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: Thu Nov 2 2017 Return: Sat Nov 4 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
OAK
11:25a
11h 25m
2 stops
OAK
12:00a
MDW
8:36a
8h 36m
2 stops
Depart: Sat Dec 2 2017 Return: Mon Dec 4 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
OAK
10:09a
10h 09m
2 stops
OAK
12:00a
MDW
10:13a
10h 13m
2 stops
Depart: Fri Jan 26 2018 Return: Sun Jan 28 2018 Trip spans 3 days
Delta
Delta
MDW
12:00a
OAK
9:05a
9h 05m
2 stops
OAK
12:00a
MDW
2:08p
14h 08m
2 stops
Depart: Fri Nov 3 2017 Return: Tue Nov 7 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
OAK
10:58a
10h 58m
2 stops
OAK
12:00a
MDW
10:19a
10h 19m
2 stops
Depart: Fri Apr 20 2018 Return: Mon Apr 23 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
OAK
12:05p
12h 05m
2 stops
OAK
12:00a
MDW
10:08a
10h 08m
2 stops
Depart: Fri Nov 17 2017 Return: Fri Nov 24 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
OAK
11:14a
11h 14m
2 stops
OAK
12:00a
MDW
10:18a
10h 18m
2 stops
Depart: Fri Oct 27 2017 Return: Mon Oct 30 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
OAK
9:43a
9h 43m
2 stops
OAK
12:00a
MDW
8:38a
8h 38m
2 stops
Depart: Fri Oct 27 2017 Return: Mon Oct 30 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
OAK
9:43a
9h 43m
2 stops
OAK
12:00a
MDW
8:38a
8h 38m
2 stops
Depart: Thu Dec 21 2017 Return: Sun Dec 31 2017 Trip spans 11 days
Delta
Delta
MDW
12:00a
OAK
11:37a
11h 37m
2 stops
OAK
12:00a
MDW
11:26a
11h 26m
2 stops
Depart: Wed Feb 14 2018 Return: Fri Feb 16 2018 Trip spans 3 days
Delta
Delta
MDW
12:00a
OAK
9:47a
9h 47m
2 stops
OAK
12:00a
MDW
12:52p
12h 52m
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
5915 8:10 am 11:00 am Nov 26 - Nov 27
5915 8:10 am 11:00 am Nov 17 - Nov 22
3359 8:15 am 11:05 am Nov 23 - Nov 23
654 8:15 am 11:05 am Nov 6 - Nov 16
654 8:15 am 11:05 am Nov 20 - Nov 24
296 8:20 am 11:15 am Nov 25 - Nov 25
6645 8:20 am 11:15 am Nov 18 - Nov 18
1278 8:30 am 11:10 am Oct 9 - Nov 3
3925 8:40 am 11:25 am Oct 7 - Oct 28
815 8:45 am 11:30 am Nov 4 - Nov 4
2283 8:50 am 11:40 am Nov 11 - Nov 11
3689 9:00 am 11:40 am Oct 22 - Oct 29
3821 9:00 am 11:50 am Nov 5 - Nov 19
5072 10:15 am 1:00 pm Nov 17 - Nov 22
5072 10:15 am 1:00 pm Nov 26 - Nov 27
156 11:10 am 1:50 pm Oct 9 - Nov 3
1940 11:40 am 2:25 pm Nov 24 - Nov 24
1940 11:40 am 2:25 pm Nov 6 - Nov 16
1940 11:40 am 2:25 pm Nov 20 - Nov 23
5008 11:55 am 2:35 pm Oct 7 - Oct 28
4554 12:35 pm 3:20 pm Nov 18 - Nov 25
1342 2:05 pm 4:45 pm Nov 4 - Nov 4
4171 4:45 pm 7:20 pm Oct 8 - Oct 29
2741 6:00 pm 8:50 pm Nov 5 - Nov 19
6794 6:05 pm 8:55 pm Nov 17 - Nov 22
6794 6:05 pm 8:55 pm Nov 26 - Nov 27
1600 6:15 pm 9:05 pm Nov 11 - Nov 11
5163 6:20 pm 9:00 pm Oct 7 - Oct 28
2727 6:30 pm 9:10 pm Nov 4 - Nov 4
4697 6:40 pm 9:20 pm Oct 9 - Oct 30
4697 6:40 pm 9:20 pm Nov 1 - Nov 3
1306 7:20 pm 10:10 pm Nov 20 - Nov 20
1306 7:20 pm 10:10 pm Nov 6 - Nov 16
3398 7:25 pm 10:10 pm Nov 24 - Dec 1
5904 8:05 pm 10:50 pm Oct 8 - Oct 29
1489 8:10 pm 11:00 pm Nov 18 - Nov 25
924 8:20 pm 11:05 pm Nov 17 - Nov 22
924 8:20 pm 11:05 pm Nov 26 - Nov 27
578 8:40 pm 11:20 pm Nov 1 - Nov 3
578 8:40 pm 11:20 pm Oct 9 - Oct 30
329 8:50 pm 11:30 pm Oct 31 - Oct 31
3257 8:55 pm 11:50 pm Nov 5 - Nov 19
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$294
Destination

Oakland
$294
Airlines