← Back to Deals
Book This Deal
OAK
Oakland
CHI
Chicago
Oakland → Chicago
Southwest Airlines · Round Trip · Nonstop
Save $76 (18% off)
Compared to the typical price of $418
$342$418
per person · round trip
Flight Details
Cabin
Economy
Departs
May 13, 2026
Returns
May 16, 2026
Planning your trip to Chicago?
Complete your trip with these deals.
Hotels in Chicago
Find the best hotel deals for your stay.
Coming soon →Rental Cars in Chicago
Get around with affordable rental car deals.
Coming soon →Adventures in Chicago
Explore tours, activities, and experiences.
Coming soon →