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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: Tue Mar 10 2015 Return: Wed Mar 11 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: 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: Tue Mar 24 2015 Return: Wed Mar 25 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: Wed Mar 25 2015 Return: Tue Mar 31 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 31 2015 Return: Wed Apr 1 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: Wed Apr 1 2015 Return: Tue Apr 7 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 Apr 7 2015 Return: Wed Apr 8 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: Wed Apr 8 2015 Return: Tue Apr 14 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 Apr 14 2015 Return: Tue Apr 21 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
11:45a
OAK
4:30p
4h 45m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Wed Apr 15 2015 Return: Tue Apr 21 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
11:45a
OAK
4:30p
4h 45m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
10:45a
OAK
3:20p
4h 35m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Wed Apr 22 2015 Return: Tue Apr 28 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:45a
OAK
3:20p
4h 35m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Tue May 5 2015 Return: Tue May 12 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
10:45a
OAK
3:20p
4h 35m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Wed May 6 2015 Return: Tue May 12 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:45a
OAK
3:20p
4h 35m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Tue May 12 2015 Return: Tue May 19 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
10:45a
OAK
3:20p
4h 35m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Wed May 13 2015 Return: Tue May 19 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:45a
OAK
3:20p
4h 35m
nonstop
OAK
4:39a
ORD
8:44a
4h 05m
nonstop
Depart: Sat Mar 7 2015 Return: Tue Mar 17 2015 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Sun Apr 19 2015 Return: Tue Apr 21 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
1:00a
OAK
7:22a
6h 22m
1 stop
OAK
2:15a
ORD
10:08a
7h 53m
1 stop
Depart: Fri Mar 13 2015 Return: Mon Mar 16 2015 Trip spans 4 days
Delta
Delta
MDW
8:40a
OAK
8:13p
11h 33m
2 stops
OAK
2:29p
MDW
3:16a
12h 47m
2 stops
Depart: Sat Mar 21 2015 Return: Wed Apr 1 2015 Trip spans 12 days
Delta
Delta
ORD
2:38p
OAK
8:46p
6h 08m
1 stop
OAK
7:30a
ORD
3:23p
7h 53m
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
1006 8:40 am 11:30 am Apr 7 - Apr 7
156 8:40 am 11:30 am Mar 8 - Apr 6
1145 8:55 am 11:40 am Mar 14 - Apr 4
1318 5:30 pm 8:10 pm Mar 7 - Mar 7
2544 5:30 pm 8:10 pm Mar 14 - Apr 4
2409 7:15 pm 10:00 pm Mar 8 - Apr 3
2409 7:15 pm 10:00 pm Apr 5 - Apr 6
3475 7:15 pm 10:00 pm Apr 7 - Apr 7
Airports
Origin

Chicago
only $187
only $254
Destination

Oakland
$187