Cheapest return flights from Chicago to San Juan in November from $193

AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU) in November 2025 (see full year).

Return flights

07 Nov - 12 Nov Frontier Airlines
09 Nov - 14 Nov Frontier Airlines
02 Nov - 09 Nov Frontier Airlines
06 Nov - 09 Nov Frontier Airlines
06 Nov - 10 Nov Frontier Airlines
12 Nov - 16 Nov jetBlue
06 Nov - 11 Nov Frontier Airlines
05 Nov - 10 Nov jetBlue
09 Nov - 14 Nov United direct
05 Nov - 10 Nov United direct
28 Nov - 05 Dec United
27 Nov - 01 Dec Southwest Airlines
27 Nov - 01 Dec United direct

Also check the deals for one-way flights from Chicago to San Juan in November.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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