Route Price Intelligence
Cheap Flights From San Antonio to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$367
Deals From
$330
Usually Costs
$330 – $387
Lowest We've Seen
$138
Based on 8,592 price pointshigh confidence
Monthly Price Guide
Jan
$378
Feb
$407
Mar
$327
Apr
$292
May
$283
Jun
$347
Jul
$367
Aug
$367
Sep
$367
Oct
$367
Nov
$378
Dec
$378
Cheapest Average Expensive
Best Time to Fly from San Antonio to Chicago
The cheapest time to fly from San Antonio to Chicago is typically May, when fares average around $283. The most expensive month tends to be February at around $407. For the best deals, consider flying in May, April, March.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $13887 price checksWorst: $235