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

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to San Diego

(Round-trip)
Depart: Mon Jan 12 2015 Return: Thu Jan 15 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
MDW
5:30a
SAN
1:35p
8h 05m
1 stop
SAN
4:55a
MDW
10:45a
5h 50m
1 stop
Depart: Mon Jan 19 2015 Return: Thu Jan 22 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
MDW
5:30a
SAN
1:35p
8h 05m
1 stop
SAN
4:55a
MDW
10:45a
5h 50m
1 stop
Depart: Fri Jan 23 2015 Return: Thu Jan 29 2015 Trip spans 7 days
Sun Country Air
Sun Country Air
MDW
4:50a
SAN
1:35p
8h 45m
1 stop
SAN
4:55a
MDW
10:45a
5h 50m
1 stop
Depart: Mon Jan 26 2015 Return: Thu Jan 29 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
MDW
5:30a
SAN
1:35p
8h 05m
1 stop
SAN
4:55a
MDW
10:45a
5h 50m
1 stop
Depart: Wed Jan 7 2015 Return: Sat Jan 10 2015 Trip spans 4 days
Delta
Delta
MDW
10:06a
SAN
6:34p
8h 28m
1 stop
SAN
5:30p
MDW
2:16a
8h 46m
1 stop
Depart: Sat Jan 10 2015 Return: Mon Jan 12 2015 Trip spans 3 days
Delta
Delta
MDW
12:00p
SAN
7:21p
7h 21m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Tue Jan 13 2015 Return: Wed Jan 14 2015 Trip spans 2 days
Delta
Delta
MDW
12:27p
SAN
6:34p
6h 07m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Sat Jan 17 2015 Return: Wed Jan 21 2015 Trip spans 5 days
Delta
Delta
MDW
8:00a
SAN
2:14p
6h 14m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Sat Jan 24 2015 Return: Wed Jan 28 2015 Trip spans 5 days
Delta
Delta
MDW
7:05a
SAN
3:13p
8h 08m
1 stop
SAN
2:10a
MDW
8:56a
6h 46m
1 stop
Depart: Tue Jan 27 2015 Return: Wed Jan 28 2015 Trip spans 2 days
Delta
Delta
MDW
10:06a
SAN
6:34p
8h 28m
1 stop
SAN
7:30a
MDW
2:21p
6h 51m
1 stop
Depart: Wed Jan 28 2015 Return: Sat Jan 31 2015 Trip spans 4 days
Delta
Delta
MDW
4:51a
SAN
3:15p
10h 24m
1 stop
SAN
2:10a
MDW
8:40a
6h 30m
1 stop
Depart: Thu Jan 29 2015 Return: Mon Feb 2 2015 Trip spans 5 days
Delta
Delta
MDW
2:10a
SAN
9:51a
7h 41m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Mon Feb 2 2015 Return: Wed Feb 4 2015 Trip spans 3 days
Delta
Delta
MDW
11:31a
SAN
7:15p
7h 44m
1 stop
SAN
7:30a
MDW
2:21p
6h 51m
1 stop
Depart: Tue Feb 3 2015 Return: Thu Feb 5 2015 Trip spans 3 days
Delta
Delta
MDW
12:27p
SAN
6:34p
6h 07m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Wed Feb 4 2015 Return: Thu Feb 5 2015 Trip spans 2 days
Delta
Delta
MDW
12:27p
SAN
6:34p
6h 07m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Thu Feb 5 2015 Return: Mon Feb 9 2015 Trip spans 5 days
Delta
Delta
MDW
8:40a
SAN
4:29p
7h 49m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Sat Feb 7 2015 Return: Mon Feb 9 2015 Trip spans 3 days
Delta
Delta
MDW
12:00p
SAN
7:21p
7h 21m
1 stop
SAN
1:25a
MDW
7:36a
6h 11m
1 stop
Depart: Mon Feb 9 2015 Return: Wed Feb 11 2015 Trip spans 3 days
Delta
Delta
MDW
8:40a
SAN
4:29p
7h 49m
1 stop
SAN
6:10a
MDW
2:34p
8h 24m
1 stop
Depart: Sun Jan 11 2015 Return: Mon Jan 12 2015 Trip spans 2 days
Delta
Delta
MDW
12:27p
SAN
6:39p
6h 12m
1 stop
SAN
7:30a
MDW
2:21p
6h 51m
1 stop
Depart: Tue Dec 23 2014 Return: Tue Jan 6 2015 Trip spans 15 days
Frontier
Frontier
MDW
7:25a
SAN
4:14p
8h 49m
1 stop
SAN
5:15a
MDW
11:03a
5h 48m
1 stop
Change your search
Select an airline:  AirTran
Direct flights MDW to SAN on AirTran
Flight # Depart MDW Arrive SAN Sun Mon Tue Wed Thu Fri Sat Valid Between
5121 12:25 pm 2:50 pm Dec 26 - Dec 28
2552 7:20 pm 9:45 pm Dec 26 - Dec 26
Airports
Origin

Chicago
$352
Destination

San Diego
$352