Find Deals on Flights from Chicago to Oakland (CHI - OAK)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago to Oakland

(Round-trip)
Depart: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Fri Sep 11 2015 Return: Tue Sep 15 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Sat Sep 12 2015 Return: Wed Sep 16 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Tue Sep 15 2015 Return: Tue Sep 22 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Fri Sep 18 2015 Return: Mon Sep 21 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Tue Sep 22 2015 Return: Sat Oct 3 2015 Trip spans 12 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Fri Sep 25 2015 Return: Sat Sep 26 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Tue Oct 6 2015 Return: Wed Oct 7 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Wed Oct 7 2015 Return: Sat Oct 10 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Wed Oct 14 2015 Return: Sat Oct 24 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Tue Oct 20 2015 Return: Wed Oct 21 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Wed Oct 21 2015 Return: Wed Oct 28 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Fri Oct 23 2015 Return: Sat Oct 31 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
4:29a
ORD
8:33a
4h 04m
nonstop
Depart: Tue Oct 27 2015 Return: Mon Nov 2 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
11:30a
OAK
4:01p
4h 31m
nonstop
OAK
3:29a
ORD
7:33a
4h 04m
nonstop
Depart: Sun Nov 15 2015 Return: Tue Nov 17 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
2:05a
OAK
8:48a
6h 43m
1 stop
OAK
2:10p
ORD
10:58p
8h 48m
1 stop
Depart: Mon Oct 5 2015 Return: Mon Nov 9 2015 Trip spans 36 days
Delta
Delta
ORD
9:09a
OAK
8:46p
11h 37m
2 stops
OAK
1:05a
ORD
8:31a
7h 26m
1 stop
Depart: Wed Feb 10 2016 Return: Wed Feb 17 2016 Trip spans 8 days
Delta
Delta
MDW
1:45a
OAK
11:00a
9h 15m
2 stops
OAK
1:05a
MDW
9:51a
8h 46m
2 stops
Direct flights CHI to OAK on Southwest
Flight # Depart MDW Arrive OAK Sun Mon Tue Wed Thu Fri Sat Valid Between
1315 8:35 am 11:15 am Sep 3 - Sep 11
1315 8:35 am 11:15 am Sep 13 - Oct 30
25 9:05 am 11:45 am Sep 12 - Sep 26
3457 9:05 am 11:45 am Oct 3 - Oct 24
1757 12:50 pm 3:30 pm Sep 13 - Sep 20
493 12:50 pm 3:30 pm Sep 21 - Oct 2
493 12:50 pm 3:30 pm Sep 7 - Sep 11
493 12:50 pm 3:30 pm Oct 4 - Oct 23
493 12:50 pm 3:30 pm Sep 14 - Sep 18
2026 1:35 pm 4:15 pm Sep 12 - Sep 26
730 1:35 pm 4:15 pm Oct 3 - Oct 24
1071 4:05 pm 6:45 pm Sep 3 - Sep 25
1071 4:10 pm 6:50 pm Sep 28 - Oct 30
2913 4:10 pm 6:50 pm Sep 13 - Sep 20
2976 4:10 pm 6:50 pm Sep 27 - Oct 25
1324 7:20 pm 10:00 pm Sep 12 - Sep 26
1356 7:20 pm 10:00 pm Oct 3 - Oct 24
2489 7:40 pm 10:20 pm Sep 3 - Oct 30
Airports
Origin

Chicago
only $157
only $282
Destination

Oakland
$157