Cheap Flights from Chicago to San Francisco
Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Chicago
RatePunk searches hundreds of travel sites at once for deals on flights to San Francisco
Prices updated 7 days ago
483 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated Oct 26, 2026.)
Today’s best flight deals from Chicago to San Francisco
Explore current cheapest deals departing from Chicago to San Francisco
2027-02-02 – 2027-02-16
CHI - San Francisco
80% AI deal score
$205
$153
Round trip
2027-01-26 – 2027-02-16
CHI - San Francisco
72% AI deal score
$180
$154
Round trip
2027-01-20 – 2027-02-16
CHI - San Francisco
71% AI deal score
$176
$156
Round trip
2027-02-08 – 2027-02-16
CHI - San Francisco
81% AI deal score
$221
$156
Round trip
2026-12-14 – 2026-12-16
CHI - San Francisco
86% AI deal score
$325
$165
Round trip
2026-12-09 – 2026-12-16
CHI - San Francisco
85% AI deal score
$308
$167
Round trip
2027-01-26 – 2027-01-27
CHI - San Francisco
73% AI deal score
$209
$172
Round trip
2026-11-12 – 2026-11-18
CHI - San Francisco
81% AI deal score
$260
$178
Round trip
2026-11-12 – 2026-11-17
CHI - San Francisco
82% AI deal score
$270
$178
Round trip
2027-01-07 – 2027-01-11
CHI - San Francisco
71% AI deal score
$202
$178
Round trip
