Flights from Boston (BOS) to Chicago (CHI)

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Boston (BOS) to Chicago (ORD)
 Depart 31 Oct 14
 Return 01 Nov 14

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$185   Dep 16 Dec 14 - Rtn 07 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$188   Dep 15 Nov 14 - Rtn 18 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$188   Dep 10 Dec 14 - Rtn 16 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$188   Dep 16 Dec 14 - Rtn 06 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$192   Dep 15 Nov 14 - Rtn 13 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$205   Dep 22 Jan 15 - Rtn 27 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$208   Dep 17 Jun 15 - Rtn 01 Jul 15
Boston to Chicago
BOS to ORD CheapOair.com
$208   Dep 24 Nov 14 - Rtn 04 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$208   Dep 17 Dec 14 - Rtn 01 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$210   Dep 16 Dec 14 - Rtn 23 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$225   Dep 15 Dec 14 - Rtn 01 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$237   Dep 12 Dec 14 - Rtn 23 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$261   Dep 28 Jul 15 - Rtn 03 Aug 15
Boston to Chicago
BOS to ORD CheapOair.com
$264   Dep 03 Nov 14 - Rtn 12 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$353   Dep 30 Oct 14 - Rtn 04 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
Boston (BOS) to Chicago (CHI)
 Depart 08 Nov 14
 Return 15 Nov 14

Price subject to availability

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Boston (BOS) to Chicago (CHI)
 Depart 15 Nov 14
 Return 18 Nov 14

Flying with United Airlines

Price subject to availability

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Boston (BOS) to Chicago (ORD)
 Depart 15 Nov 14
 Return 16 Dec 14

Flying with United Airlines

Price subject to availability

 
 
Boston (BOS) to Chicago (ORD)
 Depart 12 Nov 14
 Return 19 Nov 14

Flying with JetBlue Airways

Price subject to availability

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  • Price
  • Dep date
  2 more Expedia flights available on this route
$291   Dep 19 Nov 14 - Rtn 26 Nov 14
Boston to Chicago
BOS to ORD Expedia
$299   Dep 24 Dec 14 - Rtn 31 Dec 14
Boston to Chicago
BOS to ORD Expedia
Boston (BOS) to Chicago (ORD)
 Depart 07 Jan 15
 Return 14 Jan 15

Flying with United Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$162   Dep 21 Jan 15 - Rtn 28 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$186   Dep 07 Jan 15 - Rtn 14 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$236   Dep 31 Dec 14 - Rtn 07 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$281   Dep 24 Dec 14 - Rtn 31 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$288   Dep 24 Dec 14 - Rtn 31 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$298   Dep 24 Dec 14 - Rtn 31 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$312   Dep 14 Jan 15 - Rtn 21 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$316   Dep 14 Jan 15 - Rtn 21 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 21 Jan 15 - Rtn 28 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 28 Jan 15 - Rtn 04 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$320   Dep 31 Dec 14 - Rtn 07 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$324   Dep 28 Jan 15 - Rtn 04 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$385   Dep 28 Jan 15 - Rtn 04 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$425   Dep 21 Jan 15 - Rtn 28 Jan 15
Boston to Chicago
BOS to ORD momondo.com
$464   Dep 07 Jan 15 - Rtn 14 Jan 15
Boston to Chicago
BOS to ORD momondo.com
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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 Chicago197
      Cheapest flight forBoston to Chicago$146
      Average flight deal forBoston to Chicago$373
      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 15% more expensive than Chicago
      Boston Chicago
      Cappuccino$3.95$3.81
      Taxi - fixed fee$2.60$3.25
      3 course meal for 2$60.00$55.00
      Cheap meal$12.00$10.00
      source

        Facts and figures about flying from Boston to Chicago

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