Flights from San Diego to Chicago

8 deals on this route

Chicago skyline and Lake Michigan
Save 60%
$121
$303
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Southwest Airlines
Nonstop·round trip
Apr 24 – May 5
Chicago skyline and Lake Michigan
Save 59%
$124
$303
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Southwest Airlines
Nonstop·round trip
Apr 24 – May 5
Chicago skyline and Lake Michigan
Save 59%
$124
$303
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Southwest Airlines
Nonstop·round trip
Apr 23 – May 5
Chicago skyline and Lake Michigan
Save 53%
$154
$325
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
American Airlines
Nonstop·round trip
Apr 24 – May 5
Chicago skyline and Lake Michigan
$319
$325
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Frontier Airlines
Nonstop·round trip
Apr 9 – Apr 12Ending Soon
Chicago skyline and Lake Michigan
$336
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
American Airlines
Nonstop·round trip
May 22 – May 25
Chicago skyline and Lake Michigan
$336
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Alaska Airlines
Nonstop·round trip
May 22 – May 26
Chicago skyline and Lake Michigan
$572
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
United Airlines
Nonstop·round trip
Apr 10 – Apr 12Ending Soon