Find Cheap Flights to San Diego

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 San Diego

(Round-trip)
Depart: Wed Aug 2 2017 Return: Mon Aug 14 2017 Trip spans 13 days
Delta
Delta
MDW
1:13p
SAN
7:42p
6h 29m
1 stop
SAN
7:16a
MDW
4:18p
9h 02m
1 stop
Depart: Wed Jul 26 2017 Return: Thu Jul 27 2017 Trip spans 2 days
Delta
Delta
MDW
2:30a
SAN
8:33a
6h 03m
1 stop
SAN
2:50a
MDW
10:04a
7h 14m
1 stop
Depart: Thu Jul 27 2017 Return: Fri Jul 28 2017 Trip spans 2 days
Delta
Delta
MDW
11:46a
SAN
7:27p
7h 41m
1 stop
SAN
6:30p
MDW
3:19a
8h 49m
1 stop
Depart: Fri Jul 28 2017 Return: Tue Aug 1 2017 Trip spans 5 days
Delta
Delta
MDW
1:13p
SAN
9:48p
8h 35m
1 stop
SAN
7:16a
MDW
4:18p
9h 02m
1 stop
Depart: Sat Jul 29 2017 Return: Tue Aug 1 2017 Trip spans 4 days
Delta
Delta
MDW
12:45p
SAN
7:58p
7h 13m
1 stop
SAN
8:10a
MDW
5:02p
8h 52m
1 stop
Depart: Tue Aug 1 2017 Return: Sat Aug 5 2017 Trip spans 5 days
Delta
Delta
MDW
11:04a
SAN
6:03p
6h 59m
1 stop
SAN
2:20a
MDW
10:43a
8h 23m
1 stop
Depart: Thu Aug 3 2017 Return: Tue Aug 8 2017 Trip spans 6 days
Delta
Delta
MDW
8:55a
SAN
6:03p
9h 08m
1 stop
SAN
9:51a
MDW
4:18p
6h 27m
1 stop
Depart: Tue Aug 8 2017 Return: Sat Aug 12 2017 Trip spans 5 days
Delta
Delta
MDW
1:13p
SAN
9:48p
8h 35m
1 stop
SAN
3:40a
MDW
11:22a
7h 42m
1 stop
Depart: Wed Aug 9 2017 Return: Wed Aug 23 2017 Trip spans 15 days
Delta
Delta
MDW
1:13p
SAN
9:48p
8h 35m
1 stop
SAN
9:50a
MDW
4:18p
6h 28m
1 stop
Depart: Thu Aug 10 2017 Return: Sat Aug 12 2017 Trip spans 3 days
Delta
Delta
MDW
8:55a
SAN
6:03p
9h 08m
1 stop
SAN
3:40a
MDW
11:22a
7h 42m
1 stop
Depart: Fri Aug 11 2017 Return: Sat Aug 12 2017 Trip spans 2 days
Delta
Delta
MDW
3:47p
SAN
9:48p
6h 01m
1 stop
SAN
3:40a
MDW
11:22a
7h 42m
1 stop
Depart: Mon Aug 14 2017 Return: Wed Aug 23 2017 Trip spans 10 days
Delta
Delta
MDW
3:47p
SAN
9:48p
6h 01m
1 stop
SAN
9:50a
MDW
4:18p
6h 28m
1 stop
Depart: Tue Aug 15 2017 Return: Wed Aug 23 2017 Trip spans 9 days
Delta
Delta
MDW
2:30a
SAN
11:01a
8h 31m
1 stop
SAN
9:50a
MDW
4:18p
6h 28m
1 stop
Depart: Wed Aug 16 2017 Return: Wed Aug 23 2017 Trip spans 8 days
Delta
Delta
MDW
2:30a
SAN
11:01a
8h 31m
1 stop
SAN
9:50a
MDW
4:18p
6h 28m
1 stop
Depart: Mon Aug 21 2017 Return: Wed Aug 23 2017 Trip spans 3 days
Delta
Delta
MDW
3:46p
SAN
9:40p
5h 54m
1 stop
SAN
9:50a
MDW
4:18p
6h 28m
1 stop
Depart: Tue Aug 22 2017 Return: Fri Aug 25 2017 Trip spans 4 days
Delta
Delta
MDW
3:46p
SAN
9:40p
5h 54m
1 stop
SAN
6:40p
MDW
2:40a
8h 00m
1 stop
Depart: Wed Aug 23 2017 Return: Fri Aug 25 2017 Trip spans 3 days
Delta
Delta
MDW
2:30a
SAN
11:01a
8h 31m
1 stop
SAN
8:25a
MDW
4:40p
8h 15m
1 stop
Depart: Fri Aug 25 2017 Return: Sat Aug 26 2017 Trip spans 2 days
Delta
Delta
MDW
11:18a
SAN
6:10p
6h 52m
1 stop
SAN
2:20a
MDW
9:38a
7h 18m
1 stop
Depart: Sat Aug 26 2017 Return: Tue Aug 29 2017 Trip spans 4 days
Delta
Delta
MDW
11:01a
SAN
5:52p
6h 51m
1 stop
SAN
8:20a
MDW
4:55p
8h 35m
1 stop
Depart: Tue Aug 29 2017 Return: Wed Aug 30 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
SAN
9:25a
7h 25m
1 stop
SAN
10:02a
MDW
4:55p
6h 53m
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
2062 8:10 am 10:20 am Jul 19 - Aug 14
2873 8:45 am 11:00 am Aug 19 - Aug 26
3959 9:00 am 11:10 am Aug 20 - Aug 27
5790 9:00 am 11:10 am Aug 15 - Sep 29
1344 9:05 am 11:15 am Jul 23 - Aug 13
4815 9:20 am 11:30 am Jul 22 - Aug 12
3172 10:45 am 12:50 pm Jul 19 - Aug 14
2516 10:55 am 1:05 pm Aug 19 - Aug 26
1543 11:10 am 1:20 pm Aug 15 - Aug 15
1543 11:10 am 1:20 pm Aug 16 - Sep 29
3340 11:15 am 1:20 pm Jul 23 - Aug 13
3970 12:50 pm 3:00 pm Jul 19 - Aug 14
3748 1:00 pm 3:10 pm Aug 20 - Aug 27
2903 1:45 pm 4:00 pm Jul 22 - Aug 12
3091 3:40 pm 5:50 pm Aug 19 - Aug 26
4770 4:15 pm 6:25 pm Jul 23 - Aug 13
952 5:05 pm 7:15 pm Aug 15 - Sep 29
3503 5:20 pm 7:30 pm Jul 22 - Aug 12
3495 6:30 pm 8:40 pm Aug 19 - Aug 26
3151 7:05 pm 9:15 pm Aug 20 - Aug 27
740 7:25 pm 9:35 pm Jul 23 - Aug 13
5570 7:40 pm 9:50 pm Jul 22 - Aug 12
1416 7:45 pm 9:55 pm Jul 19 - Aug 14
1595 7:55 pm 10:10 pm Aug 16 - Sep 1
1595 8:00 pm 10:15 pm Aug 15 - Aug 15
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Airports
Origin

Chicago
$254
Destination

San Diego
$254
Airlines