Cheapest return flights from Chicago to San Juan in February from 156€

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

Return flights

21 Feb - 26 Feb Frontier Airlines
12 Feb - 19 Feb Frontier Airlines
22 Feb - 25 Feb Frontier Airlines
06 Feb - 11 Feb Frontier Airlines
23 Feb - 27 Feb Frontier Airlines
02 Feb - 08 Feb Frontier Airlines
19 Feb - 22 Feb Frontier Airlines
12 Feb - 20 Feb Frontier Airlines
01 Feb - 07 Feb Frontier Airlines
24 Feb - 28 Feb Frontier Airlines
25 Feb - 03 Mar Frontier Airlines
26 Feb - 02 Mar Frontier Airlines
28 Feb - 06 Mar Frontier Airlines
27 Feb - 03 Mar Frontier Airlines
26 Feb - 01 Mar Frontier Airlines
28 Feb - 07 Mar Frontier Airlines
27 Feb - 02 Mar Frontier Airlines
27 Feb - 07 Mar Frontier Airlines
27 Feb - 01 Mar Frontier Airlines
25 Feb - 01 Mar Southwest Airlines

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

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