Route Price Intelligence
Cheap Flights From San Francisco Bay Area to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$290
Deals From
$253
Usually Costs
$253 – $339
Lowest We've Seen
$168
Based on 8,428 price pointshigh confidence
Monthly Price Guide
Jan
$480
Feb
$334
Mar
$305
Apr
$280
May
$315
Jun
$367
Jul
$378
Aug
$367
Sep
$367
Oct
$367
Nov
$367
Dec
$374
Cheapest Average Expensive
Best Time to Fly from San Francisco Bay Area to Chicago
The cheapest time to fly from San Francisco Bay Area to Chicago is typically April, when fares average around $280. The most expensive month tends to be January at around $480. For the best deals, consider flying in April, March, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $12587 price checksWorst: $215