Chicago to San Diego
MDWSAN
Fly from Chicago to San Diego starting at USD 146 with Southwest Airlines.
Best fare available on Jul 10, 2026.
Limited seats. Better plans. Book before it's gone.
Chicago to San Diego cheapest flights this week
Chicago to San Diego monthly flight fare trend
Jun
from USD 131
Jul
from USD 146
Aug
No flights
Sep
No flights
Oct
No flights
Nov
No flights
Airport Details
Origin
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
Destination
San Diego
San Diego International Airport (SAN)
San Diego, SAN
Zone
Los Angeles
Elev
17 ft
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