Deal found on August 13, 2026
San Francisco Bay Area to Chicago
$182$34748% off
Round trip
Frontier's San Jose to Chicago fare usually runs around $347, so $182 marks a strong discount for fall and winter travel. It's a one-stop routing, but Chicago's deep dish, architecture tours, and holiday markets make it worth the calendar space.
Travel dates
Dates in September
e.g. Sep 14 – Sep 23 · 9 nights
Date options
3 at this price
Lowest we've seen
$168
Get deals like this from San Francisco Bay Area
Free email alerts when we find a fare worth booking. No spam.