Cheapest return flights from Chicago to San Juan in June from $223

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

Return flights

04 Jun - 10 Jun jetBlue
03 Jun - 10 Jun jetBlue
01 Jun - 10 Jun Spirit Airlines
01 Jun - 03 Jun Spirit Airlines
01 Jun - 10 Jun Spirit Airlines direct
01 Jun - 03 Jun Spirit Airlines direct
01 Jun - 09 Jun Spirit Airlines direct
01 Jun - 13 Jun Spirit Airlines direct
05 Jun - 13 Jun jetBlue
04 Jun - 07 Jun jetBlue

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

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The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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