Chicago to San Diego
MDWSAN
Fly from Chicago to San Diego starting at SAR 409 with F9.
Best fare available on Apr 27, 2026.
Limited seats. Better plans. Book before it's gone.
Chicago to San Diego cheapest flights this week
23 Apr
F9
16:15MDW
07:16SAN
1 StopSAR 930VIEW DEAL
27 Apr
F9
13:35MDW
20:29SAN
1 StopSAR 409VIEW DEAL
4 May
F9
16:14MDW
06:01SAN
1 StopSAR 525VIEW DEAL
15 May
WN
20:45MDW
06:10SAN
DirectSAR 540VIEW DEAL
3 Jun
WN
17:15MDW
02:35SAN
DirectSAR 551VIEW DEAL
7 Jun
WN
05:00MDW
19:10SAN
1 StopSAR 761VIEW DEAL
8 Jun
WN
05:45MDW
14:50SAN
DirectSAR 713VIEW DEAL
9 Jun
WN
06:00MDW
15:10SAN
DirectSAR 491VIEW DEAL
10 Jul
WN
14:15MDW
23:25SAN
DirectSAR 548VIEW DEAL
20 Jul
WN
14:10MDW
04:05SAN
1 StopSAR 776VIEW DEAL
Chicago to San Diego monthly flight fare trend
Apr
from SAR 409
May
from SAR 525
Jun
from SAR 491
Jul
from SAR 548
Aug
No flights
Sep
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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