Find Cheap Flights from Chicago Midway to Oakland (MDW - 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 Midway to Oakland

(Round-trip)
Depart: Tue Sep 19 2017 Return: Sat Sep 30 2017 Trip spans 12 days
Delta
Delta
MDW
2:30a
OAK
3:50p
13h 20m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Wed Sep 20 2017 Return: Sat Sep 30 2017 Trip spans 11 days
Delta
Delta
MDW
3:20a
OAK
3:50p
12h 30m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Sat Sep 23 2017 Return: Sat Sep 30 2017 Trip spans 8 days
Delta
Delta
MDW
1:44a
OAK
11:55a
10h 11m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Tue May 16 2017 Return: Wed May 17 2017 Trip spans 2 days
Delta
Delta
MDW
11:20a
OAK
8:48p
9h 28m
2 stops
OAK
2:00a
MDW
1:11p
11h 11m
2 stops
Depart: Tue May 9 2017 Return: Wed May 17 2017 Trip spans 9 days
Delta
Delta
MDW
8:05a
OAK
8:48p
12h 43m
2 stops
OAK
2:00a
MDW
1:11p
11h 11m
2 stops
Depart: Thu May 11 2017 Return: Tue May 16 2017 Trip spans 6 days
Delta
Delta
MDW
5:10a
OAK
4:19p
11h 09m
2 stops
OAK
2:00a
MDW
10:57a
8h 57m
2 stops
Depart: Wed Jun 7 2017 Return: Tue Jun 13 2017 Trip spans 7 days
Delta
Delta
MDW
7:04a
OAK
4:19p
9h 15m
2 stops
OAK
2:05a
MDW
1:11p
11h 06m
2 stops
Depart: Thu Sep 21 2017 Return: Sat Sep 30 2017 Trip spans 10 days
Delta
Delta
MDW
5:08a
OAK
8:35p
15h 27m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Fri Sep 22 2017 Return: Sat Sep 30 2017 Trip spans 9 days
Delta
Delta
MDW
5:08a
OAK
8:35p
15h 27m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Wed May 10 2017 Return: Wed May 17 2017 Trip spans 8 days
Delta
Delta
MDW
8:15a
OAK
8:59p
12h 44m
2 stops
OAK
2:00a
MDW
10:57a
8h 57m
2 stops
Depart: Tue Aug 29 2017 Return: Sat Sep 2 2017 Trip spans 5 days
Delta
Delta
MDW
7:00a
OAK
3:50p
8h 50m
2 stops
OAK
2:45p
MDW
3:36a
12h 51m
2 stops
Depart: Mon Sep 25 2017 Return: Sat Sep 30 2017 Trip spans 6 days
Delta
Delta
MDW
9:10a
OAK
8:35p
11h 25m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
Delta
Delta
MDW
11:55a
OAK
8:00p
8h 05m
1 stop
OAK
2:00a
MDW
10:57a
8h 57m
2 stops
Depart: Tue Oct 24 2017 Return: Sat Oct 28 2017 Trip spans 5 days
Delta
Delta
MDW
5:08a
OAK
3:50p
10h 42m
2 stops
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
Depart: Fri Jun 2 2017 Return: Sun Jun 4 2017 Trip spans 3 days
Delta
Delta
MDW
11:55a
OAK
8:00p
8h 05m
1 stop
OAK
2:00a
MDW
10:57a
8h 57m
2 stops
Depart: Wed May 31 2017 Return: Sat Jun 3 2017 Trip spans 4 days
Delta
Delta
MDW
11:20a
OAK
8:48p
9h 28m
2 stops
OAK
2:00a
MDW
1:58p
11h 58m
2 stops
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
Delta
Delta
MDW
5:08a
OAK
7:40a
26h 32m
2 stops
OAK
2:00a
MDW
4:48p
14h 48m
2 stops
Depart: Sat Aug 19 2017 Return: Tue Aug 22 2017 Trip spans 4 days
Delta
Delta
MDW
9:10a
OAK
7:40a
22h 30m
2 stops
OAK
2:00a
MDW
4:48p
14h 48m
2 stops
Depart: Wed May 17 2017 Return: Tue May 23 2017 Trip spans 7 days
Delta
Delta
MDW
6:21a
OAK
4:19p
9h 58m
2 stops
OAK
6:11a
MDW
4:10p
9h 59m
2 stops
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
MDW
1:44a
OAK
11:55a
10h 11m
2 stops
OAK
2:00a
MDW
10:49a
8h 49m
2 stops
Select an airline:  Southwest
Direct flights MDW to OAK on Southwest
Flight # Depart MDW Arrive OAK Sun Mon Tue Wed Thu Fri Sat Valid Between
338 8:30 am 11:05 am Apr 26 - Jun 2
1794 8:55 am 11:30 am Jun 4 - Aug 13
3102 9:05 am 11:40 am May 28 - May 28
788 9:05 am 11:40 am Apr 30 - May 21
2891 9:35 am 12:10 pm Apr 29 - Jun 3
3757 12:35 pm 3:10 pm Jun 4 - Aug 13
1629 3:45 pm 6:20 pm May 29 - May 29
222 3:45 pm 6:20 pm May 30 - Jun 2
222 3:45 pm 6:20 pm Apr 26 - May 26
5391 5:15 pm 7:50 pm Apr 30 - May 28
5430 5:55 pm 8:30 pm Jun 4 - Aug 13
4490 6:35 pm 9:10 pm Apr 29 - May 27
4490 6:35 pm 9:10 pm Jun 3 - Jun 3
1875 7:40 pm 10:15 pm Apr 26 - Jun 2
4677 8:10 pm 10:45 pm May 28 - May 28
4677 8:10 pm 10:45 pm May 14 - May 21
4677 8:10 pm 10:45 pm Apr 30 - May 7
1369 8:20 pm 10:55 pm Jun 4 - Jun 25
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$272
Destination

Oakland
$272
Airlines