San Francisco to Chicago flights
The cheapest round trip we found from San Francisco to Chicago is $268 (Dec 12 – 19, 1 stop), 20% below the usual $334.
SFO to CHI · Round trip · Economy · Prices per person in USD · Price found (3 days ago)
Cheapest found
Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $246 (cheapest month) |
| December 2026 | $268 |
| January 2027 | No fares found yet |
| February 2027 | No fares found yet |
| 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 | $451 |
| August 2027 | $399 |
Cheapest dates in the next 4 months
Round trip, per person-
Dec 12 – 19 7 nights · leave Sat$268 −20% vs usual$268 −20% vs usual Book
Frontier Airlines 1 stop · 5h 08m -
Dec 16 – 18 2 nights · leave Wed$290 −13% vs usual$290 −13% vs usual Book
Frontier Airlines 1 stop · 5h 06m
-
Dec 10 – 18 8 nights · leave Thu$319$319 Book
Frontier Airlines 1 stop · 5h 25m
-
Dec 19 – Jan 3, 2027 15 nights · leave Sat$334$334 Book
Frontier Airlines 1 stop · 5h 07m
-
Dec 25 – 31 6 nights · leave Fri$349$349 Book
Frontier Airlines 1 stop · 5h 38m
-
Dec 25 – 30 5 nights · leave Fri$355 +6% vs usual$355 +6% vs usual Book
Frontier Airlines 1 stop · 5h 38m
-
Nov 30 – Dec 3 3 nights · leave Mon$371 +11% vs usual$371 +11% vs usual Book
Frontier Airlines 1 stop · 5h 42m
-
Nov 18 – 21 3 nights · leave Wed$374 +12% vs usual$374 +12% vs usual Book
Frontier Airlines 1 stop · 5h 04m
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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Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.
Plan the rest of your trip
Chicago · Dec 12 – 19Partner links: we may earn a commission if you book, at no extra cost to you.
Good to know
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Flights to Chicago from other cities
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San Francisco to Chicago: questions
How much does a flight from San Francisco to Chicago cost?
The cheapest round trip we have found right now is $268, leaving December 12 and returning December 19. The usual price on this route is about $334, so this fare is 20% 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 $246. The most expensive month in our data is July (from $451). Based on the 4 months ahead we have prices for.
Which airports do San Francisco to Chicago flights use?
San Francisco airports include San Francisco International (SFO). Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). The prices on this page cover every airport in both cities (SFO and CHI are the city codes).
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 $268, departing December 12 and returning December 19, about 20% below the usual $334. Right now we're following 11 upcoming date combinations on this route. The cheapest month to fly in our data is November, from $246. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.