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Cheap flights from San Francisco to Chicago

Fares from $85 in December 2026. Compare every month below, then book with the site you like.

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Cheapest San Francisco to Chicago fares by month

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

San Francisco to Chicago at a glance

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Frequently asked questions

How much is a flight from San Francisco to Chicago?
The cheapest fare we found recently is $85 per person, departing Dec 10 on Frontier. Prices change daily, so search your dates to see today's fares.
What is the cheapest month to fly from San Francisco to Chicago?
December 2026 is currently the cheapest month, from $85. October 2026 is the most expensive, from $186.
Are there direct flights from San Francisco 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 Francisco to Chicago?
The cheapest recent fares on this route were on Frontier, Alaska Airlines.
How long is the flight from San Francisco to Chicago?
San Francisco and Chicago are about 1,842 miles apart, so a nonstop flight takes roughly 4h 30m. Flights with a stop take longer, depending on the connection.
How do I find the cheapest flight from San Francisco 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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