Cheap flights to Boston from Chicago

Flights to Boston from Chicago

Price	To/From	Dates	Supplier
1
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$225 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Travel valid from: 18 Jul 2008 Travel valid until: 05 Nov 2008 Deal Details Book on AA.com – low fares on 4,000+ flights daily		American Airlines Book online
$245 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Depart: 23 Jul 2008 Return: 30 Jul 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$235 RTIncludes tax	From: Chicago, IL (CHI) To: Boston, MA (BOS) Travel valid from: 09 Jul 2008 Travel valid until: 10 Aug 2008 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
$255 RTIncludes tax	From: Chicago, IL (CHI) To: Boston, MA (BOS) Travel valid from: 02 Jul 2008 Travel valid until: 31 Aug 2008 Deal Details Student Airfares - Travel more. Spend less		Student Universe Book online
$270 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) 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
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$239 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Travel valid from: 22 Jul 2008 Travel valid until: 30 Jul 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$239 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Travel valid from: 23 Jul 2008 Travel valid until: 30 Jul 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$239 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Travel valid from: 29 Jul 2008 Travel valid until: 05 Aug 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$239 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Depart: 23 Jul 2008 Return: 30 Jul 2008 Deal Details Other dates & prices offered		Kayak Book online
$240 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Travel valid from: 09 Sep 2008 Travel valid until: 23 Sep 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$240 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Travel valid from: 09 Jul 2008 Travel valid until: 10 Aug 2008 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
$245 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Depart: 23 Jul 2008 Return: 30 Jul 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$249 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Depart: 06 Aug 2008 Return: 12 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$254 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Travel valid from: 01 Aug 2008 Travel valid until: 10 Aug 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$254 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Travel valid from: 02 Aug 2008 Travel valid until: 03 Aug 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$254 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) Travel valid from: 06 Aug 2008 Travel valid until: 10 Aug 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$256 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Depart: 11 Jul 2008 Return: 29 Jul 2008 Deal Details Other dates & prices offered		Kayak Book online
$256 RTIncludes tax	From: Chicago, IL (CHI) To: Boston, MA (BOS) Depart: 29 Jul 2008 Return: 02 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$256 RTIncludes tax	From: Chicago, IL (CHI) To: Boston, MA (BOS) Depart: 08 Aug 2008 Return: 12 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$256 RTIncludes tax	From: Chicago, IL (CHI) To: Boston, MA (BOS) Depart: 14 Aug 2008 Return: 19 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$256 RTIncludes tax	From: Chicago, IL (CHI) To: Boston, MA (BOS) Depart: 16 Aug 2008 Return: 20 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$270 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) 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
$273 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Depart: 02 Aug 2008 Return: 03 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$276 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS)	Travel valid from: 17 Jul 2008 Travel valid until: 02 Aug 2008 Deal Details	BookAirlineTickets.com Book online
$277 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Depart: 24 Sep 2008 Return: 03 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$280 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) 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
$282 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS) 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
$284 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) 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
$288 RTIncludes tax	From: Chicago, IL (MDW) To: Boston, MA (BOS) Depart: 24 Jul 2008 Return: 27 Jul 2008 Deal Details Other dates & prices offered		Kayak Book online
$343 RTIncludes tax	From: Chicago, IL (ORD) To: Boston, MA (BOS)	Travel valid from: 22 Jul 2008 Travel valid until: 03 Aug 2008 Deal Details	BookAirlineTickets.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
Save up to 60%	4 Star Hotels at 2 Star Prices! Hotels for less with low Hotwire Hot-Rates!		Hotwire Book online

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Departure airports

Chicago

Destination airports

Boston

Fact Finder

Avg. Flight Duration2 hr 16 mins

Flight guide to Boston

Overview of Boston

Don’t let the skyscrapers fool you – Boston is famous for its old brick buildings and narrow walkways that recall centuries of American history. Book flights to Boston during the spring and you’ll be welcomed by blooming flowers in the Boston Public Gardens....

Useful Links

Useful links for Boston

Frommer's guide: The lowdown on Boston
Map: Map of Boston
Weather: Is it sunny?
Events calendar: What's on when in Boston
Eating out: Where and what to eat in Boston

Travel Tips

Read expert tips on getting the most out of travel

Getting Bumped: When airlines overbook, you might lose your seat
Booking Flights by Phone: Best practice for using your phone when purchasing airline tickets
Fat-Finger Fares: The ultimate cheap airline tickets

More travel tips