Cheapest one-way flights from Chicago to San Juan in July from $105

AirHint found the following cheapest one-way flights from Chicago (ORD) to San Juan (SJU) in July 2026 (see full year).

One-Way flights

28 Jul Spirit Airlines
15 Jul Spirit Airlines
29 Jul Spirit Airlines
06 Jul American Airlines direct
22 Jul Spirit Airlines
27 Jul Spirit Airlines direct
20 Jul Spirit Airlines direct
21 Jul Spirit Airlines
29 Jul Spirit Airlines direct
11 Jul Spirit Airlines direct

Also check the deals for return flights from Chicago to San Juan in July.

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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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