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: Tue Sep 12 2017 Return: Wed Sep 13 2017 Trip spans 2 days
Delta
Delta
OAK
2:00a
MDW
4:15p
14h 15m
2 stops
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Tue Sep 19 2017 Return: Wed Sep 20 2017 Trip spans 2 days
Delta
Delta
OAK
2:00a
MDW
1:03p
11h 03m
2 stops
MDW
5:08a
OAK
3:50p
10h 42m
2 stops
Depart: Tue Sep 26 2017 Return: Wed Sep 27 2017 Trip spans 2 days
Delta
Delta
OAK
2:00a
MDW
4:15p
14h 15m
2 stops
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Tue Oct 3 2017 Return: Wed Oct 4 2017 Trip spans 2 days
Delta
Delta
OAK
6:13a
MDW
4:15p
10h 02m
2 stops
MDW
2:00a
OAK
11:55a
9h 55m
2 stops
Depart: Tue Oct 10 2017 Return: Tue Oct 17 2017 Trip spans 8 days
Delta
Delta
OAK
2:00a
MDW
10:49a
8h 49m
2 stops
MDW
2:00a
OAK
11:55a
9h 55m
2 stops
Depart: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
OAK
2:00a
MDW
2:41p
12h 41m
2 stops
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Wed Oct 11 2017 Return: Tue Oct 17 2017 Trip spans 7 days
Delta
Delta
OAK
2:00a
MDW
1:03p
11h 03m
2 stops
MDW
2:00a
OAK
11:55a
9h 55m
2 stops
Depart: Sat Oct 14 2017 Return: Tue Oct 17 2017 Trip spans 4 days
Delta
Delta
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
MDW
2:30a
OAK
2:07p
11h 37m
2 stops
Depart: Wed Aug 16 2017 Return: Tue Aug 29 2017 Trip spans 14 days
Delta
Delta
OAK
6:45p
MDW
3:36a
8h 51m
1 stop
MDW
12:30p
OAK
8:58p
8h 28m
2 stops
Depart: Tue Aug 15 2017 Return: Tue Aug 29 2017 Trip spans 15 days
Delta
Delta
OAK
2:00a
MDW
1:03p
11h 03m
2 stops
MDW
5:08a
OAK
3:50p
10h 42m
2 stops
Depart: Sat Aug 26 2017 Return: Tue Aug 29 2017 Trip spans 4 days
Delta
Delta
OAK
2:05a
MDW
10:44a
8h 39m
2 stops
MDW
3:20a
OAK
3:50p
12h 30m
2 stops
Depart: Tue Sep 5 2017 Return: Wed Sep 6 2017 Trip spans 2 days
Delta
Delta
OAK
2:00a
MDW
4:15p
14h 15m
2 stops
MDW
3:20a
OAK
3:50p
12h 30m
2 stops
Depart: Fri Sep 8 2017 Return: Tue Sep 12 2017 Trip spans 5 days
Delta
Delta
OAK
2:00a
MDW
4:15p
14h 15m
2 stops
MDW
5:08a
OAK
3:50p
10h 42m
2 stops
Depart: Sat Sep 2 2017 Return: Thu Sep 7 2017 Trip spans 6 days
Delta
Delta
OAK
2:45p
MDW
3:36a
12h 51m
2 stops
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Sun Jun 4 2017 Return: Wed Jun 7 2017 Trip spans 4 days
Delta
Delta
OAK
2:00a
MDW
10:57a
8h 57m
2 stops
MDW
11:55a
OAK
8:00p
8h 05m
1 stop
Depart: Wed Aug 2 2017 Return: Wed Aug 16 2017 Trip spans 15 days
Delta
Delta
OAK
2:00a
MDW
1:12p
11h 12m
2 stops
MDW
9:40a
OAK
7:51p
10h 11m
1 stop
Depart: Mon Aug 14 2017 Return: Wed Aug 30 2017 Trip spans 17 days
Delta
Delta
OAK
6:45p
MDW
3:36a
8h 51m
1 stop
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Thu Aug 17 2017 Return: Wed Aug 30 2017 Trip spans 14 days
Delta
Delta
OAK
6:45p
MDW
3:36a
8h 51m
1 stop
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Fri Aug 18 2017 Return: Wed Aug 30 2017 Trip spans 13 days
Delta
Delta
OAK
6:45p
MDW
3:34a
8h 49m
1 stop
MDW
2:30a
OAK
11:55a
9h 25m
2 stops
Depart: Wed Aug 23 2017 Return: Fri Aug 25 2017 Trip spans 3 days
Delta
Delta
OAK
2:00a
MDW
2:43p
12h 43m
2 stops
MDW
2:30a
OAK
11:55a
9h 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
1341 6:00 am 12:05 pm Jun 5 - Jun 30
1289 6:25 am 12:35 pm May 22 - Jun 2
4321 6:50 am 12:50 pm Jun 10 - Aug 12
4476 6:55 am 1:00 pm May 20 - Jun 3
4788 7:10 am 1:10 pm Jun 4 - Aug 13
1338 7:30 am 1:30 pm Jun 5 - Aug 14
4808 8:10 am 2:10 pm Jun 10 - Aug 12
1592 8:55 am 3:00 pm May 30 - Jun 2
2052 9:50 am 3:50 pm Jun 5 - Jun 30
5057 9:50 am 3:50 pm Jun 4 - Aug 13
4550 1:20 pm 7:20 pm Jun 10 - Jul 15
3794 1:30 pm 7:30 pm Jun 4 - Aug 13
2631 1:55 pm 8:00 pm May 20 - Jun 3
594 2:40 pm 8:45 pm May 30 - Jun 2
4401 3:10 pm 9:10 pm Jun 10 - Aug 12
4793 3:20 pm 9:20 pm Jun 4 - Aug 13
404 3:30 pm 9:30 pm Jun 5 - Jun 30
* 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