Cheapest return flights from Chicago to San Juan in January from $128

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

23 Jan - 29 Jan Frontier Airlines
23 Jan - 30 Jan Frontier Airlines
27 Jan - 30 Jan Frontier Airlines
13 Jan - 17 Jan Frontier Airlines
13 Jan - 18 Jan Frontier Airlines
27 Jan - 01 Feb Frontier Airlines
13 Jan - 23 Jan Frontier Airlines
09 Jan - 16 Jan Frontier Airlines
09 Jan - 14 Jan Frontier Airlines
14 Jan - 30 Jan Spirit Airlines
25 Jan - 29 Jan Spirit Airlines
31 Jan - 06 Feb Frontier Airlines
31 Jan - 05 Feb Frontier Airlines
25 Jan - 01 Feb Spirit Airlines direct
27 Jan - 01 Feb Spirit Airlines direct
27 Jan - 03 Feb Frontier Airlines
31 Jan - 04 Feb Frontier Airlines
30 Jan - 02 Feb Frontier Airlines
29 Jan - 02 Feb Spirit Airlines
24 Jan - 03 Feb Frontier Airlines

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

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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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