Cheapest return flights from Chicago to San Juan in February from $116

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

Return flights

02 Feb - 10 Feb Frontier Airlines
09 Feb - 18 Feb Frontier Airlines
23 Feb - 28 Feb Frontier Airlines
01 Feb - 05 Feb jetBlue
26 Feb - 03 Mar jetBlue
03 Feb - 10 Feb jetBlue
09 Feb - 11 Mar Frontier Airlines
14 Feb - 21 Feb Frontier Airlines
02 Feb - 07 Feb Frontier Airlines
09 Feb - 11 Feb Frontier Airlines
12 Feb - 19 Feb Frontier Airlines
17 Feb - 21 Feb Frontier Airlines
27 Feb - 03 Mar jetBlue
25 Feb - 01 Mar Frontier Airlines
28 Feb - 06 Mar jetBlue
26 Feb - 05 Mar jetBlue
26 Feb - 01 Mar jetBlue
28 Feb - 07 Mar jetBlue
27 Feb - 02 Mar Frontier Airlines
27 Feb - 07 Mar jetBlue

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

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