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
$329
Usually Costs
$329 – $387
Lowest We've Seen
$138
Based on 8,593 price pointshigh confidence
Monthly Price Guide
Jan
$378
Feb
$387
Mar
$316
Apr
$307
May
$261
Jun
$315
Jul
$367
Aug
$367
Sep
$367
Oct
$378
Nov
$378
Dec
$382
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 $261. The most expensive month tends to be February at around $387. For the best deals, consider flying in May, April, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $13890 price checksWorst: $235