Cheapest return flights from Chicago to San Juan in October from 214€
AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU)
in October 2025 (see full year ).
Return flights
12 Oct
- 18 Oct
Frontier Airlines
214 €
03 Oct
- 16 Oct
Spirit Airlines
219 €
direct
03 Oct
- 05 Oct
Spirit Airlines
219 €
direct
03 Oct
- 19 Oct
Spirit Airlines
219 €
direct
03 Oct
- 11 Oct
Spirit Airlines
219 €
direct
03 Oct
- 18 Oct
Spirit Airlines
219 €
direct
17 Oct
- 19 Oct
Spirit Airlines
219 €
direct
17 Oct
- 25 Oct
Spirit Airlines
219 €
direct
17 Oct
- 26 Oct
Spirit Airlines
219 €
direct
17 Oct
- 18 Oct
Spirit Airlines
219 €
direct
31 Oct
- 03 Nov
Frontier Airlines
241 €
17 Oct
- 06 Nov
Spirit Airlines
244 €
direct
19 Oct
- 07 Nov
Spirit Airlines
244 €
direct
19 Oct
- 06 Nov
Spirit Airlines
244 €
direct
25 Oct
- 07 Nov
Spirit Airlines
244 €
direct
25 Oct
- 06 Nov
Spirit Airlines
244 €
direct
25 Oct
- 09 Nov
Spirit Airlines
244 €
direct
17 Oct
- 04 Nov
Spirit Airlines
247 €
19 Oct
- 04 Nov
Spirit Airlines
247 €
16 Oct
- 04 Nov
Spirit Airlines
247 €
Also check the deals for one-way flights from Chicago to San Juan in October .
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