Cheapest return flights from Chicago to San Juan in July from 240€

AirHint found the following cheapest return flights from Chicago (MDW) to San Juan (SJU) in July 2025 (see full year).

Return flights

28 Jul - 03 Aug Frontier Airlines
31 Jul - 04 Aug Frontier Airlines
31 Jul - 03 Aug Frontier Airlines
28 Jul - 31 Jul Frontier Airlines
31 Jul - 08 Aug Frontier Airlines
27 Jul - 31 Jul Frontier Airlines
30 Jul - 02 Aug Southwest Airlines
30 Jul - 06 Aug Frontier Airlines
30 Jul - 03 Aug Frontier Airlines
27 Jul - 29 Jul Southwest Airlines

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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