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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: Wed Jan 7 2015 Return: Thu Jan 8 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: Thu Jan 8 2015 Return: Sat Jan 10 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: 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: Thu Jan 15 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: 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: Mon Jan 19 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: Wed Jan 21 2015 Return: Wed Jan 28 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: 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 31 2015 Return: Tue Feb 3 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 Feb 3 2015 Return: Sat Feb 7 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: 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: Mon Feb 9 2015 Return: Wed Feb 11 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: Tue Feb 10 2015 Return: Tue Feb 17 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
7:58a
4h 08m
nonstop
Depart: Wed Feb 11 2015 Return: Tue Feb 17 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:50a
OAK
3:35p
4h 45m
nonstop
OAK
3:50a
ORD
7:58a
4h 08m
nonstop
Depart: Tue Jan 6 2015 Return: Thu Jan 8 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: Tue Mar 3 2015 Return: Tue Mar 10 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
10:53a
OAK
3:37p
4h 44m
nonstop
OAK
4:50a
ORD
8:55a
4h 05m
nonstop
Depart: Thu Jun 18 2015 Return: Sat Jun 20 2015 Trip spans 3 days
US Airways
US Airways
ORD
1:03a
OAK
7:15a
6h 12m
1 stop
OAK
3:15p
ORD
9:08p
5h 53m
1 stop
Depart: Sun Dec 21 2014 Return: Sun Dec 28 2014 Trip spans 8 days
Delta
Delta
MDW
10:24a
OAK
7:13p
8h 49m
1 stop
OAK
1:00a
MDW
12:00p
11h 00m
2 stops
Depart: Wed Dec 31 2014 Return: Tue Jan 13 2015 Trip spans 14 days
Delta
Delta
ORD
8:50a
OAK
2:55p
6h 05m
1 stop
OAK
1:12a
ORD
8:27a
7h 15m
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
1797 8:45 am 11:35 am Dec 28 - Dec 28
1797 8:45 am 11:35 am Dec 20 - Dec 27
192 8:45 am 11:35 am Jan 6 - Mar 6
422 8:45 am 11:35 am Dec 23 - Dec 26
4476 8:45 am 11:35 am Jan 1 - Jan 1
4476 8:45 am 11:35 am Dec 29 - Jan 5
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
2468 4:50 pm 7:35 pm Dec 29 - Jan 2
327 5:05 pm 7:50 pm Jan 5 - Jan 5
4517 5:10 pm 7:55 pm Dec 26 - Dec 28
4517 5:10 pm 7:55 pm Dec 20 - Dec 27
1598 7:15 pm 10:00 pm Dec 28 - Dec 28
1598 7:15 pm 10:00 pm Dec 20 - Dec 27
298 7:15 pm 10:00 pm Dec 26 - Dec 26
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
only $117
only $428
Destination

Oakland
$117