Cheapest return flights from Chicago to San Jose in February from 308€
AirHint found the following cheapest return flights from Chicago (MDW) to San Jose (SJO)
in February 2026 (see full year ).
Return flights
27 Feb
- 07 Mar
Frontier Airlines
308 €
27 Feb
- 03 Mar
Frontier Airlines
322 €
04 Feb
- 05 Feb
Delta
355 €
19 Feb
- 21 Feb
Frontier Airlines
368 €
12 Feb
- 16 Feb
Frontier Airlines
376 €
13 Feb
- 21 Feb
Frontier Airlines
380 €
16 Feb
- 26 Feb
Southwest Airlines
390 €
20 Feb
- 23 Feb
Frontier Airlines
395 €
28 Feb
- 05 Mar
Southwest Airlines
396 €
26 Feb
- 02 Mar
Frontier Airlines
397 €
01 Feb
- 05 Feb
Southwest Airlines
402 €
03 Feb
- 04 Feb
Southwest Airlines
403 €
03 Feb
- 05 Feb
Southwest Airlines
403 €
02 Feb
- 05 Feb
Southwest Airlines
403 €
28 Feb
- 04 Mar
Frontier Airlines
419 €
Also check the deals for one-way flights from Chicago to San Jose in February .
Powered by
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