Cheapest return flights from Chicago to San Juan in April from 171€

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

Return flights

16 Apr - 18 Apr Frontier Airlines
23 Apr - 25 Apr Frontier Airlines
16 Apr - 20 Apr Frontier Airlines
19 Apr - 23 Apr Frontier Airlines
16 Apr - 21 Apr Delta
14 Apr - 21 Apr Delta
16 Apr - 19 Apr Frontier Airlines
23 Apr - 26 Apr Frontier Airlines
22 Apr - 26 Apr Frontier Airlines
01 Apr - 08 Apr Frontier Airlines
29 Apr - 16 May Frontier Airlines
28 Apr - 01 May Southwest Airlines
28 Apr - 04 May Southwest Airlines
29 Apr - 04 May Southwest Airlines
29 Apr - 03 May Southwest Airlines

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

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