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 San Jose to Chicago (SJC - MDW)

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 SJC to MDW (Found by others)

Sun Mon Tue Wed Thu Fri Sat
      1 $307 2 $383 3 $284 4 $284
5 $383 6 $284 7 $284 8 $340 9 $437 10 $522 11 $284
12 $341 13 $438 14 $292 15 $401 16 $532 17 $378 18 $290
19 $528 20 $484 21 $284 22 $284 23 $374 24 $290 25
$290
26 $480 27 $334 28
$334
29 $292 30 $341 31 $335  
KAYAK searches hundreds of sites to find the best rate for your next flight from San Jose to Chicago. Get the best flight deal for your Chicago trip!
Here's how it works. Search KAYAK for a flight ticket from San Jose to Chicago. 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 SJC to MDW on AirTran
Flight # Depart SJC Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2128 11:45 am 5:55 pm Oct 4 - Oct 25