Cheap flights from Chicago to San Antonio
Cheapest current fares: $142 in October 2026, 1,678 km direct flight in ~1h 58m.
Cheapest month-by-month fares
Lowest available fare per calendar month from Chicago (ORD) to San Antonio (SAT). Refreshed daily.
Chicago (ORD) → San Antonio (SAT)
- October 2026 $142
- August 2026 $163
Frequently asked questions
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What is the cheapest month to fly from Chicago to San Antonio?
Based on current 6-month forward fare data, October 2026 is the cheapest month to fly from Chicago (ORD) to San Antonio (SAT), with fares starting from $142.
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What is the lowest current fare from ORD to SAT?
The lowest currently-listed fare from Chicago (ORD) to San Antonio (SAT) is $142 on 2026-10-02.
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How long is the flight from Chicago to San Antonio?
Direct flights from ORD to SAT cover approximately 1,678 km (1,043 miles), with an estimated flight time of 1h 58m. Operating airlines: AA, UA.
Related guides for this route
Sibling pages — full route detail, airport overviews, visa context, per-airline routes.