Get Me There. San Francisco to Chicago
1,842 mi · 1 stop The cheapest round trip from San Francisco to Chicago right now is $171 — Dec 5 → 9, 4 nights, 1 stop.
Best fare
Chicago Dec 5 → 9 · 4 nights · 1 stop
In the typical range for this route ($158–$188).
Prices checked on Oct 20
By month
October 2026 $340
November 2026 $182
December 2026cheapest $171
January 2027 $213
February 2027 $212
March 2027 $234
April 2027 $365
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Price history
15 weeks tracked · weekly lows
All dates (713 priced)
Dec 5 → 9 4 nights · 1 stop
Dec 5 → 7 2 nights · 1 stop
Nov 11 → 16 5 nights · 1 stop
Nov 14 → 16 2 nights · 1 stop
Nov 10 → 12 2 nights · 1 stop
Nov 10 → 14 4 nights · 1 stop
Nov 14 → 17 3 nights · 1 stop
Nov 16 → 18 2 nights · 1 stop
Dec 5 → 8 3 nights · 1 stop
Nov 13 → 16 3 nights · 1 stop
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