Route Price Intelligence
Cheap Flights From San Francisco Bay Area to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$344
Deals From
$284
Usually Costs
$284 – $380
Lowest We've Seen
$160
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$364
Feb
—
Mar
—
Apr
$377
May
$276
Jun
$315
Jul
$328
Aug
$267
Sep
$279
Oct
$355
Nov
$442
Dec
$454
Cheapest Average Expensive
Best Time to Fly from San Francisco Bay Area to Chicago Midway
The cheapest time to fly from San Francisco Bay Area to Chicago Midway is typically August, when fares average around $267. The most expensive month tends to be December at around $454. For the best deals, consider flying in August, May, September.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: August64,199 fares analyzedTypical low: $322