Chicago skyline and Lake Michigan
ORD
Chicago
San Diego skyline and Coronado Bridge
SAN
San Diego

Chicago → San Diego

Alaska Airlines · Round Trip · Nonstop

$296

per person · round trip

Book This Deal

Flight Details

Cabin
Economy
Departs
Apr 26, 2026
Returns
May 1, 2026

Planning your trip to San Diego?

Complete your trip with these deals.

Hotels in San Diego

Find the best hotel deals for your stay.

Explore →

Rental Cars in San Diego

Get around with affordable rental car deals.

Explore →

Adventures in San Diego

Explore tours, activities, and experiences.

Explore →
Round Trip Chicago to San Diego - $296 on Alaska Airlines | Woven Adventures