Cheap flights to Chicago from San Jose

Flights to Chicago from San Jose

Price	To/From	Dates	Supplier
1
$336 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 28 Aug 2008 Return: 04 Sep 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$235 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 27 Aug 2008 Return: 03 Sep 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$394 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Travel valid from: 01 Oct 2008 Travel valid until: 15 Oct 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$225 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (CHI) Travel valid from: 07 Aug 2008 Travel valid until: 07 Jul 2009 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
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$225 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (CHI) Travel valid from: 07 Aug 2008 Travel valid until: 28 Nov 2008 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
$230 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (CHI) Depart: 10 Sep 2008 Return: 17 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$230 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Depart: 16 Sep 2008 Return: 20 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$230 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Depart: 20 Sep 2008 Return: 23 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$230 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Depart: 02 Oct 2008 Return: 05 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$230 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Depart: 03 Oct 2008 Return: 05 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$241 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Depart: 27 Aug 2008 Return: 03 Sep 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$289 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 04 Sep 2008 Return: 08 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$289 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 25 Sep 2008 Return: 29 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$295 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 27 Aug 2008 Return: 02 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$343 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Depart: 28 Aug 2008 Return: 04 Sep 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$385 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW)	Travel valid from: 27 Aug 2008 Travel valid until: 13 Oct 2008 Deal Details	BookAirlineTickets.com Book online
$404 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Travel valid from: 16 Oct 2008 Travel valid until: 30 Oct 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$406 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Travel valid from: 31 Oct 2008 Travel valid until: 14 Nov 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$408 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Travel valid from: 15 Nov 2008 Travel valid until: 01 Dec 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$436 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 10 Aug 2008 Return: 17 Aug 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$437 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (MDW) Travel valid from: 01 Oct 2008 Travel valid until: 15 Oct 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$440 RTIncludes tax	From: San Jose, CA (SJC) To: Chicago, IL (ORD) Depart: 09 Aug 2008 Return: 16 Aug 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
Book Now	Sunshine Guaranteed If your Chicago vacation is rained out, your Priceline vacation is free.		Priceline.com Book online
From $13.95 per day	Find Rental Cars from $13.95 a Day at Hotwire Rental car brands you trust with low Hotwire Hot Rates!		Hotwire Book online

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Avg. Flight Duration4 hr 5 mins

Chicago Travel Guide

Overview of Chicago

As Frank Sinatra crooned, “Chicago is my kind of town,” and many tourists agree. Book a flight to Chicago and shop the Miracle Mile, step back in time at the National History Museum, tour the artist’s lofts in the heart of the city, and enjoy some cool...