Route Price Intelligence
Cheap Flights From San Antonio to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$364
Great Deal
Under $292
Typical Range
$292 – $380
Lowest We've Seen
$138
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$380
Feb
$367
Mar
$367
Apr
$367
May
—
Jun
—
Jul
$344
Aug
$248
Sep
$279
Oct
$297
Nov
$337
Dec
$367
Cheapest Average Expensive
Best Time to Fly from San Antonio to Chicago
The cheapest time to fly from San Antonio to Chicago is typically August, when fares average around $248. The most expensive month tends to be January at around $380. For the best deals, consider flying in August, September, October.
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: August22,050 fares analyzedTypical low: $345