Cheapest return flights from Chicago to San Juan in June from $238

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

14 Jun - 21 Jun Frontier Airlines
10 Jun - 25 Jun Frontier Airlines
10 Jun - 14 Jun Frontier Airlines
11 Jun - 18 Jun Frontier Airlines
14 Jun - 20 Jun Frontier Airlines
10 Jun - 18 Jun Frontier Airlines
21 Jun - 27 Jun Frontier Airlines
26 Jun - 05 Jul Spirit Airlines direct
13 Jun - 17 Jun Frontier Airlines
13 Jun - 20 Jun Frontier Airlines
23 Jun - 28 Jun Frontier Airlines
29 Jun - 05 Jul Frontier Airlines
28 Jun - 03 Jul Frontier Airlines
28 Jun - 03 Jul Spirit Airlines direct
27 Jun - 06 Jul Spirit Airlines direct
26 Jun - 01 Jul Spirit Airlines direct
30 Jun - 06 Jul Frontier Airlines
29 Jun - 03 Jul Frontier Airlines
30 Jun - 03 Jul Frontier Airlines
27 Jun - 02 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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