Cheap flights from Chicago to Boston

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Travel tip: Visit Boston on your holidays!

Price evolution for flights from Chicago to Boston:

Price overview for flights from Chicago to Boston
Today's pick From $30.86/day
travelgrove.com Details

After booking your flight from Chicago to Boston why not drive away with a rental car bargain?

Cheap Boston car rental at $30.86 / day is provided by Travelgrove. Discount available from top car rental supliers all over the U.S., including Alamo, National and Budget. Simply choose your airport and dates - Travelgrove does the searching for you! Date posted: 31 Oct 2009

Recent Deals on Flights from Chicago to Boston:Roundtrip / Oneway

$171 RT
American Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
12/04/2009 
Return:
12/09/2009
Airline:American Airlines    
jetcombo.com
Check price
$189 RT
Delta Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
12/04/2009 
Return:
12/09/2009
Airline:Delta Airlines    
cfares.com
Check price
$200 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/12/2009 
Return:
11/19/2009
Airline:Northwest Airlines    
jetcombo.com
Check price
$200 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/12/2009 
Return:
11/19/2009
Airline:Northwest Airlines    
cfares.com
Check price
$200 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
12/02/2009 
Return:
12/10/2009
Airline:Northwest Airlines    
cfares.com
Check price
$210 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
12/02/2009 
Return:
12/10/2009
Airline:Northwest Airlines    
jetcombo.com
Check price
$230 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/09/2009 
Return:
11/23/2009
Airline:Northwest Airlines    
cfares.com
Check price
$230 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/09/2009 
Return:
11/23/2009
Airline:Northwest Airlines    
jetcombo.com
Check price
$239 RT
Delta Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
12/02/2009 
Return:
12/10/2009
Airline:Delta Airlines    
airfare.com
Check price
$240 RT
Jetblue Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
12/04/2009 
Return:
12/09/2009
Airline:Jetblue Airways    
airfare.com
Check price
$259 RT
American Airlines flight
From:
Chicago, IL (CHI) 
To:
Boston, MA (BOS) 
Departure:
11/25/2009 
Return:
11/28/2009
Airline:American Airlines    
jetcombo.com
Check price
$269 RT
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/12/2009 
Return:
11/19/2009
Airline:Northwest Airlines    
airfare.com
Check price
$269 RT
Delta Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/09/2009 
Return:
11/23/2009
Airline:Delta Airlines    
airfare.com
Check price
$335 RT
American Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/30/2009 
Return:
12/05/2009
Airline:American Airlines    
jetcombo.com
Check price
$351 RT
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/25/2009 
Return:
11/28/2009
Airline:Us Airways    
jetcombo.com
Check price
$353 RT
Continental Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
12/04/2009
Airline:Continental Airlines    
jetcombo.com
Check price
$374 RT
Jetblue Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/28/2009 
Return:
12/04/2009
Airline:Jetblue Airways    
airfare.com
Check price
$378 RT
American Airlines flight
From:
Chicago, IL (CHI) 
To:
Boston, MA (BOS) 
Departure:
11/25/2009 
Return:
11/28/2009
Airline:American Airlines    
airfare.com
Check price
$411 RT
Jetblue Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/30/2009 
Return:
12/05/2009
Airline:Jetblue Airways    
airfare.com
Check price
$414 RT
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/28/2009 
Return:
12/04/2009
Airline:Us Airways    
jetcombo.com
Check price
$448 RT
Delta Airlines flight
From:
Chicago, IL (CHI) 
To:
Boston, MA (BOS) 
Departure:
11/25/2009 
Return:
11/28/2009
Airline:Delta Airlines    
cfares.com
Check price
$489 RT
Delta Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/28/2009 
Return:
12/04/2009
Airline:Delta Airlines    
cfares.com
Check price
$528 RT
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
12/08/2009
Airline:Us Airways    
jetcombo.com
Check price
$538 RT
American Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/25/2009 
Return:
11/28/2009
Airline:American Airlines    
airfare.com
Check price
$541 RT
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
12/08/2009
Airline:Us Airways    
cfares.com
Check price
$561 RT
Delta Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/30/2009 
Return:
12/05/2009
Airline:Delta Airlines    
cfares.com
Check price
$584 RT
Jetblue Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
12/08/2009
Airline:Jetblue Airways    
airfare.com
Check price
$584 RT
Jetblue Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
12/04/2009
Airline:Jetblue Airways    
airfare.com
Check price
$747 RT
Delta Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/25/2009 
Return:
11/28/2009
Airline:Delta Airlines    
cfares.com
Check price
$838 RT
Northwest Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
12/04/2009
Airline:Northwest Airlines    
cfares.com
Check price
$90 OW
American Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/10/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$95 OW
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
12/03/2009 
Return:
-
Airline:Us Airways    
jetcombo.com
Check price
$99 OW
Delta Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/10/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$100 OW
Northwest Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/26/2009 
Return:
-
Airline:Northwest Airlines    
jetcombo.com
Check price
$110 OW
Air Tran Airways flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
12/13/2009 
Return:
-
Airline:Air Tran Airways    
cfares.com
Check price
$110 OW
Delta Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
12/13/2009 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$110 OW
American Airlines flight
From:
Chicago, IL (CHI) 
To:
Boston, MA (BOS) 
Departure:
12/20/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$110 OW
Northwest Airlines flight
From:
Chicago, IL (CHI) 
To:
Boston, MA (BOS) 
Departure:
12/20/2009 
Return:
-
Airline:Northwest Airlines    
cfares.com
Check price
$160 OW
Delta Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/26/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$238 OW
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
12/03/2009 
Return:
-
Airline:Us Airways    
cfares.com
Check price
$239 OW
Delta Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
11/26/2009 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
$269 OW
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
12/03/2009 
Return:
-
Airline:Us Airways    
airfare.com
Check price
$313 OW
American Airlines flight
From:
Chicago, IL (CHI) 
To:
Boston, MA (BOS) 
Departure:
12/20/2009 
Return:
-
Airline:American Airlines    
airfare.com
Check price
$351 OW
Delta Airlines flight
From:
Chicago, IL (MDW) 
To:
Boston, MA (BOS) 
Departure:
12/13/2009 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
$399 OW
United Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/10/2009 
Return:
-
Airline:United Airlines    
airfare.com
Check price
$433 OW
Us Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
-
Airline:Us Airways    
jetcombo.com
Check price
$584 OW
Jetblue Airways flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
-
Airline:Jetblue Airways    
airfare.com
Check price
$799 OW
Northwest Airlines flight
From:
Chicago, IL (ORD) 
To:
Boston, MA (BOS) 
Departure:
11/29/2009 
Return:
-
Airline:Northwest Airlines    
cfares.com
Check price
 

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Know what to do when flying to Boston?

Boston Travel Guide Boston is US nation's history and myth capital. It was, until 1755, the biggest city in America and the most directly affected by the British Crown (you can see that if you only consider that it has the same name as the city in UK). [...]

Boston History Boston, MA – History  On the 17th of September 1630, Boston was established by English Puritan colonists.  The Puritans are confused sometimes with Pilgrims, who established Plymouth 10 years before in what we know as Barnstable County, [...]

Boston Sightseeing Boston, MA – Sights  There are many things that you can see and do in Boston because of its historic and cultural background.  One of the many museums that you can visit is the Boston Museum of Fine Arts, which is a smaller version of the [...]

Boston Nightlife Boston, MA – Nightlife  There are many places that you can go to for enjoying nightlife in Boston, Massachusetts.  One of these is called Kings, offering a variety of activities and a diverse clientèle.  During the night, Kings brings a [...]

Boston PicturesBoston - BostonHarbor - BostonBoston - Boston
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