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.
Category: <span>Puerto Rico</span>
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.
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.
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)
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.
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.
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
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.
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.
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.
Southwest and United has round-trip flights from Milwaukee or Chicago (MKE, ORD) to San Juan, Puerto Rico (SJU) for $175-$224, Nonstop or with a connection. Flights between August to December. Holiday blackouts.
Flights departing Milwaukee are cheapest, but have a connection while flights departing Chicago are Nonstop, but cost more.
American Airlines has round-trip flights from Los Angeles (LAX) to San Juan, Puerto Rico (SJU) for $235 with a connection. Flights August to November. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.

Nonstop Flights: Newark/New York to/from San Juan, Puerto Rico $146-$166 r/t [June-August] – JetBlue
JetBlue has round-trip flights from Newark/New York (EWR) to San Juan, Puerto Rico (SJU) for $146-$166, NONSTOP. Flights June to August. Extended weekends available. Origin/Destination reversible.
Delta has round-trip flights from New York (JFK) to San Juan, Puerto Rico (SJU) for $156-$161, NONSTOP. Flights June and August. Departures on Monday, Tuesday, Wednesday, Saturday, and Sunday. Origin/Destination reversible.
Delta has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $218-$228, NONSTOP. Flights May to August. Very few weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on Delta. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
United has round-trip flights from Milwaukee (MKE) to San Juan, Puerto Rico (SJU) for $215 with a connection. Flights August, September, October, November, January, and February. No Friday departures. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
JetBlue has round-trip flights from New York (JFK) to San Juan, Puerto Rico (SJU) for $138, NONSTOP. Flights March to June. Weekends available. Origin/Destination reversible.
United has round-trip flights from Milwaukee (MKE) to San Juan, Puerto Rico (SJU) for $215 with a connection. Flights April to May. No Thursday departures. Very few extended weekends available. Origin/Destination reversible.
Delta has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $206-$216, NONSTOP. Flights February to March. Extended weekends available. Origin/Destination reversible.
This is the lowest I’ve seen ATL-SJU since starting coverage out of Atlanta for dates outside of hurricane season.
The next lowest was $220, found on Aug-7-2023, hurricane season dates.
Delta and JetBlue have round-trip flights from New York (JFK) to San Juan, Puerto Rico (SJU) for $158-$167, NONSTOP. Flights February to May. Weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on Delta. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

