Cheapest one-way flights from Chicago to San Juan in June from 170€

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

One-Way flights

16 Jun Southwest Airlines
11 Jun Southwest Airlines
12 Jun Southwest Airlines
13 Jun Southwest Airlines
14 Jun Southwest Airlines
15 Jun Southwest Airlines
17 Jun Southwest Airlines
14 Jun Southwest Airlines direct
13 Jun Southwest Airlines direct
20 Jun Porter Airlines (Canada) Ltd

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

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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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