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Cheap flights from San Antonio to Chicago

Fares from $123 in November 2026. Compare every month below, then book with the site you like.

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Cheapest San Antonio to Chicago fares by month

Lowest price per person found in recent searches. Prices change often and are checked when you book.

San Antonio to Chicago at a glance

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Frequently asked questions

How much is a flight from San Antonio to Chicago?
The cheapest fare we found recently is $123 per person, departing Nov 9 on Frontier. Prices change daily, so search your dates to see today's fares.
What is the cheapest month to fly from San Antonio to Chicago?
November 2026 is currently the cheapest month, from $123.
Are there direct flights from San Antonio to Chicago?
The cheapest fares we found recently have at least one stop. Nonstop flights may still exist at a higher price; tick "Direct only" in the search to check.
Which airlines fly from San Antonio to Chicago?
The cheapest recent fares on this route were on Frontier.
How long is the flight from San Antonio to Chicago?
San Antonio and Chicago are about 1,043 miles apart, so a nonstop flight takes roughly 2h 45m. Flights with a stop take longer, depending on the connection.
How do I find the cheapest flight from San Antonio to Chicago?
Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.

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