Cheapest return flights from Chicago to San Juan in July from $282

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 July 2025 (see full year).

Return flights

07 Jul - 16 Jul Spirit Airlines direct
05 Jul - 09 Jul Spirit Airlines direct
22 Jul - 25 Jul Spirit Airlines direct
10 Jul - 14 Jul jetBlue
04 Jul - 09 Jul jetBlue
01 Jul - 14 Jul Spirit Airlines
15 Jul - 24 Jul Spirit Airlines direct
15 Jul - 29 Jul Spirit Airlines direct
11 Jul - 14 Jul Spirit Airlines direct
14 Jul - 18 Jul Spirit Airlines direct
30 Jul - 04 Aug Spirit Airlines
31 Jul - 03 Aug Spirit Airlines
31 Jul - 03 Aug Spirit Airlines direct
27 Jul - 02 Aug Spirit Airlines direct
29 Jul - 05 Aug Spirit Airlines direct
29 Jul - 02 Aug Spirit Airlines direct
30 Jul - 04 Aug American Airlines direct

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

Skyscanner

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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