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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
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: Wed Apr 13 2016 Return: Tue Apr 26 2016 Trip spans 14 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 09m
nonstop
Depart: Wed Apr 20 2016 Return: Wed Apr 27 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 09m
nonstop
Depart: Tue May 3 2016 Return: Tue May 10 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 12m
nonstop
Depart: Sun Feb 28 2016 Return: Tue Mar 15 2016 Trip spans 16 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 06m
nonstop
Depart: Tue Mar 1 2016 Return: Tue Mar 8 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 06m
nonstop
Depart: Sat Apr 23 2016 Return: Tue Apr 26 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 12m
nonstop
Depart: Sat May 7 2016 Return: Tue May 10 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 12m
nonstop
Depart: Wed Feb 17 2016 Return: Wed Feb 24 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 06m
nonstop
Depart: Sat Feb 27 2016 Return: Tue Mar 1 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 06m
nonstop
Depart: Fri Apr 22 2016 Return: Sat Apr 30 2016 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 12m
nonstop
Depart: Tue May 10 2016 Return: Mon May 16 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 12m
nonstop
Depart: Fri Feb 26 2016 Return: Sun Feb 28 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 06m
nonstop
Depart: Wed Mar 2 2016 Return: Mon Mar 7 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 36m
nonstop
OAK
ORD
4h 06m
nonstop
Depart: Tue Jun 7 2016 Return: Tue Jun 14 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 09m
nonstop
Depart: Tue Aug 23 2016 Return: Mon Aug 29 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 05m
nonstop
Depart: Mon Aug 29 2016 Return: Tue Sep 6 2016 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 05m
nonstop
Depart: Thu May 19 2016 Return: Tue May 24 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
OAK
4h 35m
nonstop
OAK
ORD
4h 12m
nonstop
Depart: Fri Apr 29 2016 Return: Sun May 1 2016 Trip spans 3 days
Delta
Delta
MDW
OAK
10h 41m
2 stops
OAK
MDW
10h 14m
2 stops
Depart: Wed May 4 2016 Return: Wed May 11 2016 Trip spans 8 days
Southwest
Southwest
MDW
OAK
4h 35m
nonstop
OAK
MDW
4h 05m
nonstop
Depart: Wed Mar 16 2016 Return: Tue Mar 22 2016 Trip spans 7 days
Delta
Delta
ORD
OAK
6h 20m
1 stop
OAK
ORD
7h 16m
1 stop
Direct flights CHI to OAK on Southwest
Flight # Depart MDW Arrive OAK Sun Mon Tue Wed Thu Fri Sat Valid Between
2112 8:10 am 10:50 am Mar 10 - Mar 11
2112 8:10 am 10:50 am Mar 14 - Apr 11
2695 8:10 am 10:50 am Mar 13 - Mar 27
1646 8:20 am 11:05 am Feb 14 - Mar 6
1646 8:20 am 11:05 am Feb 11 - Mar 8
5065 8:20 am 11:05 am Mar 9 - Mar 9
4124 11:15 am 1:55 pm Mar 19 - Apr 9
4124 11:15 am 1:55 pm Mar 12 - Mar 12
1617 6:45 pm 9:30 pm Feb 13 - Mar 5
2935 7:10 pm 9:50 pm Mar 19 - Apr 9
2935 7:10 pm 9:50 pm Mar 12 - Mar 12
3164 7:40 pm 10:25 pm Mar 13 - Apr 11
3164 7:40 pm 10:25 pm Mar 10 - Mar 11
1177 8:00 pm 10:50 pm Feb 23 - Mar 6
1177 8:00 pm 10:50 pm Mar 7 - Mar 8
1177 8:00 pm 10:50 pm Feb 11 - Feb 21
1177 8:00 pm 10:50 pm Feb 22 - Feb 29
3754 8:00 pm 10:50 pm Mar 9 - Mar 9
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We make every attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

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Airports
Origin

Chicago
only $147
only $282
Destination

Oakland
$147