American Airlines has round-trip flights from Milwaukee (MKE) to San Juan, Puerto Rico (SJU) for $238-$243 with a connection. Flights August, September, October, November, January, and February. No Thursday departures. Origin/Destination reversible. No Thanksgiving dates.
Category: <span>Puerto Rico</span>
Image Credits: Breezy Baldwin, Creative Commons 2.0
Image Credits: Breezy Baldwin, Creative Commons 2.0
Pretty good price for the dates outside of Hurricane Season.
American Airlines has round-trip flights from Seattle (SEA) to San Juan, Puerto Rico (SJU) for $320-$325 with a connection. Flights September, October, November, January, February, and March. Weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Breezy Baldwin, Creative Commons 2.0
Delta has round-trip flights from New York (JFK) to San Juan, Puerto Rico (SJU) for $227, NONSTOP. Flights September to October. Very few weekends available. Origin/Destination reversible.
Image Credits: Breezy Baldwin, Creative Commons 2.0
JetBlue and Southwest have round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $216 with a connection. Flights August to September. No Saturday departures. Very few weekends available.
This was mentioned a few days ago, but has dropped in price from $272 to $216.
Image Credits: Breezy Baldwin, Creative Commons 2.0
Southwest has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $272 with a connection. Flights August to November. Weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Breezy Baldwin, Creative Commons 2.0
United, Delta, and jetBlue have round-trip flights from Newark/New York (EWR) to San Juan, Puerto Rico (SJU) for $237, NONSTOP. Flights September to October. Weekends available. Origin/Destination reversible.
Image Credits: Breezy Baldwin, Creative Commons 2.0
United has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $227-$233, NONSTOP. Flights August to September. No Thursday departures. Very few weekends available. Origin/Destination reversible.
Image Credits: Breezy Baldwin, Creative Commons 2.0
American Airlines has round-trip flights from Phoenix (PHX) to San Juan, Puerto Rico (SJU) for $334-$339 with a connection. Flights August to December. Very few weekends available. Origin/Destination reversible. No Christmas dates available.
Image Credits: Breezy Baldwin, Creative Commons 2.0
American Airlines has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $227-$237, NONSTOP. Flights in August. Origin/Destination reversible.
Calendar availability is very limited. August. Departures: 7, 8, 11. Returns: only 14. See updated link list on our website for up-to-date list of dates left.
Image Credits: Breezy Baldwin, Creative Commons 2.0
Delta has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $327, NONSTOP. Flights in May. Very few weekends available.
Image Credits: Breezy Baldwin, Creative Commons 2.0
Delta and United have round-trip flights from New York/Newark (JFK/EWR) to San Juan, Puerto Rico (SJU) for $177-$187, NONSTOP. Flights January to April. No Friday departures. Origin/Destination reversible.
Image Credits: Roman Königshofer, Creative Commons 2.0 (flickr)
JetBlue has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $151-$160 with a connection. Flights February to May. Origin/Destination reversible.
This is about $60 cheaper than the Nonstop fares that I mentioned a few days ago. Consider those if you don’t like connecting flights.
Image Credits: Roman Königshofer, Creative Commons 2.0 (flickr)
United and American Airlines have round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $216, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible.
Image Credits: Breezy Baldwin, Creative Commons 2.0
United and JetBlue have round-trip flights from Newark/New York (EWR) to San Juan, Puerto Rico (SJU) for $137-$190, NONSTOP. Flights January to April. No Thursday departures. Origin/Destination reversible.
For jetBlue fares, use code: “SAVE35” to save 35% off of base fare before tax/fees. See the jetBlue promo-page for full coupon-code rule page (link).
Coupon expires: 12/3/25 (11:59 PM EST)
Image Credits: Breezy Baldwin, Creative Commons 2.0
JetBlue has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $150-$159 with a connection. Flights February to September. Weekends available. Origin/Destination reversible.
This is the lowest I’ve seen it since July 2023.
Image Credits: Breezy Baldwin, Creative Commons 2.0
JetBlue has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $206 with a connection. Flights January to February. Departures on Tuesday, Wednesday, and Sunday. Origin/Destination reversible.
Limited calendar availability, use the updated link list on our blog for a list of dates that work.
Image Credits: Breezy Baldwin, Creative Commons 2.0
United has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $218, NONSTOP. Flights January to February. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible.
Cheap Flights: Denver to/from San Juan, Puerto Rico $185 r/t [December-April] (No Christmas) – Delta
Image Credits: Breezy Baldwin, Creative Commons 2.0
Cheap Flights: Denver to/from San Juan, Puerto Rico $185 r/t [December-April] (No Christmas) – Delta
Delta has round-trip flights from Denver (DEN) to San Juan, Puerto Rico (SJU) for $185 with a connection. Flights December to April. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible. No Christmas dates available.
Image Credits: Breezy Baldwin, Creative Commons 2.0
American Airlines has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $218, NONSTOP. Flights October to November. Very few weekends available. No Thanksgiving dates.
Image Credits: Roman Königshofer, Creative Commons 2.0 (flickr)
Delta has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $280, NONSTOP. Flights September, October, November, January, February, and June. Weekends available. No Thanksgiving dates.