Flights from Chicago (CHI) to Boston (BOS)

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We compare hundreds of flights from Chicago to Boston from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Chicago (CHI) to Boston (BOS)
 Depart 15 Mar 16
 Return 17 Mar 16

Flying with JetBlue Airways

Price subject to availability

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  • Dep date
  1 more OneTravel.com flights available on this route
$168   Dep 09 Mar 16 - Rtn 15 Mar 16
Chicago to Boston
ORD to BOS OneTravel.com
Chicago (CHI) to Boston (BOS)
 Depart 02 Mar 16
 Return 08 Mar 16

Flying with JetBlue Airways

Price subject to availability

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  • Price
  • Dep date
  1 more CheapOair.com flights available on this route
$102   Dep 29 Mar 16 - Rtn 05 Apr 16
Chicago to Boston
ORD to BOS CheapOair.com
Chicago (ORD) to Boston (BOS)
 Depart 15 Feb 16
 Return 18 Feb 16

Flying with United Airlines

Price subject to availability

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Chicago (ORD) to Boston (BOS)
 Depart 04 Mar 16
 Return 06 Mar 16

Price subject to availability

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Chicago (CHI) to Boston (BOS)
 Depart 02 Mar 16
 Return 09 Mar 16

Price subject to availability

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Chicago (ORD) to Boston (BOS)
 Depart 13 Apr 16
 Return 20 Apr 16

Flying with JetBlue Airways

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$151   Dep 19 Apr 16 - Rtn 26 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$168   Dep 03 May 16 - Rtn 10 May 16
Chicago to Boston
ORD to BOS momondo.com
$168   Dep 04 May 16 - Rtn 11 May 16
Chicago to Boston
ORD to BOS momondo.com
$169   Dep 14 Apr 16 - Rtn 21 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$175   Dep 04 Apr 16 - Rtn 11 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$178   Dep 18 Apr 16 - Rtn 25 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$201   Dep 28 Apr 16 - Rtn 05 May 16
Chicago to Boston
ORD to BOS momondo.com
$261   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Boston
ORD to BOS momondo.com
$276   Dep 14 Apr 16 - Rtn 21 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$276   Dep 28 Apr 16 - Rtn 05 May 16
Chicago to Boston
ORD to BOS momondo.com
$276   Dep 29 Apr 16 - Rtn 06 May 16
Chicago to Boston
ORD to BOS momondo.com
$285   Dep 19 Apr 16 - Rtn 26 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$306   Dep 23 Apr 16 - Rtn 30 Apr 16
Chicago to Boston
ORD to BOS momondo.com
$334   Dep 04 May 16 - Rtn 11 May 16
Chicago to Boston
ORD to BOS momondo.com
$376   Dep 24 Apr 16 - Rtn 01 May 16
Chicago to Boston
ORD to BOS momondo.com
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      Travel information for Chicago to Boston

      Photo of Boston   Boston
      Partners with offers for flights fromChicago to Boston6
      Flights available forChicago to Boston361
      Lowest ticket price forChicago to Boston$102
      Average deal price forChicago to Boston$486
      Flight duration forChicago to Boston2 hrs 16 mins
      Chicago to Bostononly 852 miles

       How much do things cost in Boston and Chicago?

      Chicago Boston
      Local draught beer (0.5 liter)$5.00$5.50
      One-way ticket (local transport)$2.25$2.50
      Large bottle of water$1.77$1.89
      Imported beer (0.33 liter bottle)$1.87$2.08
      3 bedroom apartment downtown$3084.37$4017.64
      source

        Facts and figures about flying from Chicago to Boston

      • The Boeing 757 Mixed is the largest aircraft operating flights between Chicago and Boston
      • American Airlines Inc. operates 206 flights a week from Chicago to Boston
      • Flights from Chicago to Boston are typically delayed by 1 hr
      • The smallest aircraft for flights between Chicago and Boston is an Embraer EMB 170/EMB 190
      • Flights from Chicago to Boston are cancelled 4.8 percent of the time
      • Flights between Chicago and Boston typically provide 2388 seats for passengers on a daily basis
      • Flights from Chicago to Boston are not usually diverted
      • From Chicago to Boston, the most frequently used aircraft is a Boeing 737-800 (winglets)