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Chicago to San Francisco flights

Round trip · Economy · Prices per person in USD

Prices updated

Cheapest found $261 Oct 28 – Nov 4 · 1 stop Book this fare
Usual price $301 The cheapest we found is 13% less
Cheapest month October From $261

Prices are low right now

$261 is $40 (13%) below the usual $301 for Chicago → San Francisco.

Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.

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Cheapest round trip by month

Lowest fare found per departure month
  • Oct $261
Cheapest month Below usual Usual price $301 Tap a month to see its cheapest dates.
Cheapest round trip from Chicago to San Francisco by departure month
MonthCheapest round trip
September 2026No fares found yet
October 2026$261 (cheapest month)
November 2026$263
December 2026$298
January 2027$304
February 2027$295
March 2027No fares found yet
April 2027$348
May 2027$370
June 2027No fares found yet
July 2027$353

Cheapest dates in the next 4 months

Round trip, per person
  • Oct 28 – Nov 4 7 nights · leave Wed
    $261 −13% vs usual
    Frontier Airlines 1 stop · 5h 52m
    Book
  • Nov 9 – 14 5 nights · leave Mon
    $263 −13% vs usual
    Frontier Airlines 1 stop · 5h 52m
    Book
  • Oct 23 – 26 3 nights · leave Fri
    $277 −8% vs usual
    Frontier Airlines 1 stop · 7h 41m
    Book
  • Dec 1 – 4 3 nights · leave Tue
    $298
    Frontier Airlines 1 stop · 6h 08m
    Book
  • Nov 1 – 5 4 nights · leave Sun
    $306
    Frontier Airlines 1 stop · 5h 52m
    Book
  • Oct 13 – 20 7 nights · leave Tue
    $307
    Frontier Airlines 1 stop · 7h 41m
    Book
  • Oct 23 – 25 2 nights · leave Fri
    $309
    Frontier Airlines 1 stop · 6h 25m
    Book
  • Oct 16 – 19 3 nights · leave Fri
    $324 +8% vs usual
    Frontier Airlines 1 stop · 6h 25m
    Book

Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert

Things to do in San Francisco

Tickets and tours on Klook
See things to do in San Francisco Attractions, tours and airport transfers on Klook

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Airport transfer to San Francisco

Fixed prices from SFO on Kiwitaxi

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Plan the rest of your trip

San Francisco · Oct 28 – Nov 4

Travel insurance · EKTA Airport transfer · Kiwitaxi

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Good to know

Airlines with cheap fares 2 airlines Most often: Frontier Airlines, Alaska Airlines.
Most expensive month May Cheapest round trip that month is $370, vs $261 in the cheapest month.

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Flights to San Francisco from other cities

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Chicago to San Francisco: questions

How much is a flight from Chicago to San Francisco?

The cheapest round trip we have found right now is $261, leaving October 28 and returning November 4. The usual price on this route is about $301, so this fare is 13% less. Prices are per person, economy, in USD.

What is the cheapest month to fly from Chicago to San Francisco?

October 2026, with round trips from $261. The most expensive month in our data is May (from $370). Based on the 8 months ahead we have prices for.

About this route

We track round-trip economy fares from Chicago (United States) to San Francisco (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $261, departing October 28 and returning November 4, about 13% below the usual $301. Right now we're following 19 upcoming date combinations on this route. The cheapest month to fly in our data is October, from $261. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.

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