Cheapest return flights from Chicago to San Juan in February from $212

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

Return flights

04 Feb - 05 Feb United direct
04 Feb - 11 Feb Spirit Airlines direct
04 Feb - 10 Feb Spirit Airlines direct
05 Feb - 10 Feb Spirit Airlines direct
05 Feb - 09 Feb Spirit Airlines direct
05 Feb - 11 Feb Spirit Airlines direct
05 Feb - 07 Feb Spirit Airlines direct
04 Feb - 06 Feb United direct
03 Feb - 05 Feb Spirit Airlines direct
03 Feb - 09 Feb Spirit Airlines direct
10 Feb - 03 Mar Spirit Airlines direct
11 Feb - 03 Mar Spirit Airlines direct
24 Feb - 03 Mar Spirit Airlines direct
20 Feb - 03 Mar Spirit Airlines direct
28 Feb - 03 Mar Spirit Airlines direct
21 Feb - 03 Mar Spirit Airlines direct
19 Feb - 03 Mar Spirit Airlines direct
09 Feb - 02 Mar Spirit Airlines direct
10 Feb - 02 Mar Spirit Airlines direct
11 Feb - 02 Mar Spirit Airlines direct

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

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