Cheapest return flights from Chicago to San Juan in June from $197

Best time to book flights for Chicago (ORD) to San Juan (SJU) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU) in June 2025 (see full year).

Return flights

03 Jun - 07 Jun Spirit Airlines
03 Jun - 12 Jun Spirit Airlines
02 Jun - 18 Jun Spirit Airlines direct
10 Jun - 17 Jun Spirit Airlines
01 Jun - 03 Jun Spirit Airlines direct
10 Jun - 16 Jun Spirit Airlines
03 Jun - 04 Jun Spirit Airlines
16 Jun - 20 Jun Spirit Airlines direct
07 Jun - 11 Jun Frontier Airlines
07 Jun - 13 Jun Spirit Airlines
24 Jun - 04 Jul Spirit Airlines
24 Jun - 04 Jul Spirit Airlines direct
17 Jun - 02 Jul Spirit Airlines
23 Jun - 01 Jul Spirit Airlines
24 Jun - 01 Jul Spirit Airlines
23 Jun - 01 Jul Spirit Airlines direct
25 Jun - 01 Jul Spirit Airlines direct
29 Jun - 05 Jul Spirit Airlines
17 Jun - 02 Jul Spirit Airlines direct
29 Jun - 06 Jul Spirit Airlines

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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