Cheapest return flights from Chicago to San Juan in January from $344

Best time to book flights for Chicago (ORD) to San Juan (SJU) flights at AirHint

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

Return flights

08 Jan - 15 Jan Delta
08 Jan - 15 Jan American Airlines direct
20 Jan - 27 Jan American Airlines direct
27 Jan - 03 Feb American Airlines direct
20 Jan - 20 Feb American Airlines direct
29 Jan - 09 Feb American Airlines
20 Jan - 26 Jan American Airlines
04 Jan - 12 Jan American Airlines
29 Jan - 09 Feb American Airlines direct
20 Jan - 26 Jan United direct
04 Jan - 12 Jan United direct
06 Jan - 10 Jan Air Canada
09 Jan - 14 Jan Aeromexico

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

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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