Cheap flights to Chicago from White Plains

Flights to Chicago from White Plains

Price	To/From	Dates	Supplier
1
$266 RTIncludes tax	From: White Plains, NY (HPN) 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
$245 RTIncludes tax	From: White Plains, NY (HPN) 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
$324 RTIncludes tax	From: White Plains, NY (HPN) 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
$235 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (CHI) Travel valid from: 07 Aug 2008 Travel valid until: 20 Nov 2008 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
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$229 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (ORD) Depart: 08 Aug 2008 Return: 11 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$240 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (MDW) Travel valid from: 07 Aug 2008 Travel valid until: 20 Nov 2008 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
$245 RTIncludes tax	From: White Plains, NY (HPN) 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
$269 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (ORD) Depart: 27 Aug 2008 Return: 03 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$269 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (CHI) Depart: 06 Sep 2008 Return: 09 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$294 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (ORD) Depart: 22 Aug 2008 Return: 03 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$294 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (ORD) Depart: 03 Sep 2008 Return: 08 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$294 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (ORD) Depart: 07 Oct 2008 Return: 13 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$324 RTIncludes tax	From: White Plains, NY (HPN) 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
$325 RTIncludes tax	From: White Plains, NY (HPN) 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
$334 RTIncludes tax	From: White Plains, NY (HPN) 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
$336 RTIncludes tax	From: White Plains, NY (HPN) 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
$338 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (MDW) 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
$354 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (CHI) Depart: 19 Nov 2008 Return: 23 Nov 2008 Deal Details Other dates & prices offered		Kayak Book online
$362 RTIncludes tax	From: White Plains, NY (HPN) 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
$372 RTIncludes tax	From: White Plains, NY (HPN) To: Chicago, IL (ORD)	Travel valid from: 15 Aug 2008 Travel valid until: 27 Aug 2008 Deal Details	BookAirlineTickets.com Book online
$530 RTIncludes tax	From: White Plains, NY (HPN) 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
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 Duration2 hr 21 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...