Find Cheap Flights from San Diego to Chicago Midway (SAN - 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 San Diego to Chicago Midway

(Round-trip)
Depart: Sat May 6 2017 Return: Mon May 8 2017 Trip spans 3 days
Delta
Delta
SAN
3:15a
MDW
10:17a
7h 02m
1 stop
MDW
11:55a
SAN
9:00p
9h 05m
1 stop
Depart: Tue May 9 2017 Return: Thu Jun 15 2017 Trip spans 38 days
Delta
Delta
SAN
7:26a
MDW
4:10p
8h 44m
1 stop
MDW
11:07a
SAN
7:45p
8h 38m
1 stop
Depart: Wed May 10 2017 Return: Thu Jun 15 2017 Trip spans 37 days
Delta
Delta
SAN
3:15a
MDW
11:59a
8h 44m
1 stop
MDW
11:07a
SAN
7:45p
8h 38m
1 stop
Depart: Thu May 11 2017 Return: Thu Jun 15 2017 Trip spans 36 days
Delta
Delta
SAN
7:39a
MDW
2:35p
6h 56m
1 stop
MDW
11:07a
SAN
7:45p
8h 38m
1 stop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
Delta
Delta
SAN
2:40a
MDW
10:55a
8h 15m
1 stop
MDW
11:20a
SAN
6:06p
6h 46m
1 stop
Depart: Sun May 14 2017 Return: Thu Jun 15 2017 Trip spans 33 days
Delta
Delta
SAN
4:30a
MDW
10:57a
6h 27m
1 stop
MDW
11:07a
SAN
7:45p
8h 38m
1 stop
Depart: Sat May 20 2017 Return: Sat May 27 2017 Trip spans 8 days
Delta
Delta
SAN
2:40a
MDW
8:44a
6h 04m
1 stop
MDW
11:20a
SAN
6:03p
6h 43m
1 stop
Depart: Wed May 31 2017 Return: Fri Jun 2 2017 Trip spans 3 days
Delta
Delta
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
MDW
11:55a
SAN
9:00p
9h 05m
1 stop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Delta
Delta
SAN
3:15a
MDW
10:17a
7h 02m
1 stop
MDW
3:50p
SAN
9:47p
5h 57m
1 stop
Depart: Fri Aug 18 2017 Return: Thu Sep 7 2017 Trip spans 21 days
Delta
Delta
SAN
6:00p
MDW
3:34a
9h 34m
1 stop
MDW
2:30a
SAN
8:51a
6h 21m
1 stop
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
Delta
Delta
SAN
7:15a
MDW
4:15p
9h 00m
1 stop
MDW
9:10a
SAN
5:50p
8h 40m
1 stop
Depart: Thu May 4 2017 Return: Tue May 9 2017 Trip spans 6 days
Delta
Delta
SAN
3:15a
MDW
10:19a
7h 04m
1 stop
MDW
2:30a
SAN
8:43a
6h 13m
1 stop
Depart: Mon May 8 2017 Return: Thu Jun 15 2017 Trip spans 39 days
Delta
Delta
SAN
6:30p
MDW
3:46a
9h 16m
1 stop
MDW
11:07a
SAN
7:45p
8h 38m
1 stop
Depart: Sat Sep 23 2017 Return: Sat Sep 30 2017 Trip spans 8 days
Delta
Delta
SAN
4:30a
MDW
10:44a
6h 14m
1 stop
MDW
12:30p
SAN
8:15p
7h 45m
1 stop
Depart: Sat May 27 2017 Return: Thu Jun 1 2017 Trip spans 6 days
Delta
Delta
SAN
6:30p
MDW
3:44a
9h 14m
1 stop
MDW
1:00p
SAN
8:13p
7h 13m
1 stop
Depart: Wed May 17 2017 Return: Sat May 27 2017 Trip spans 11 days
Delta
Delta
SAN
7:39a
MDW
2:35p
6h 56m
1 stop
MDW
11:20a
SAN
6:03p
6h 43m
1 stop
Depart: Sun Jun 4 2017 Return: Tue Jun 6 2017 Trip spans 3 days
Delta
Delta
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
MDW
1:32p
SAN
9:47p
8h 15m
1 stop
Depart: Wed Jun 7 2017 Return: Fri Jun 16 2017 Trip spans 10 days
Delta
Delta
SAN
7:26a
MDW
4:10p
8h 44m
1 stop
MDW
1:13p
SAN
7:45p
6h 32m
1 stop
Depart: Wed Aug 16 2017 Return: Sat Aug 19 2017 Trip spans 4 days
Delta
Delta
SAN
8:25a
MDW
4:53p
8h 28m
1 stop
MDW
2:30a
SAN
11:34a
9h 04m
1 stop
Depart: Wed Sep 6 2017 Return: Fri Sep 8 2017 Trip spans 3 days
Delta
Delta
SAN
8:00a
MDW
4:53p
8h 53m
1 stop
MDW
2:30a
SAN
8:51a
6h 21m
1 stop
Select an airline:  Southwest
Direct flights SAN to MDW on Southwest
Flight # Depart SAN Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1596 6:20 am 12:20 pm Jun 5 - Jun 30
1315 6:55 am 12:50 pm Apr 26 - Jun 2
1559 7:00 am 12:55 pm Apr 29 - Jun 3
1908 7:15 am 1:10 pm Jun 4 - Jun 11
4632 7:15 am 1:10 pm Apr 30 - May 21
717 7:20 am 1:15 pm May 28 - May 28
3934 8:45 am 2:40 pm Jun 4 - Aug 13
4311 8:50 am 2:45 pm May 28 - May 28
4311 8:50 am 2:45 pm Apr 30 - May 21
1848 11:05 am 5:00 pm Apr 26 - May 26
1848 11:05 am 5:00 pm May 30 - Jun 2
1848 11:10 am 5:05 pm May 29 - May 29
4651 11:30 am 5:20 pm Apr 29 - May 27
4651 12:10 pm 6:00 pm Jun 3 - Jun 3
5686 12:25 pm 6:20 pm Jun 5 - Jun 30
4035 12:50 pm 6:45 pm Jun 4 - Aug 13
941 1:05 pm 6:55 pm Apr 26 - Jun 2
3349 1:30 pm 7:20 pm Apr 30 - May 21
438 1:30 pm 7:20 pm May 28 - May 28
3109 2:00 pm 7:50 pm Jun 5 - Jun 30
5111 2:20 pm 8:10 pm May 13 - Jun 3
5111 2:20 pm 8:10 pm Apr 29 - May 6
3520 2:50 pm 8:40 pm Apr 26 - Jun 2
4688 2:55 pm 8:45 pm May 28 - May 28
4688 3:05 pm 8:55 pm Apr 30 - May 7
4688 3:05 pm 8:55 pm May 14 - May 21
5307 3:30 pm 9:25 pm Jun 4 - Aug 13
521 4:00 pm 9:55 pm May 28 - May 28
1342 5:05 pm 11:00 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

San Diego
$264
Destination

Chicago
$264
Airlines