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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: Thu Jan 8 2015 Return: Mon Jan 12 2015 Trip spans 5 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 Jan 10 2015 Return: Mon Jan 12 2015 Trip spans 3 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 Jan 12 2015 Return: Thu Jan 15 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: Tue Jan 13 2015 Return: Sat Jan 17 2015 Trip spans 5 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 Jan 14 2015 Return: Sat Jan 17 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: Sat Jan 17 2015 Return: Tue Jan 20 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: Tue Jan 20 2015 Return: Mon Jan 26 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: Wed Jan 21 2015 Return: Sat Jan 24 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: Thu Jan 22 2015 Return: Mon Jan 26 2015 Trip spans 5 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 Jan 24 2015 Return: Tue Jan 27 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 Jan 26 2015 Return: Thu Jan 29 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: Tue Jan 27 2015 Return: Mon Feb 2 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: Wed Jan 28 2015 Return: Sat Jan 31 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: Sat Jan 31 2015 Return: Mon Feb 2 2015 Trip spans 3 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 2 2015 Return: Mon Feb 9 2015 Trip spans 8 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 3 2015 Return: Mon Feb 9 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: 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: Thu Feb 5 2015 Return: Mon Feb 9 2015 Trip spans 5 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: Wed Feb 11 2015 Trip spans 5 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 Dec 31 2014 Return: Thu Jan 15 2015 Trip spans 16 days
US Airways
US Airways
ORD
12:10p
OAK
7:07p
6h 57m
1 stop
OAK
7:29a
ORD
1:36p
6h 07m
1 stop
Change your search
Direct flights CHI to OAK on Southwest
Flight # Depart MDW Arrive OAK Sun Mon Tue Wed Thu Fri Sat Valid Between
192 8:45 am 11:35 am Jan 6 - Mar 6
4476 8:45 am 11:35 am Dec 29 - Jan 5
636 8:45 am 11:35 am Feb 1 - Feb 1
636 8:45 am 11:35 am Jan 11 - Jan 25
3626 9:40 am 12:25 pm Jan 10 - Feb 28
3652 4:20 pm 7:05 pm Dec 31 - Jan 4
327 5:05 pm 7:50 pm Jan 5 - Jan 5
106 7:20 pm 10:05 pm Dec 29 - Jan 4
330 7:20 pm 10:10 pm Jan 6 - Mar 6
309 7:25 pm 10:10 pm Jan 5 - Jan 5
Airports
Origin

Chicago
$117
Destination

Oakland
$117