Cheapest return flights from Chicago to San Juan in September from 202€
AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU)
in September 2025 (see full year ).
Return flights
06 Sep
- 13 Sep
Frontier Airlines
202 €
06 Sep
- 10 Sep
Frontier Airlines
202 €
06 Sep
- 18 Sep
Spirit Airlines
203 €
20 Sep
- 11 Oct
Frontier Airlines
203 €
06 Sep
- 26 Sep
Spirit Airlines
207 €
07 Sep
- 18 Sep
Spirit Airlines
207 €
20 Sep
- 26 Sep
Spirit Airlines
207 €
27 Sep
- 16 Oct
Spirit Airlines
207 €
20 Sep
- 05 Oct
Spirit Airlines
211 €
27 Sep
- 05 Oct
Spirit Airlines
211 €
28 Sep
- 16 Oct
Spirit Airlines
211 €
06 Sep
- 11 Sep
Spirit Airlines
212 €
06 Sep
- 22 Sep
Spirit Airlines
212 €
06 Sep
- 21 Sep
Spirit Airlines
212 €
06 Sep
- 19 Sep
Spirit Airlines
212 €
20 Sep
- 06 Oct
Spirit Airlines
212 €
27 Sep
- 17 Oct
Spirit Airlines
212 €
27 Sep
- 06 Oct
Spirit Airlines
212 €
27 Sep
- 11 Oct
Spirit Airlines
212 €
21 Sep
- 05 Oct
Spirit Airlines
215 €
Also check the deals for one-way flights from Chicago to San Juan in September .
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.
Find us on social media
Feel free to contact us with any feedback or request another flight research.
Find us on social media