San Diego to Chicago
SANMDW
Fly from San Diego to Chicago starting at SAR 666 with Southwest Airlines.
Best fare available on Jul 16, 2026.
Limited seats. Better plans. Book before it's gone.
San Diego to Chicago cheapest flights this week
San Diego to Chicago monthly flight fare trend
Jun
from SAR 829
Jul
from SAR 666
Aug
No flights
Sep
from SAR 696
Oct
No flights
Nov
No flights
Airport Details
Origin
San Diego
San Diego International Airport (SAN)
San Diego, SAN
Zone
Los Angeles
Elev
17 ft
Destination
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
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