Route Price Intelligence
Cheap Flights From San Antonio to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$387
Deals From
$367
Usually Costs
$367 – $427
Lowest We've Seen
$151
Based on 3,967 price pointshigh confidence
Monthly Price Guide
Jan
$407
Feb
$427
Mar
$799
Apr
$646
May
$352
Jun
$367
Jul
$387
Aug
$372
Sep
$377
Oct
$387
Nov
$407
Dec
$427
Cheapest Average Expensive
Best Time to Fly from San Antonio to Chicago Midway
The cheapest time to fly from San Antonio to Chicago Midway is typically May, when fares average around $352. The most expensive month tends to be March at around $799. For the best deals, consider flying in May, June, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $19874 price checksWorst: $352