Flight Deals
US
AU
UK
|
Blog
Home
Flights From Major Airports
From Chicago
Current:
Chicago to Oakland
Chicago ✈ Oakland
Cheapest airfares from Chicago to Oakland
Search for flight deals to Oakland
*
All prices in AUD, prices may fluctuate slightly from the advertised price.
Fly on Sun, Mar 29th 2026
From
$161
Southwest Airlines
WN 1394 (2 Transfers)
View Flights
Fly on Wed, Jun 10th 2026
From
$187
Southwest Airlines
WN 2797 (1 Transfer)
View Flights
Fly on Sat, Apr 11th 2026
From
$275
Southwest Airlines
WN 1748 (Direct)
View Flights
Fly on Fri, Oct 16th 2026
From
$338
Alaska Airlines
AS 343 (1 Transfer)
View Flights
Fly on Sat, May 30th 2026
From
$356
Bobb Air Freight
01 1470 (1 Transfer)
View Flights
Fly on Thu, Feb 26th 2026
From
$366
Hawaiian Airlines
HA 6297 (1 Transfer)
View Flights
