
Business Class Flight Deals from San Jose to Chicago from $403
Top flight deals from leading airlines:







... and +100s more
Save up to 50% on select flights with Priceline
Save an average of $240 per person when bundling your flight and hotel together with Priceline
If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference
We’re always here for you - reach us 24 hours a day, 7 days a week
Stops
- Nonstopfrom $806
- Up to 1 stop$887
Airlines
- American Airlines$806
Cabin Class
- First$806
Departure Airports
- Norman Y. Mineta San Jose International Airport$1090
- San Francisco International Airport$806
Arrival Airports
- Chicago O Hare Airport$806
Layover Airports
- Charlotte Douglas International Airport$887
- Dallas Fort Worth International Airport$887
- Los Angeles International Airport$985
- Phoenix Sky Harbor International Airport$887
Best Price. GUARANTEED.
Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/25/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/25/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/25/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/25/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/25/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/25/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25

07/25/25
07/26/25

08/01/25
08/01/25
Top Deals on flights Business Class from San Jose to Chicago
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 26
as low as
$403
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 26
as low as
$484
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$484
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$489
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$493
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$683
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$687
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$687
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$687
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$1638
San Francisco, US (SFO) - Chicago, US (CHI)

Jul 25
Jul 25
as low as
$1638
Flights to Chicago
- Flights
- North America
- United States
- Illinois
- Chicago
- Flights
- North America
- United States
- California
- San Jose