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 8,704 price pointshigh confidence
Monthly Price Guide
Jan
$407
Feb
$447
Mar
$564
Apr
$423
May
$342
Jun
$367
Jul
$387
Aug
$372
Sep
$377
Oct
$378
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 $342. The most expensive month tends to be March at around $564. 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: $16589 price checksWorst: $311