Browse Origins:
Browse Destinations:

Find Flight Deals from Chicago to Oakland (CHI - OAK)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Oakland

(Round-trip)
Depart: Wed Feb 4 2015 Return: Tue Feb 10 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:53a
ORD
8:00a
4h 07m
nonstop
Depart: Tue Feb 10 2015 Return: Wed Feb 11 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:53a
ORD
8:00a
4h 07m
nonstop
Depart: Wed Feb 11 2015 Return: Wed Feb 18 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Tue Feb 17 2015 Return: Wed Feb 18 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Wed Feb 18 2015 Return: Tue Feb 24 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Tue Feb 24 2015 Return: Tue Mar 3 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Wed Feb 25 2015 Return: Tue Mar 3 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Tue Mar 3 2015 Return: Tue Mar 10 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Wed Mar 4 2015 Return: Tue Mar 10 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Tue Mar 10 2015 Return: Tue Mar 17 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
11:45a
OAK
4:30p
4h 45m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Wed Mar 11 2015 Return: Tue Mar 17 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
11:45a
OAK
4:30p
4h 45m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Tue Mar 17 2015 Return: Wed Mar 18 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
11:45a
OAK
4:30p
4h 45m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Thu Feb 5 2015 Return: Tue Feb 10 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:53a
ORD
8:00a
4h 07m
nonstop
Depart: Sat Feb 7 2015 Return: Tue Feb 10 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:53a
ORD
8:00a
4h 07m
nonstop
Depart: Mon Feb 9 2015 Return: Tue Feb 10 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:53a
ORD
8:00a
4h 07m
nonstop
Depart: Sat Feb 14 2015 Return: Wed Feb 18 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Sat Feb 21 2015 Return: Tue Feb 24 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Mon Feb 23 2015 Return: Tue Feb 24 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
8:00a
4h 10m
nonstop
Depart: Mon Apr 20 2015 Return: Fri Apr 24 2015 Trip spans 5 days
Delta
Delta
ORD
2:30p
OAK
8:47p
6h 17m
1 stop
OAK
2:05a
ORD
9:04a
6h 59m
1 stop
Depart: Sat May 9 2015 Return: Sat May 16 2015 Trip spans 8 days
Delta
Delta
MDW
5:15a
OAK
7:55p
14h 40m
2 stops
OAK
2:05a
MDW
10:51a
8h 46m
2 stops
Change your search
Direct flights CHI to OAK on Southwest
Flight # Depart MDW Arrive OAK Sun Mon Tue Wed Thu Fri Sat Valid Between
156 8:40 am 11:30 am Mar 8 - Apr 6
192 8:45 am 11:35 am Jan 29 - Mar 6
636 8:45 am 11:35 am Feb 8 - Mar 1
3626 9:40 am 12:25 pm Jan 31 - Feb 28
1318 5:30 pm 8:10 pm Mar 7 - Mar 7
2409 7:15 pm 10:00 pm Mar 8 - Apr 3
330 7:20 pm 10:10 pm Jan 29 - Mar 6
Airports
Origin

Chicago
only $127
only $284
Destination

Oakland
$127