Cheapest return flights from Chicago to San Juan in January from 219€

AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU) in January 2026 (see full year).

Return flights

21 Jan - 30 Jan United direct
25 Jan - 03 Feb United direct
31 Jan - 04 Feb United
21 Jan - 27 Jan United
27 Jan - 30 Jan Spirit Airlines direct
13 Jan - 30 Jan Spirit Airlines direct
11 Jan - 30 Jan Spirit Airlines direct
12 Jan - 30 Jan Spirit Airlines direct
09 Jan - 30 Jan Spirit Airlines direct
24 Jan - 30 Jan Spirit Airlines direct
22 Jan - 30 Jan Spirit Airlines direct
21 Jan - 27 Jan Spirit Airlines direct
27 Jan - 02 Feb Spirit Airlines direct
13 Jan - 02 Feb Spirit Airlines direct
12 Jan - 02 Feb Spirit Airlines direct
30 Jan - 04 Feb Spirit Airlines direct
30 Jan - 02 Feb Spirit Airlines direct
24 Jan - 04 Feb Spirit Airlines direct
24 Jan - 02 Feb Spirit Airlines direct
22 Jan - 04 Feb Spirit Airlines direct

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

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