SEARCH ONE AND DONE. - Compare hundreds of travel sites at once.
Choose where to book.
Find deals from over 400 airlines worldwide.

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

DepartReturn
1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
Choose Sites to Compare vs. KAYAK

Best fares from MDW to SAN (Found by others)

Sun Mon Tue Wed Thu Fri Sat
  1 $548 2 $498 3 $420 4 $380 5 $345 6 $491
7 $410 8 $364 9 $341 10 $385 11 $385 12 $394 13 $486
14 $479 15 $390 16 $341 17 $295 18 $330 19 $330 20 $345
21 $341 22 $301 23 $290 24 $301 25 $306 26 $301 27 $312
28 $315 29 $372 30 $290        
KAYAK searches hundreds of sites to find the best rate for your next flight from Chicago to San Diego. Get the best flight deal for your San Diego trip!
Here's how it works. Search KAYAK for a flight ticket from Chicago to San Diego. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
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
5654 8:30 am 10:45 am Sep 10 - Sep 29
3231 9:15 am 11:25 am Sep 13 - Sep 27
5214 10:55 am 1:25 pm Sep 30 - Oct 30
5214 10:55 am 1:05 pm Sep 9 - Sep 29
5065 11:35 am 2:05 pm Oct 5 - Oct 26
5066 11:35 am 1:45 pm Sep 14 - Sep 28
2396 3:15 pm 5:35 pm Sep 30 - Oct 30
2396 3:15 pm 5:20 pm Sep 9 - Sep 29
3220 6:55 pm 9:15 pm Oct 4 - Oct 25
6144 6:55 pm 9:00 pm Sep 13 - Sep 27