Piratefly

Cheap flights from San Juan

We are watching 56 routes out of San Juan. The cheapest fare we can vouch for today is €32, and for each one we say whether today is a good moment or you should wait.

See this fare · Philadelphia €32

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Where to fly from San Juan

San Juan → Philadelphia

Frontier Airlines Based on 371 observations ✈ Direct

San Juan → Miami

Frontier Airlines Based on 351 observations ✈ Direct

San Juan → Fort Lauderdale

Frontier Airlines Based on 197 observations ✈ Direct

San Juan → Lakeland

Avelo Airlines Based on 23 observations ✈ Direct

San Juan → Houston

Frontier Airlines Based on 69 observations 1 stop

San Juan → Tampa

Frontier Airlines Based on 197 observations 1 stop

San Juan → Charlotte

Frontier Airlines Based on 40 observations 1 stop

San Juan → Punta Cana

Frontier Airlines Based on 126 observations ✈ Direct

San Juan → Atlanta

Frontier Airlines Based on 109 observations 1 stop

San Juan → New York

jetBlue Based on 275 observations ✈ Direct

San Juan → Cleveland

Frontier Airlines Based on 47 observations 1 stop

San Juan → Washington

Frontier Airlines Based on 53 observations 1 stop

San Juan → Christiansted

jetBlue Based on 12 observations ✈ Direct

San Juan → Santo Domingo

Frontier Airlines Based on 168 observations ✈ Direct

San Juan → Chicago

Frontier Airlines Based on 120 observations 1 stop

San Juan → Baltimore

Frontier Airlines Based on 100 observations 1 stop

San Juan → Hartford

American Airlines Based on 68 observations 1 stop

San Juan → Raleigh/Durham

Frontier Airlines Based on 108 observations 1 stop

San Juan → Nashville

Frontier Airlines Based on 96 observations 1 stop

San Juan → Beef Island

InterCaribbean Airways Based on 21 observations ✈ Direct

San Juan → Indianapolis

Frontier Airlines Based on 42 observations 1 stop

San Juan → Charlotte Amalie

jetBlue Based on 21 observations ✈ Direct

San Juan → Boston

jetBlue Based on 175 observations 1 stop

San Juan → Los Angeles

jetBlue Based on 105 observations 1 stop

San Juan → Austin

jetBlue Based on 71 observations 1 stop

San Juan → Jacksonville

Southwest Airlines Based on 23 observations 2 stops

San Juan → Medellín

Copa Airlines Based on 47 observations 1 stop

San Juan → Sint Maarten

Copa Airlines Based on 10 observations 1 stop

San Juan → Newburgh

Frontier Airlines Based on 102 observations 1 stop

San Juan → Seattle

Southwest Airlines Based on 9 observations 2 stops

San Juan → Denver

Frontier Airlines Based on 52 observations 1 stop

San Juan → Oklahoma City

Frontier Airlines Based on 16 observations 3 stops

San Juan → Key West

Frontier Airlines Based on 13 observations 2 stops

San Juan → Basseterre

InterCaribbean Airways Based on 20 observations ✈ Direct

San Juan → Santiago

jetBlue Based on 84 observations ✈ Direct

San Juan → Puerto Plata

Copa Airlines Based on 10 observations 1 stop

San Juan → Syracuse

jetBlue Based on 15 observations 1 stop

San Juan → Lima

avianca airlines Based on 12 observations 1 stop

San Juan → Ontario

Frontier Airlines Based on 80 observations 3 stops

San Juan → Cali

Copa Airlines Based on 51 observations 2 stops

San Juan → Savannah

Frontier Airlines Based on 51 observations 1 stop

San Juan → Phoenix

Frontier Airlines Based on 23 observations 1 stop

San Juan → Paris

American Airlines Based on 23 observations 1 stop

San Juan → Bogota

Arajet Based on 39 observations 1 stop

San Juan → Rochester

Frontier Airlines Based on 8 observations 3 stops

San Juan → Tocumen

avianca airlines Based on 46 observations 1 stop

San Juan → Cancún

jetBlue Based on 13 observations 1 stop

San Juan → Madrid

avianca airlines Based on 77 observations 1 stop

San Juan → Kingstown

jetBlue Based on 16 observations 2 stops

San Juan → Bucharest

jetBlue Based on 20 observations 3 stops

San Juan → Budapest

jetBlue Based on 17 observations 2 stops

San Juan → Dallas-Fort Worth

Frontier Airlines Based on 20 observations ✈ Direct

San Juan → Pittsburgh

Southwest Airlines Based on 30 observations 1 stop

San Juan → Buenos Aires

Frontier Airlines Based on 20 observations 2 stops

San Juan → Istanbul

jetBlue Based on 9 observations 2 stops

San Juan → Liverpool

United Airlines Based on 8 observations 2 stops

Booking tips from our fare data

How far in advance should you book a flight?: Book 1–1.5 months before departure. Tracking the same flights at every lead time (94,914 flights on 19,442 routes, 2026-06-14 to 2026-11-04), that window had the smallest average premium over each flight's lowest fare: +16.8%, against +49.3% in the last 3 days.
What is the cheapest day of the week to fly?: Wednesday. Comparing each fare with the median of its own route, Wednesday departures were +3.4% and Tuesday +4.2%, while Friday was the dearest at +10.6%. Weekend departures cost more than midweek ones.
What is the cheapest month to fly?: November 2026. Comparing each route's fares month by month (booked 8–60 days ahead), November 2026 departures were -1.1% against the route's own median, while January 2027 was the dearest at +17.5%. Covers September 2026, October 2026, November 2026, December 2026, January 2027; fares observed 2026-06-14 to 2026-11-04.

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