Flights from Boston (BOS) to Chicago (CHI)

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Boston (BOS) to Chicago (ORD)
 Depart 07 Oct 14
 Return 04 Nov 14

Flying with United Airlines

Price subject to availability

 
 
Boston (BOS) to Chicago (CHI)
 Depart 01 Oct 14
 Return 08 Oct 14

Price subject to availability

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Boston (BOS) to Chicago (ORD)
 Depart 30 Sep 14
 Return 07 Oct 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
$142   Dep 30 Sep 14 - Rtn 22 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$142   Dep 08 Oct 14 - Rtn 15 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$142   Dep 08 Oct 14 - Rtn 22 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$142   Dep 15 Oct 14 - Rtn 22 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$142   Dep 22 Oct 14 - Rtn 28 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$162   Dep 25 Sep 14 - Rtn 30 Sep 14
Boston to Chicago
BOS to ORD CheapOair.com
$179   Dep 25 Sep 14 - Rtn 29 Sep 14
Boston to Chicago
BOS to ORD CheapOair.com
$181   Dep 12 Nov 14 - Rtn 18 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$184   Dep 07 Oct 14 - Rtn 08 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$184   Dep 18 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$184   Dep 22 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$204   Dep 23 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$204   Dep 24 Nov 14 - Rtn 02 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$216   Dep 17 Dec 14 - Rtn 02 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$221   Dep 06 Nov 14 - Rtn 10 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
Boston (BOS) to Chicago (ORD)
 Depart 08 Oct 14
 Return 15 Oct 14

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  3 more Expedia flights available on this route
$168   Dep 08 Oct 14 - Rtn 15 Oct 14
Boston to Chicago
BOS to ORD Expedia
$187   Dep 12 Nov 14 - Rtn 19 Nov 14
Boston to Chicago
BOS to ORD Expedia
$216   Dep 19 Nov 14 - Rtn 26 Nov 14
Boston to Chicago
BOS to ORD Expedia
Boston (BOS) to Chicago (CHI)
 Depart 30 Sep 14
 Return 07 Oct 14

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
Boston (BOS) to Chicago (ORD)
 Depart 03 Dec 14
 Return 10 Dec 14

Flying with JetBlue Airways

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$158   Dep 10 Dec 14 - Rtn 17 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$187   Dep 17 Dec 14 - Rtn 24 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$190   Dep 17 Dec 14 - Rtn 24 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$222   Dep 17 Dec 14 - Rtn 24 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$238   Dep 17 Dec 14 - Rtn 24 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$246   Dep 19 Nov 14 - Rtn 26 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$336   Dep 26 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$360   Dep 19 Nov 14 - Rtn 26 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$360   Dep 26 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$605   Dep 03 Dec 14 - Rtn 10 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$729   Dep 19 Nov 14 - Rtn 26 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$766   Dep 26 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$787   Dep 03 Dec 14 - Rtn 10 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$855   Dep 26 Nov 14 - Rtn 03 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$911   Dep 10 Dec 14 - Rtn 17 Dec 14
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 Chicago166
      Cheapest flight forBoston to Chicago$114
      Average flight deal forBoston to Chicago$281
      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 17% more expensive than Chicago
      Boston Chicago
      One-way ticket (local transport)$2.50$2.25
      Bottle of local beer (0.5 liter)$3.09$2.39
      Local draught beer (0.5 liter)$5.00$4.00
      Cappuccino$3.96$3.79
      Last updated on source

        Facts and figures about flying from Boston to Chicago

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