Cheap flights from San Antonio to Chicago
From 275 USD — compare hundreds of airlines
Direct flightsCheapest: 2026-07 · 136 US$
Prices by date
136 US$
05/07
138 US$
06/07
138 US$
07/07
138 US$
08/07
138 US$
09/07
138 US$
10/07
138 US$
11/07
138 US$
12/07
138 US$
13/07
138 US$
14/07
138 US$
15/07
138 US$
16/07
Airlines on this route
FAQ
What's the cheapest month to fly San Antonio to Chicago?
Usually 2026-07, from 136 USD.
Are there direct flights from San Antonio to Chicago?
We show both direct and connecting options — filter to compare.