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

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: Mon May 8 2017 Return: Wed May 10 2017 Trip spans 3 days
Delta
Delta
MDW
11:55a
SAN
9:00p
9h 05m
1 stop
SAN
7:39a
MDW
2:35p
6h 56m
1 stop
Depart: Fri May 12 2017 Return: Sun May 14 2017 Trip spans 3 days
Delta
Delta
MDW
2:30a
SAN
8:43a
6h 13m
1 stop
SAN
2:40a
MDW
8:45a
6h 05m
1 stop
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
Delta
Delta
MDW
5:10a
SAN
11:36a
6h 26m
1 stop
SAN
2:40a
MDW
10:55a
8h 15m
1 stop
Depart: Sat May 27 2017 Return: Sun May 28 2017 Trip spans 2 days
Delta
Delta
MDW
11:20a
SAN
6:03p
6h 43m
1 stop
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
Depart: Fri Sep 22 2017 Return: Fri Sep 29 2017 Trip spans 8 days
Delta
Delta
MDW
9:40a
SAN
5:37p
7h 57m
1 stop
SAN
7:20a
MDW
4:15p
8h 55m
1 stop
Depart: Sat Aug 19 2017 Return: Fri Aug 25 2017 Trip spans 7 days
Delta
Delta
MDW
2:30a
SAN
11:34a
9h 04m
1 stop
SAN
8:25a
MDW
4:53p
8h 28m
1 stop
Depart: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Delta
Delta
MDW
2:30a
SAN
11:16a
8h 46m
1 stop
SAN
4:30a
MDW
10:49a
6h 19m
1 stop
Depart: Sat Sep 9 2017 Return: Sat Sep 16 2017 Trip spans 8 days
Delta
Delta
MDW
12:30p
SAN
8:15p
7h 45m
1 stop
SAN
6:00p
MDW
3:36a
9h 36m
1 stop
Depart: Thu Oct 26 2017 Return: Mon Oct 30 2017 Trip spans 5 days
Delta
Delta
MDW
9:40a
SAN
5:37p
7h 57m
1 stop
SAN
7:20a
MDW
4:15p
8h 55m
1 stop
Depart: Fri Jun 2 2017 Return: Tue Jun 6 2017 Trip spans 5 days
Delta
Delta
MDW
2:30a
SAN
8:43a
6h 13m
1 stop
SAN
7:26a
MDW
4:10p
8h 44m
1 stop
Depart: Mon May 15 2017 Return: Sat May 20 2017 Trip spans 6 days
Delta
Delta
MDW
3:50p
SAN
9:47p
5h 57m
1 stop
SAN
2:40a
MDW
10:55a
8h 15m
1 stop
Depart: Wed Aug 16 2017 Return: Mon Aug 21 2017 Trip spans 6 days
Delta
Delta
MDW
2:00a
SAN
9:27a
7h 27m
1 stop
SAN
6:00p
MDW
3:36a
9h 36m
1 stop
Depart: Fri May 5 2017 Return: Tue May 9 2017 Trip spans 5 days
Delta
Delta
MDW
11:20a
SAN
6:06p
6h 46m
1 stop
SAN
7:26a
MDW
4:10p
8h 44m
1 stop
Depart: Tue May 9 2017 Return: Sun May 14 2017 Trip spans 6 days
Delta
Delta
MDW
1:00p
SAN
8:13p
7h 13m
1 stop
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
Depart: Thu May 11 2017 Return: Sun May 14 2017 Trip spans 4 days
Delta
Delta
MDW
2:30a
SAN
8:43a
6h 13m
1 stop
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
Depart: Fri May 19 2017 Return: Sat May 27 2017 Trip spans 9 days
Delta
Delta
MDW
3:50p
SAN
9:47p
5h 57m
1 stop
SAN
2:40a
MDW
10:55a
8h 15m
1 stop
Depart: Sat May 20 2017 Return: Sun May 28 2017 Trip spans 9 days
Delta
Delta
MDW
11:55a
SAN
9:08p
9h 13m
1 stop
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Delta
Delta
MDW
2:30a
SAN
11:36a
9h 06m
1 stop
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
Depart: Tue May 30 2017 Return: Tue Jun 6 2017 Trip spans 8 days
Delta
Delta
MDW
3:50p
SAN
9:47p
5h 57m
1 stop
SAN
7:26a
MDW
4:10p
8h 44m
1 stop
Depart: Tue Aug 22 2017 Return: Wed Aug 23 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
SAN
9:27a
7h 27m
1 stop
SAN
8:25a
MDW
4:53p
8h 28m
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 Jun 5 - Aug 14
1770 8:25 am 10:45 am Apr 26 - Jun 2
4225 8:50 am 11:10 am May 7 - May 7
4225 8:50 am 11:10 am May 14 - May 28
1344 9:05 am 11:15 am Jun 4 - Aug 13
4462 9:20 am 11:40 am Jun 3 - Jun 3
4462 9:35 am 11:55 am Apr 29 - May 27
3172 10:45 am 12:50 pm Jun 5 - Jun 30
782 10:50 am 1:05 pm Apr 30 - May 21
947 10:50 am 1:05 pm May 28 - May 28
3340 11:15 am 1:20 pm Jun 4 - Aug 13
694 12:00 pm 2:20 pm May 28 - May 28
3691 12:35 pm 2:55 pm Apr 26 - May 26
3691 12:35 pm 2:55 pm May 30 - Jun 2
662 12:35 pm 2:55 pm May 29 - May 29
3970 12:50 pm 3:00 pm Jun 5 - Jun 30
4934 1:00 pm 3:15 pm May 13 - May 27
4934 1:00 pm 3:15 pm Jun 3 - Jun 3
5462 1:35 pm 3:55 pm Apr 30 - May 21
5462 2:05 pm 4:25 pm May 28 - May 28
4444 3:40 pm 6:00 pm May 29 - May 29
4444 4:15 pm 6:35 pm May 30 - Jun 2
4444 4:15 pm 6:35 pm Apr 26 - May 26
4770 4:15 pm 6:25 pm Jun 4 - Aug 13
1446 6:40 pm 9:00 pm Jun 3 - Jun 3
6446 6:40 pm 9:00 pm Apr 29 - May 27
1842 7:20 pm 9:40 pm May 8 - May 8
1842 7:20 pm 9:40 pm May 9 - Jun 2
4402 7:25 pm 9:45 pm Apr 30 - May 21
4402 7:25 pm 9:45 pm May 28 - May 28
740 7:25 pm 9:35 pm Jun 4 - Jun 25
1416 7:45 pm 9:55 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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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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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
$264
Destination

San Diego
$264
Airlines