Cheap flights to Chicago from Logan Intl (BOS)

Flights to Chicago from Logan Intl (BOS)

Price	To/From	Dates	Supplier
1
Save up to 50%	Summer Savings Still need to plan your summer travel? Book now and save up to 50 percent on popular vacations, plus get an extra 10 percent instant savings on almost all hotel stays. Date posted: 09 May 2008		Orbitz Book online
$178 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 20 May 2008 Travel valid until: 04 Jun 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 26 May 2008 Travel valid until: 31 May 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$183 RT(excl. tax)	From: Boston, MA (BOS) To: Chicago, IL (CHI) Travel valid from: 02 Jun 2008 Travel valid until: 31 Aug 2008 Deal Details Student Airfares - Travel more. Spend less		Student Universe Book online
$190 RT(excl. tax)	From: Boston, MA (BOS) To: Chicago, IL (MDW)	Travel valid from: 13 May 2008 Travel valid until: 05 Jun 2008 Deal Details	CheapAir.com Book online
$219 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$217 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
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$178 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 20 May 2008 Travel valid until: 04 Jun 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$188 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 05 Jun 2008 Travel valid until: 20 Jun 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$190 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 21 Jun 2008 Travel valid until: 04 Jul 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$190 RT(excl. tax)	From: Boston, MA (BOS) To: Chicago, IL (ORD)	Travel valid from: 13 May 2008 Travel valid until: 05 Jun 2008 Deal Details	CheapAir.com Book online
$192 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 05 Jul 2008 Travel valid until: 21 Jul 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 26 May 2008 Travel valid until: 01 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (CHI) Depart: 28 May 2008 Return: 04 Jun 2008 Deal Details Other dates & prices offered		Kayak Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 12 Jun 2008 Return: 15 Jun 2008 Deal Details Other dates & prices offered		Kayak Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 13 Jun 2008 Return: 15 Jun 2008 Deal Details Other dates & prices offered		Kayak Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (CHI) Depart: 19 Jun 2008 Return: 22 Jun 2008 Deal Details Other dates & prices offered		Kayak Book online
$213 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 22 Jun 2008 Return: 26 Jun 2008 Deal Details Other dates & prices offered		Kayak Book online
$224 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 13 May 2008 Travel valid until: 27 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$224 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 21 May 2008 Travel valid until: 25 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$224 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 30 May 2008 Travel valid until: 01 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$224 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 31 May 2008 Travel valid until: 01 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$224 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 04 Jun 2008 Travel valid until: 29 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$227 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 26 May 2008 Return: 02 Jun 2008 Deal Details Other dates & prices offered		Kayak Book online
$227 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 12 Aug 2008 Return: 19 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$227 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 14 Aug 2008 Return: 23 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$227 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 28 Aug 2008 Return: 02 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$227 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 29 Aug 2008 Return: 02 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$228 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$231 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$233 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$237 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$259 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$260 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$270 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$273 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$274 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$274 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$289 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$290 RT(incl. taxes)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
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Save up to 60%	4 Star Hotels at 2 Star Prices! Hotels for less with low Hotwire Hot-Rates!		Hotwire Book online

Business Deals

$802 RT(excl. tax)	From: Boston, MA (BOS) To: Chicago, IL (ORD) Travel valid from: 13 May 2008 Travel valid until: 12 Apr 2009 Deal Details Major Airline!		CheapAir.com Book online
$802 RT(excl. tax)	From: Boston, MA (BOS) To: Chicago, IL (MDW) Travel valid from: 13 May 2008 Travel valid until: 12 Apr 2009 Deal Details Major Airline!		CheapAir.com Book online

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Departure airports

Logan Intl

Destination airports

Chicago

Fact Finder

Avg. Flight Duration2 hr 41 mins

Flight guide to Chicago

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...

Useful Links

Useful links for Chicago

Fodor’s guide: Get the most out of Chicago
Frommer's guide: The lowdown on 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

Last-minute Airfares 101: Basic tips on landing last-minute airfare deals
Booking Flights by Phone: Best practice for using your phone when purchasing airline tickets
Getting Bumped: When airlines overbook, you might lose your seat

More travel tips