Cheapest return flights from Chicago to San Juan in August from 203€
AirHint found the following cheapest return flights from Chicago (MDW) to San Juan (SJU)
in August 2025 (see full year ).
Return flights
30 Aug
- 06 Sep
Frontier Airlines
203 €
28 Aug
- 03 Sep
Frontier Airlines
219 €
02 Aug
- 08 Aug
Frontier Airlines
220 €
14 Aug
- 16 Aug
Frontier Airlines
220 €
08 Aug
- 16 Aug
Frontier Airlines
220 €
30 Aug
- 05 Sep
Frontier Airlines
220 €
07 Aug
- 27 Sep
Frontier Airlines
220 €
30 Aug
- 03 Sep
Frontier Airlines
220 €
08 Aug
- 15 Aug
Frontier Airlines
234 €
24 Aug
- 28 Aug
Frontier Airlines
236 €
25 Aug
- 29 Aug
Frontier Airlines
236 €
31 Aug
- 07 Sep
Frontier Airlines
236 €
01 Aug
- 04 Aug
Frontier Airlines
237 €
21 Aug
- 23 Aug
Frontier Airlines
237 €
11 Aug
- 14 Aug
Frontier Airlines
237 €
18 Aug
- 21 Aug
Frontier Airlines
237 €
28 Aug
- 06 Sep
Frontier Airlines
254 €
28 Aug
- 07 Sep
Frontier Airlines
271 €
29 Aug
- 08 Sep
Frontier Airlines
305 €
27 Aug
- 02 Sep
Southwest Airlines
523 €
Also check the deals for one-way flights from Chicago to San Juan in August .
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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