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

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

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

Return flights

17 Jan - 25 Jan Frontier Airlines
10 Jan - 25 Jan Frontier Airlines
20 Jan - 23 Jan Frontier Airlines
27 Jan - 30 Jan Frontier Airlines
23 Jan - 25 Jan Frontier Airlines
26 Jan - 29 Jan Frontier Airlines
17 Jan - 19 Jan Frontier Airlines
13 Jan - 17 Jan Frontier Airlines
13 Jan - 23 Jan Frontier Airlines
12 Jan - 16 Jan Frontier Airlines
24 Jan - 02 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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