Chicago to San Francisco flights
Round trip · Economy · Prices per person in USD
Prices updated
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.
Not ready to book? Get an email when Chicago → San Francisco drops below your price.Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | No fares found yet |
| October 2026 | $261 (cheapest month) |
| November 2026 | $263 |
| December 2026 | $298 |
| January 2027 | $304 |
| February 2027 | $295 |
| March 2027 | No fares found yet |
| April 2027 | $348 |
| May 2027 | $370 |
| June 2027 | No 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$261 −13% vs usual Book
Frontier Airlines 1 stop · 5h 52m -
Nov 9 – 14 5 nights · leave Mon$263 −13% vs usual$263 −13% vs usual Book
Frontier Airlines 1 stop · 5h 52m
-
Oct 23 – 26 3 nights · leave Fri$277 −8% vs usual$277 −8% vs usual Book
Frontier Airlines 1 stop · 7h 41m
-
Dec 1 – 4 3 nights · leave Tue$298$298 Book
Frontier Airlines 1 stop · 6h 08m
-
Nov 1 – 5 4 nights · leave Sun$306$306 Book
Frontier Airlines 1 stop · 5h 52m
-
Oct 13 – 20 7 nights · leave Tue$307$307 Book
Frontier Airlines 1 stop · 7h 41m
-
Oct 23 – 25 2 nights · leave Fri$309$309 Book
Frontier Airlines 1 stop · 6h 25m
-
Oct 16 – 19 3 nights · leave Fri$324 +8% vs usual$324 +8% vs usual Book
Frontier Airlines 1 stop · 6h 25m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in San Francisco
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Airport transfer to San Francisco
Fixed prices from SFO on KiwitaxiTo see transfer prices here, turn on partner content in .
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Plan the rest of your trip
San Francisco · Oct 28 – Nov 4Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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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.