Cheapest return flights from Chicago to San Juan in May from 150€

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

Return flights

05 May - 13 May Frontier Airlines
05 May - 07 May Frontier Airlines
10 May - 13 May Frontier Airlines
06 May - 13 May Frontier Airlines
01 May - 06 May Frontier Airlines
01 May - 03 May Frontier Airlines
01 May - 07 May Frontier Airlines
04 May - 10 May Frontier Airlines
08 May - 13 May Frontier Airlines
01 May - 08 May Frontier Airlines
31 May - 09 Jun Spirit Airlines direct
19 May - 08 Jun Spirit Airlines direct
19 May - 04 Jun Spirit Airlines direct
19 May - 07 Jun Spirit Airlines direct
31 May - 08 Jun Spirit Airlines direct
31 May - 07 Jun Spirit Airlines direct
26 May - 12 Jun Spirit Airlines direct
26 May - 11 Jun Spirit Airlines direct
26 May - 09 Jun Spirit Airlines direct
26 May - 08 Jun Spirit Airlines direct

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

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