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

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 Oakland to Chicago Midway

(Round-trip)
Depart: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
2:54p
14h 54m
2 stops
MDW
12:00a
OAK
12:02p
12h 02m
2 stops
Depart: Wed Sep 13 2017 Return: Sat Sep 16 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
10:05a
10h 05m
2 stops
MDW
12:00a
OAK
10:21a
10h 21m
2 stops
Depart: Tue Sep 19 2017 Return: Sat Sep 23 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
11:08a
11h 08m
2 stops
MDW
12:00a
OAK
10:43a
10h 43m
2 stops
Depart: Tue Sep 26 2017 Return: Sat Sep 30 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
2:16p
14h 16m
2 stops
MDW
12:00a
OAK
10:14a
10h 14m
2 stops
Depart: Fri Aug 25 2017 Return: Sat Aug 26 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
OAK
12:00a
MDW
1:06p
13h 06m
2 stops
MDW
12:00a
OAK
7:18p
19h 18m
2 stops
Depart: Tue Sep 12 2017 Return: Sat Sep 16 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
10:24a
10h 24m
2 stops
MDW
12:00a
OAK
10:43a
10h 43m
2 stops
Depart: Wed Sep 27 2017 Return: Mon Oct 2 2017 Trip spans 6 days
Delta
Delta
OAK
12:00a
MDW
12:56p
12h 56m
2 stops
MDW
12:00a
OAK
9:52a
9h 52m
2 stops
Depart: Sun Sep 3 2017 Return: Wed Sep 6 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
11:34a
11h 34m
2 stops
MDW
12:00a
OAK
9:56a
9h 56m
2 stops
Depart: Fri Aug 25 2017 Return: Tue Aug 29 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
10:34a
10h 34m
2 stops
MDW
12:00a
OAK
10:07a
10h 07m
2 stops
Depart: Wed Oct 4 2017 Return: Sat Oct 7 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
10:19a
10h 19m
2 stops
MDW
12:00a
OAK
9:50a
9h 50m
2 stops
Depart: Wed Oct 11 2017 Return: Sat Oct 14 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
10:05a
10h 05m
2 stops
MDW
12:00a
OAK
9:50a
9h 50m
2 stops
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Delta
Delta
OAK
12:00a
MDW
11:02a
11h 02m
2 stops
MDW
12:00a
OAK
9:50a
9h 50m
2 stops
Depart: Sat Oct 28 2017 Return: Wed Nov 1 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
10:46a
10h 46m
2 stops
MDW
12:00a
OAK
9:50a
9h 50m
2 stops
Depart: Tue Nov 7 2017 Return: Mon Nov 13 2017 Trip spans 7 days
Delta
Delta
OAK
12:00a
MDW
9:30a
9h 30m
2 stops
MDW
12:00a
OAK
9:11a
9h 11m
2 stops
Depart: Wed Nov 8 2017 Return: Mon Nov 13 2017 Trip spans 6 days
Delta
Delta
OAK
12:00a
MDW
8:49a
8h 49m
2 stops
MDW
12:00a
OAK
11:25a
11h 25m
2 stops
Depart: Fri Nov 10 2017 Return: Mon Nov 13 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
10:02a
10h 02m
2 stops
MDW
12:00a
OAK
9:11a
9h 11m
2 stops
Depart: Wed Nov 29 2017 Return: Tue Dec 5 2017 Trip spans 7 days
Delta
Delta
OAK
12:00a
MDW
8:49a
8h 49m
2 stops
MDW
12:00a
OAK
9:25a
9h 25m
2 stops
Depart: Fri Sep 15 2017 Return: Tue Sep 19 2017 Trip spans 5 days
Delta
Delta
OAK
12:00a
MDW
10:24a
10h 24m
2 stops
MDW
12:00a
OAK
9:56a
9h 56m
2 stops
Depart: Sat Nov 11 2017 Return: Tue Nov 14 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
8:44a
8h 44m
2 stops
MDW
12:00a
OAK
11:25a
11h 25m
2 stops
Depart: Fri Nov 10 2017 Return: Mon Nov 13 2017 Trip spans 4 days
Delta
Delta
OAK
12:00a
MDW
10:02a
10h 02m
2 stops
MDW
12:00a
OAK
11:25a
11h 25m
2 stops
Select an airline:  Southwest
Direct flights OAK to MDW on Southwest
Flight # Depart OAK Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1307 5:50 am 11:55 am Sep 5 - Sep 29
1307 5:50 am 11:55 am Aug 16 - Sep 1
4126 5:50 am 11:55 am Sep 4 - Sep 4
3758 6:50 am 12:55 pm Aug 20 - Aug 27
3758 6:50 am 12:55 pm Sep 10 - Sep 24
1237 6:55 am 1:00 pm Sep 2 - Sep 2
4490 6:55 am 1:00 pm Aug 19 - Aug 26
4490 6:55 am 1:00 pm Sep 9 - Sep 23
1892 7:25 am 1:30 pm Aug 16 - Sep 29
4028 9:50 am 3:50 pm Sep 3 - Sep 3
4395 9:50 am 3:50 pm Aug 20 - Aug 27
4395 9:50 am 3:50 pm Sep 10 - Sep 24
3513 11:50 am 5:50 pm Sep 4 - Sep 4
585 11:50 am 5:50 pm Aug 16 - Sep 1
585 11:50 am 5:50 pm Sep 5 - Sep 29
2508 12:15 pm 6:15 pm Aug 19 - Sep 23
2087 2:15 pm 8:15 pm Sep 9 - Sep 23
2087 2:15 pm 8:15 pm Aug 19 - Aug 26
4422 2:40 pm 8:40 pm Sep 3 - Sep 3
4923 2:40 pm 8:40 pm Aug 20 - Aug 27
4923 2:40 pm 8:40 pm Sep 10 - Sep 24
1990 2:50 pm 8:50 pm Aug 16 - Sep 29
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Oakland
$282
Destination

Chicago
$282
Airlines