Cheap flights from San Jose to Chicago

Travel > North America > United States > San Jose to Chicago flights

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Check our current prices for flights from San Jose to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from San Jose to Chicago, you will need to run a search below.

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From $295 / RT details

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Cheap Chicago airfares from $295/RT are provided by FlightHub. Outbound flight is leaving on 07/04/2013, 10:45 pm from San Jose (SJC) airport and arrives at Chicago Midway (MDW) at 09:05 am. The flight time is 10 hours and 20 minutes. The Returning flight departes on 07/13/2013, 06:15 am (other return dates are also available). Date posted: 12 Apr 2013

Price evolution for flights From San Jose To Chicago

Price overview for flights from San Jose to Chicago

Recent Deals on Flights from San Jose to Chicago:Roundtrip / Oneway

$295 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 07/04/2013 10:45 pm
Chicago, IL (MDW) San Jose, CA (SJC) 07/13/2013 06:15 am
flighthub.com check price
$382 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/22/2013 01:55 pm
Chicago, IL (ORD) San Jose, CA (SJC) 05/26/2013 10:35 am
flighthub.com check price
$388 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/30/2013 08:20 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/07/2013 06:35 pm
flighthub.com check price
$395 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 09/20/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 09/22/2013 09:00 am
cheapoair.com check price
$403 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 08:55 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 08:40 am
cheapoair.com check price
$405 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/28/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 06/04/2013 08:40 am
cheapoair.com check price
$408 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 05:35 pm
cheapoair.com check price
$408 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 05:35 pm
expedia.com check price
$408 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:16 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 09:00 am
faregeek.com check price
$413 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 08:40 am
faregeek.com check price
$419 Multiple Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:25 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 02:15 pm
faregeek.com check price
$420 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/30/2013 08:00 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/07/2013 03:39 pm
flighthub.com check price
$431 Multiple Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:30 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 08:40 am
cheapoair.com check price
$433 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 05/30/2013 10:45 pm
Chicago, IL (MDW) San Jose, CA (SJC) 06/07/2013 06:30 am
flighthub.com check price
$448 Multiple Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 05:35 pm
cheapoair.com check price
$449 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/04/2013 10:45 pm
Chicago, IL (ORD) San Jose, CA (SJC) 07/13/2013 08:00 am
flighthub.com check price
$466 Us Airways
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 06:20 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 05:00 am
travelgrove.com check price
$467 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 09/20/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 09/22/2013 09:00 am
flighthub.com check price
$467 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/22/2013 11:10 am
Chicago, IL (ORD) San Jose, CA (SJC) 05/25/2013 06:00 am
flighthub.com check price
$469 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:16 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 09:00 am
flighthub.com check price
$471 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 08/15/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 08/20/2013 05:35 pm
flighthub.com check price
$471 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/22/2013 03:00 pm
Chicago, IL (ORD) San Jose, CA (SJC) 05/25/2013 08:40 am
flighthub.com check price
$473 Multiple Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:25 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 05:15 am
flighthub.com check price
$474 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 06:35 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 08:40 am
flighthub.com check price
$475 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 05/28/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 06/04/2013 08:40 am
flighthub.com check price
$478 Multiple Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:25 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 02:15 pm
flighthub.com check price
$479 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 08/15/2013 06:29 am
Chicago, IL (MDW) San Jose, CA (SJC) 08/20/2013 06:35 am
flighthub.com check price
$480 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/06/2013 07:30 am
Chicago, IL (ORD) San Jose, CA (SJC) 06/13/2013 02:15 pm
expedia.com check price
$513 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/11/2013 02:50 pm
Chicago, IL (ORD) San Jose, CA (SJC) 07/15/2013 05:35 pm
flighthub.com check price
$208 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 06/13/2013 06:29 am
flighthub.com check price
$225 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 02:50 pm
cheapoair.com check price
$239 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/13/2013 01:35 pm
flighthub.com check price
$240 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 09:30 am
cheapoair.com check price
$245 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:15 pm
cheapoair.com check price
$247 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:15 pm
cheapoair.com check price
$248 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:15 pm
flighthub.com check price
$249 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 09:30 am
flighthub.com check price
$249 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 09:30 am
flighthub.com check price
$249 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:15 pm
flighthub.com check price
$250 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:30 am
flighthub.com check price
$251 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 06/13/2013 07:30 am
flighthub.com check price
$253 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 06:50 pm
cheapoair.com check price
$253 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 09:30 am
flighthub.com check price
$254 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 09:30 am
flighthub.com check price
$255 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 06:50 pm
cheapoair.com check price
$258 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 05:52 pm
flighthub.com check price
$259 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 06:36 am
flighthub.com check price
$260 United Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 05:52 pm
flighthub.com check price
$269 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 01:35 pm
flighthub.com check price
$271 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:30 am
flighthub.com check price
$272 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:30 am
flighthub.com check price
$272 American Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 01:35 pm
flighthub.com check price
$291 Virgin America
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 02:50 pm
flighthub.com check price
$307 Alaska Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 07/14/2013 07:30 am
flighthub.com check price
$319 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 07/14/2013 06:10 am
flighthub.com check price
$373 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 07/14/2013 06:20 am
flighthub.com check price
$396 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 07/14/2013 06:20 am
flighthub.com check price
$397 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 07/14/2013 06:20 am
flighthub.com check price
$406 Delta Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (MDW) 07/14/2013 12:30 pm
flighthub.com check price

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (MDW)	07/04/2013	10:45 pm
Chicago, IL (MDW)	San Jose, CA (SJC)	07/13/2013	06:15 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/22/2013	01:55 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	05/26/2013	10:35 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/30/2013	08:20 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/07/2013	06:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	09/20/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	09/22/2013	09:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	08:55 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/28/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	06/04/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	05:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	05:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:16 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	09:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:25 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	02:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/30/2013	08:00 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/07/2013	03:39 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:30 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (MDW)	05/30/2013	10:45 pm
Chicago, IL (MDW)	San Jose, CA (SJC)	06/07/2013	06:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	05:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/04/2013	10:45 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	07/13/2013	08:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	06:20 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	05:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	09/20/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	09/22/2013	09:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/22/2013	11:10 am
Chicago, IL (ORD)	San Jose, CA (SJC)	05/25/2013	06:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:16 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	09:00 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	08/15/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	08/20/2013	05:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/22/2013	03:00 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	05/25/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:25 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	05:15 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	06:35 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	05/28/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	06/04/2013	08:40 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:25 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	02:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (MDW)	08/15/2013	06:29 am
Chicago, IL (MDW)	San Jose, CA (SJC)	08/20/2013	06:35 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/06/2013	07:30 am
Chicago, IL (ORD)	San Jose, CA (SJC)	06/13/2013	02:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/11/2013	02:50 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	07/15/2013	05:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (MDW)	06/13/2013	06:29 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	02:50 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/13/2013	01:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	09:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	07:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	07:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	07:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	09:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	09:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	07:15 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	07:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	06/13/2013	07:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	06:50 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	09:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	09:30 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	06:50 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	05:52 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	06:36 am

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	05:52 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	01:35 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	07/14/2013	07:30 am

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Know what to do when flying to Chicago?

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