Cheapest one-way flights from Chicago to San Juan in July from 194€

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

One-Way flights

12 Jul Southwest Airlines
13 Jul Southwest Airlines
14 Jul Southwest Airlines
15 Jul Southwest Airlines
11 Jul Southwest Airlines
12 Jul Southwest Airlines direct
09 Jul Southwest Airlines
10 Jul Southwest Airlines
11 Jul Southwest 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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