights: Houston to/from San Juan $226-$246 r/t [August-April.2021] – Delta / Priceline Express