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.
Category: <span>San Juan</span>
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.
Delta has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $296, NONSTOP. Flights February to March. Weekends available.
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.
JetBlue and Delta have round-trip flights from New York/Newark (JFK/EWR) to San Juan, Puerto Rico (SJU) for $166-$176, NONSTOP. Flights January to August. 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 Chicago (ORD) to San Juan, Puerto Rico (SJU) for $226, NONSTOP. Flights in January, April, May, August, October, and November. Departures on Monday, Tuesday, Wednesday, and Sunday. No Thanksgiving dates.
United’s “Basic Economy” fares do not allow for 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 is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
American Airlines has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $191, NONSTOP. Flights in January, March, April, May, and August. Departures on Monday, Tuesday, Wednesday, and Sunday.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
United has round-trip flights from Newark/New York (EWR) to San Juan, Puerto Rico (SJU) for $157, NONSTOP. Flights September to December. No Friday departures. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
United’s “Basic Economy” fares do not allow for 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 is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
United has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $166-$170, NONSTOP. Flights in November. Origin/Destination reversible. No Thanksgiving dates.
United’s “Basic Economy” fares do not allow for 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 is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Delta has round-trip flights from Atlanta (ATL) to San Juan, Puerto Rico (SJU) for $245, NONSTOP. Flights August to November. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible. No Thanksgiving dates.
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 Portland (PDX) to San Juan, Puerto Rico (SJU) for $218-$224 with a connection. Flights August to October. Weekends available. Origin/Destination reversible. Flight is an overnight “red-eye” departure.
United’s “Basic Economy” fares do not allow for 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 is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).

