Flights from Boston (BOS) to Chicago (CHI)

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Boston (BOS) to Chicago (MDW)
 Depart 22 Feb 15
 Return 23 Mar 15

Flying with MN Airlines

Price subject to availability

 
 
Boston (BOS) to Chicago (ORD)
 Depart 21 Feb 15
 Return 25 Feb 15

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  9 more CheapOair.com flights available on this route
$188   Dep 17 Mar 15 - Rtn 25 Mar 15
Boston to Chicago
BOS to ORD CheapOair.com
$194   Dep 30 Jun 15 - Rtn 07 Jul 15
Boston to Chicago
BOS to ORD CheapOair.com
$194   Dep 04 Aug 15 - Rtn 12 Aug 15
Boston to Chicago
BOS to ORD CheapOair.com
$205   Dep 25 Feb 15 - Rtn 06 Mar 15
Boston to Chicago
BOS to ORD CheapOair.com
$205   Dep 09 Mar 15 - Rtn 18 Mar 15
Boston to Chicago
BOS to ORD CheapOair.com
$205   Dep 30 Mar 15 - Rtn 04 Apr 15
Boston to Chicago
BOS to ORD CheapOair.com
$221   Dep 02 Sep 15 - Rtn 07 Sep 15
Boston to Chicago
BOS to ORD CheapOair.com
$236   Dep 02 Jul 15 - Rtn 07 Jul 15
Boston to Chicago
BOS to ORD CheapOair.com
$530   Dep 22 Feb 15 - Rtn 23 Mar 15
Boston to Chicago
BOS to MDW CheapOair.com
Boston (BOS) to Chicago (ORD)
 Depart 06 May 15
 Return 13 May 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$312   Dep 22 Apr 15 - Rtn 29 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$312   Dep 29 Apr 15 - Rtn 06 May 15
Boston to Chicago
BOS to ORD momondo.com
$315   Dep 06 May 15 - Rtn 13 May 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 15 Apr 15 - Rtn 22 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 22 Apr 15 - Rtn 29 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 29 Apr 15 - Rtn 06 May 15
Boston to Chicago
BOS to ORD momondo.com
$318   Dep 06 May 15 - Rtn 13 May 15
Boston to Chicago
BOS to ORD momondo.com
$320   Dep 29 Apr 15 - Rtn 06 May 15
Boston to Chicago
BOS to ORD momondo.com
$345   Dep 29 Apr 15 - Rtn 06 May 15
Boston to Chicago
BOS to ORD momondo.com
$357   Dep 15 Apr 15 - Rtn 22 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$378   Dep 06 May 15 - Rtn 13 May 15
Boston to Chicago
BOS to ORD momondo.com
$396   Dep 22 Apr 15 - Rtn 29 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$397   Dep 22 Apr 15 - Rtn 29 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$405   Dep 15 Apr 15 - Rtn 22 Apr 15
Boston to Chicago
BOS to ORD momondo.com
$579   Dep 15 Apr 15 - Rtn 22 Apr 15
Boston to Chicago
BOS to ORD momondo.com
Boston (BOS) to Chicago (CHI)
 Depart 07 Feb 15
 Return 09 Feb 15

Flying with US Airways

Price subject to availability

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Boston (BOS) to Chicago (CHI)
 Depart 25 Feb 15
 Return 04 Mar 15

Price subject to availability

   View more dates
 
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      Travel information for Boston to Chicago

      Photo of Chicago   Chicago
      Partners with flight deals forBoston to Chicago6
      Deals on offer forBoston to Chicago149
      Cheapest flight forBoston to Chicago$132
      Average flight deal forBoston to Chicago$226
      Average flight time forBoston to Chicago2 hrs 40 mins
      Distance from Boston to Chicago852 miles

       How much do things cost in Chicago and Boston?

      • Boston is 9% more expensive than Chicago
      Boston Chicago
      3 bedroom apartment in the suburbs$2556.25$1933.33
      1 bedroom apartment downtown$1954.55$1680.45
      Taxi - fixed fee$2.60$3.25
      Gasoline$4.25$4.36
      source

        Facts and figures about flying from Boston to Chicago

      • Flights from Boston to Chicago typically have a delay of 1 hr 12 mins
      • The Boeing 757 Mixed is the largest aircraft operating flights between Boston and Chicago
      • The standard cancellation rate when flying from Boston to Chicago is 4.6 percent
      • Flights from Boston to Chicago are not usually diverted
      • The most popular aircraft flying between Boston and Chicago is a Boeing 737-800 (winglets)
      • There are on average 2337 seats available each day on flights from Boston to Chicago
      • Every week American Airlines Inc. has 214 flights from Boston to Chicago
      • The Embraer EMB 170/EMB 190 is the smallest airplane available for flights between Boston and Chicago