Find Deals on 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 Apr 3 2017 Return: Tue Apr 4 2017 Trip spans 2 days
Delta
Delta
MDW
12:46p
SAN
8:23p
7h 37m
1 stop
SAN
3:00a
MDW
12:00p
9h 00m
1 stop
Depart: Sat Apr 15 2017 Return: Wed Apr 19 2017 Trip spans 5 days
Delta
Delta
MDW
1:27p
SAN
7:52p
6h 25m
1 stop
SAN
4:45a
MDW
1:16p
8h 31m
1 stop
Depart: Sun Apr 16 2017 Return: Wed Apr 19 2017 Trip spans 4 days
Delta
Delta
MDW
3:53p
SAN
9:49p
5h 56m
1 stop
SAN
4:45a
MDW
10:52a
6h 07m
1 stop
Depart: Tue Apr 18 2017 Return: Wed Apr 19 2017 Trip spans 2 days
Delta
Delta
MDW
1:27p
SAN
9:51p
8h 24m
1 stop
SAN
4:45a
MDW
1:16p
8h 31m
1 stop
Depart: Sat Apr 22 2017 Return: Sat Apr 29 2017 Trip spans 8 days
Delta
Delta
MDW
11:10a
SAN
6:02p
6h 52m
1 stop
SAN
2:30a
MDW
8:33a
6h 03m
1 stop
Depart: Mon Apr 24 2017 Return: Sat Apr 29 2017 Trip spans 6 days
Delta
Delta
MDW
1:27p
SAN
9:51p
8h 24m
1 stop
SAN
2:30a
MDW
8:33a
6h 03m
1 stop
Depart: Tue Apr 25 2017 Return: Sat Apr 29 2017 Trip spans 5 days
Delta
Delta
MDW
3:53p
SAN
9:51p
5h 58m
1 stop
SAN
2:30a
MDW
10:51a
8h 21m
1 stop
Depart: Wed Apr 26 2017 Return: Sat Apr 29 2017 Trip spans 4 days
Delta
Delta
MDW
3:53p
SAN
9:51p
5h 58m
1 stop
SAN
3:00a
MDW
10:08a
7h 08m
1 stop
Depart: Fri Apr 28 2017 Return: Tue May 2 2017 Trip spans 5 days
Delta
Delta
MDW
2:25a
SAN
9:15a
6h 50m
1 stop
SAN
2:40a
MDW
10:57a
8h 17m
1 stop
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Delta
Delta
MDW
7:02a
SAN
2:15p
7h 13m
1 stop
SAN
3:15a
MDW
11:59a
8h 44m
1 stop
Depart: Wed May 3 2017 Return: Sat May 6 2017 Trip spans 4 days
Delta
Delta
MDW
11:55a
SAN
9:00p
9h 05m
1 stop
SAN
4:10a
MDW
1:58p
9h 48m
1 stop
Depart: Sat May 6 2017 Return: Tue May 16 2017 Trip spans 11 days
Delta
Delta
MDW
11:20a
SAN
6:03p
6h 43m
1 stop
SAN
4:10a
MDW
2:00p
9h 50m
1 stop
Depart: Sun Apr 2 2017 Return: Tue Apr 4 2017 Trip spans 3 days
Delta
Delta
MDW
12:46p
SAN
8:23p
7h 37m
1 stop
SAN
3:00a
MDW
12:00p
9h 00m
1 stop
Depart: Tue Apr 4 2017 Return: Tue Apr 11 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SAN
10:58a
8h 58m
1 stop
SAN
2:20a
MDW
11:18a
8h 58m
1 stop
Depart: Wed Apr 19 2017 Return: Sat Apr 22 2017 Trip spans 4 days
Delta
Delta
MDW
3:53p
SAN
9:51p
5h 58m
1 stop
SAN
2:30a
MDW
10:51a
8h 21m
1 stop
Depart: Mon Apr 10 2017 Return: Fri Apr 14 2017 Trip spans 5 days
Delta
Delta
MDW
11:10a
SAN
6:04p
6h 54m
1 stop
SAN
3:00a
MDW
12:00p
9h 00m
1 stop
Depart: Tue Apr 11 2017 Return: Tue Apr 18 2017 Trip spans 8 days
Delta
Delta
MDW
12:46p
SAN
8:23p
7h 37m
1 stop
SAN
3:00a
MDW
12:00p
9h 00m
1 stop
Depart: Wed Apr 12 2017 Return: Sat Apr 15 2017 Trip spans 4 days
Delta
Delta
MDW
2:25a
SAN
11:32a
9h 07m
1 stop
SAN
2:20a
MDW
9:15a
6h 55m
1 stop
Depart: Thu Apr 13 2017 Return: Wed Apr 19 2017 Trip spans 7 days
Delta
Delta
MDW
2:25a
SAN
9:15a
6h 50m
1 stop
SAN
4:45a
MDW
10:52a
6h 07m
1 stop
Depart: Fri Apr 14 2017 Return: Tue Apr 18 2017 Trip spans 5 days
Delta
Delta
MDW
1:27p
SAN
9:51p
8h 24m
1 stop
SAN
3:00a
MDW
12:00p
9h 00m
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
1770 8:25 am 10:45 am Apr 25 - Jun 2
4708 8:25 am 10:45 am Mar 22 - Apr 24
152 8:50 am 11:10 am Mar 25 - Apr 22
4225 8:50 am 11:10 am Apr 30 - Apr 30
5211 9:00 am 11:20 am Mar 26 - Apr 23
4462 9:35 am 11:55 am Apr 29 - May 27
782 10:50 am 1:05 pm Apr 30 - May 21
2026 11:50 am 2:05 pm Mar 26 - Apr 23
3691 12:35 pm 2:55 pm Apr 25 - May 26
4805 1:00 pm 3:15 pm Mar 22 - Apr 24
4934 1:00 pm 3:15 pm Apr 29 - May 6
2724 1:05 pm 3:20 pm Mar 25 - Apr 22
5462 1:35 pm 3:55 pm Apr 30 - May 21
4444 4:15 pm 6:35 pm Apr 25 - May 26
3562 4:25 pm 6:40 pm Mar 26 - Apr 23
2202 4:40 pm 6:55 pm Apr 22 - Apr 22
2202 4:40 pm 6:55 pm Mar 25 - Apr 15
1062 5:00 pm 7:15 pm Mar 22 - Apr 24
6446 6:40 pm 9:00 pm Apr 29 - May 27
1319 6:55 pm 9:10 pm Mar 25 - Apr 22
1842 7:20 pm 9:40 pm Apr 26 - May 5
557 7:20 pm 9:40 pm Apr 25 - Apr 25
561 7:20 pm 9:35 pm Mar 22 - Apr 24
4402 7:25 pm 9:45 pm Apr 30 - May 21
4585 8:00 pm 10:20 pm Mar 26 - Apr 23
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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We’re not the seller.
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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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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
$248
Destination

San Diego
$248
Airlines