Cheapest return flights from Chicago to San Juan in July from $398

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

23 Jul - 30 Jul jetBlue
27 Jul - 31 Jul American Airlines direct
22 Jul - 29 Jul United
13 Jul - 26 Jul United
23 Jul - 30 Jul American Airlines direct
13 Jul - 26 Jul United direct
04 Jul - 12 Jul American Airlines
14 Jul - 19 Jul American Airlines
04 Jul - 12 Jul American Airlines direct
14 Jul - 19 Jul 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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