Find Deals on Flights from Chicago Midway to San Diego (MDW - SAN)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
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 San Diego

(Round-trip)
Depart: Sun Aug 23 2015 Return: Thu Aug 27 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Mon Aug 24 2015 Return: Thu Aug 27 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Fri Aug 28 2015 Return: Mon Aug 31 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Sat Aug 29 2015 Return: Mon Aug 31 2015 Trip spans 3 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Mon Aug 31 2015 Return: Wed Sep 9 2015 Trip spans 10 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Tue Sep 1 2015 Return: Wed Sep 9 2015 Trip spans 9 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Fri Sep 11 2015 Return: Mon Sep 14 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Tue Aug 11 2015 Return: Thu Aug 27 2015 Trip spans 17 days
Sun Country Air
Sun Country Air
MDW
4:00a
SAN
10:07a
6h 07m
1 stop
SAN
9:00a
MDW
2:45p
5h 45m
1 stop
Depart: Sat Aug 15 2015 Return: Tue Aug 18 2015 Trip spans 4 days
Delta
Delta
MDW
8:31a
SAN
3:22p
6h 51m
1 stop
SAN
3:45a
MDW
12:57p
9h 12m
1 stop
Depart: Tue Aug 18 2015 Return: Mon Aug 24 2015 Trip spans 7 days
Delta
Delta
MDW
5:06a
SAN
11:20a
6h 14m
1 stop
SAN
12:42p
MDW
6:03p
5h 21m
1 stop
Depart: Wed Aug 19 2015 Return: Sat Aug 22 2015 Trip spans 4 days
Delta
Delta
MDW
11:28a
SAN
6:55p
7h 27m
1 stop
SAN
3:00a
MDW
9:57a
6h 57m
1 stop
Depart: Thu Aug 20 2015 Return: Sun Aug 23 2015 Trip spans 4 days
Delta
Delta
MDW
8:31a
SAN
3:27p
6h 56m
1 stop
SAN
6:45p
MDW
1:56a
7h 11m
1 stop
Depart: Fri Aug 21 2015 Return: Sun Aug 23 2015 Trip spans 3 days
Delta
Delta
MDW
12:33p
SAN
7:41p
7h 08m
1 stop
SAN
6:45p
MDW
1:56a
7h 11m
1 stop
Depart: Sat Aug 22 2015 Return: Tue Aug 25 2015 Trip spans 4 days
Delta
Delta
MDW
8:31a
SAN
3:25p
6h 54m
1 stop
SAN
6:30p
MDW
3:12a
8h 42m
1 stop
Depart: Tue Aug 25 2015 Return: Thu Aug 27 2015 Trip spans 3 days
Delta
Delta
MDW
3:10a
SAN
11:01a
7h 51m
1 stop
SAN
12:42p
MDW
6:03p
5h 21m
1 stop
Depart: Wed Aug 26 2015 Return: Sat Aug 29 2015 Trip spans 4 days
Delta
Delta
MDW
5:06a
SAN
11:20a
6h 14m
1 stop
SAN
3:00a
MDW
9:57a
6h 57m
1 stop
Depart: Thu Aug 27 2015 Return: Sat Aug 29 2015 Trip spans 3 days
Delta
Delta
MDW
11:28a
SAN
6:55p
7h 27m
1 stop
SAN
12:00p
MDW
6:03p
6h 03m
1 stop
Depart: Sun Aug 30 2015 Return: Mon Aug 31 2015 Trip spans 2 days
Delta
Delta
MDW
12:33p
SAN
7:42p
7h 09m
1 stop
SAN
4:30a
MDW
1:00p
8h 30m
1 stop
Depart: Wed Sep 2 2015 Return: Sat Sep 5 2015 Trip spans 4 days
Delta
Delta
MDW
8:25a
SAN
4:06p
7h 41m
1 stop
SAN
6:30p
MDW
3:12a
8h 42m
1 stop
Select an airline:  Southwest
Direct flights MDW to SAN on Southwest
Flight # Depart MDW Arrive SAN Sun Mon Tue Wed Thu Fri Sat Valid Between
1543 8:25 am 10:50 am Aug 9 - Sep 4
1543 8:25 am 10:50 am Sep 7 - Sep 25
5690 9:20 am 11:45 am Sep 5 - Sep 5
780 9:20 am 11:45 am Aug 15 - Aug 29
3057 11:25 am 1:40 pm Sep 7 - Sep 7
3057 11:25 am 1:40 pm Aug 9 - Sep 4
3057 11:25 am 1:40 pm Sep 8 - Sep 25
5404 11:25 am 1:50 pm Sep 6 - Sep 6
4435 1:20 pm 3:35 pm Aug 15 - Aug 29
1288 3:10 pm 5:30 pm Sep 6 - Sep 6
288 3:10 pm 5:25 pm Aug 9 - Sep 4
288 3:10 pm 5:25 pm Sep 7 - Sep 25
5657 4:10 pm 6:25 pm Sep 5 - Sep 5
748 4:10 pm 6:25 pm Aug 15 - Aug 29
5132 6:25 pm 8:40 pm Sep 5 - Sep 5
1330 7:35 pm 9:55 pm Sep 6 - Sep 7
3420 7:40 pm 10:00 pm Aug 15 - Aug 29
1676 7:45 pm 10:05 pm Sep 8 - Sep 25
1676 7:45 pm 10:05 pm Aug 9 - Sep 4
Airports
Origin

Chicago
$254
Destination

San Diego
$254