San Francisco to Chicago flights
Round trip · Economy · Prices per person in USD
Prices updated
Prices are low right now
$116 is $184 (61%) below the usual $300 for San Francisco → Chicago.
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 San Francisco → Chicago 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 | $244 |
| November 2026 | $116 (cheapest month) |
| December 2026 | $310 |
| January 2027 | $436 |
| February 2027 | $289 |
| March 2027 | No fares found yet |
| April 2027 | No fares found yet |
| May 2027 | No fares found yet |
| June 2027 | No fares found yet |
| July 2027 | $472 |
Cheapest dates in the next 4 months
Round trip, per person-
Nov 3 – 5 2 nights · leave Tue$116 −61% vs usual$116 −61% vs usual Book
Frontier Airlines 1 stop · 5h 05m -
Oct 19 – 21 2 nights · leave Mon$244 −19% vs usual$244 −19% vs usual Book
Frontier Airlines 1 stop · 5h 15m
-
Oct 16 – 20 4 nights · leave Fri$306$306 Book
Frontier Airlines 1 stop · 5h 15m
-
Dec 1 – 4 3 nights · leave Tue$310$310 Book
Frontier Airlines 1 stop · 5h 29m
-
Nov 1 – 4 3 nights · leave Sun$317 +6% vs usual$317 +6% vs usual Book
Frontier Airlines 1 stop · 6h 13m
-
Oct 15 – 19 4 nights · leave Thu$348 +16% vs usual$348 +16% vs usual Book
Frontier Airlines 1 stop · 5h 06m
-
Oct 4 – 9 5 nights · leave Sun$409 +36% vs usual$409 +36% vs usual Book
Frontier Airlines 1 stop · 7h 05m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in Chicago
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Airport transfer to Chicago
Fixed prices from ORD on KiwitaxiTo see transfer prices here, turn on partner content in .
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Plan the rest of your trip
Chicago · Nov 3 – 5Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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San Francisco to Chicago: questions
How much is a flight from San Francisco to Chicago?
The cheapest round trip we have found right now is $116, leaving November 3 and returning November 5. The usual price on this route is about $300, so this fare is 61% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from San Francisco to Chicago?
November 2026, with round trips from $116. The most expensive month in our data is July (from $472). Based on the 6 months ahead we have prices for.
About this route
We track round-trip economy fares from San Francisco (United States) to Chicago (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $116, departing November 3 and returning November 5, about 61% below the usual $300. Right now we're following 7 upcoming date combinations on this route. The cheapest month to fly in our data is November, from $116. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.