MONTHS US cities to San Juan, Puerto Rico from only $262 roundtrip Oct 23, 2026 FLIGHT DETAILS & AIRLINE
MONTHS 🔥 Chicago to San Juan, Puerto Rico for only $191 roundtrip Oct 7, 2026 FLIGHT DETAILS & AIRLINE
MONTHS Chicago to San Juan, Puerto Rico for only $218 roundtrip Oct 26, 2025 FLIGHT DETAILS & AIRLINE
MONTHS Chicago to San Juan, Puerto Rico for only $223 roundtrip Apr 18, 2024 FLIGHT DETAILS & AIRLINE
MONTHS 🔥 Chicago to San Juan, Puerto Rico for only $122 roundtrip (Jan-Feb dates) Nov 29, 2023 FLIGHT DETAILS & AIRLINE
MONTHS US cities to the Caribbean or Central America from only $149 roundtrip (Nov-Mar dates) Sep 26, 2023 FLIGHT DETAILS & AIRLINE
MONTHS 🔥 US cities to Puerto Rican cities from only $157 roundtrip (Sep-Dec dates) Sep 6, 2023 FLIGHT DETAILS & AIRLINE
MONTHS Austin or Chicago to San Juan, Puerto Rico from only $273 roundtrip (Jan-May dates) Dec 28, 2022 FLIGHT DETAILS & AIRLINE