Cheap flights to Chicago Midway (MDW) from Boston

Flights to Chicago Midway (MDW) from Boston

Price	To/From	Dates	Supplier
1
$254 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 06 Sep 2008 Travel valid until: 06 Aug 2009 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
$291 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 09 Oct 2008 Return: 16 Oct 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$265 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 08 Oct 2008 Return: 15 Oct 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$267 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 04 Nov 2008 Travel valid until: 19 Nov 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
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$260 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 20 Sep 2008 Return: 27 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$265 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 20 Sep 2008 Return: 27 Sep 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$277 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 20 Nov 2008 Travel valid until: 04 Dec 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$279 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 05 Dec 2008 Travel valid until: 19 Dec 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$281 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 20 Dec 2008 Travel valid until: 05 Jan 2009 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$294 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 24 Oct 2008 Return: 26 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$297 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 10 Sep 2008 Return: 15 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$300 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 21 Sep 2008 Return: 28 Sep 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$329 RTIncludes tax	From: Boston, MA (BOS) To: Chicago, IL (MDW)	Travel valid from: 22 Sep 2008 Travel valid until: 19 Oct 2008 Deal Details	BookAirlineTickets.com Book online
Save up to 60%	4 Star Hotels at 2 Star Prices! Hotels for less with low Hotwire Hot-Rates!		Hotwire Book online
Book Now	Sunshine Guaranteed If your Chicago vacation is rained out, your Priceline vacation is free.		Priceline.com Book online

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Departure airports

Boston

Destination airports

Chicago Midway

Fact Finder

Avg. Flight Duration2 hr 43 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...

Airport Guides

Departure:

Logan Intl(BOS)

Destination:

Chicago Midway(MDW)

Useful Links

Useful links for Chicago

Frommer's guide: The lowdown on Chicago
Fodor’s guide: Get the most out of Chicago
Map: Map of Chicago
Weather: Is it sunny?
Events calendar: What's on when in Chicago

Travel Tips

Read expert tips on getting the most out of travel

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Airline Upgrade Guide: How to get bumped to the better seats
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