Get Me There. San Francisco to Chicago
1,842 mi · 1 stop The cheapest round trip from San Francisco to Chicago right now is $163 — Feb 23 → 27, 4 nights, 1 stop.
Best fare
Chicago Feb 23 → 27 · 4 nights · 1 stop
In the typical range for this route ($158–$188).
Prices checked on Sep 22
By month
September 2026 $373
October 2026 $195
November 2026 $258
December 2026 $258
January 2027 $199
February 2027cheapest $163
March 2027 $195
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Price history
11 weeks tracked · weekly lows
All dates (720 priced)
Feb 23 → 27 4 nights · 1 stop
Feb 24 → 27 3 nights · 1 stop
Feb 24 → Mar 1 5 nights · 1 stop
Feb 25 → 27 2 nights · 1 stop
Feb 23 → 26 3 nights · 1 stop
Feb 24 → 26 2 nights · 1 stop
Feb 25 → Mar 1 4 nights · 1 stop
Feb 26 → Mar 1 3 nights · 1 stop
Feb 23 → 25 2 nights · 1 stop
Feb 22 → 24 2 nights · 1 stop
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