Flights from Boston (BOS) to Chicago (CHI)

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

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  12 more CheapOair.com flights available on this route
$179   Dep 19 Nov 14 - Rtn 19 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$182   Dep 09 Sep 14 - Rtn 10 Sep 14
Boston to Chicago
BOS to ORD CheapOair.com
$182   Dep 17 Sep 14 - Rtn 20 Sep 14
Boston to Chicago
BOS to ORD CheapOair.com
$182   Dep 07 Oct 14 - Rtn 08 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$182   Dep 15 Oct 14 - Rtn 18 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$184   Dep 23 Sep 14 - Rtn 18 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$199   Dep 30 Oct 14 - Rtn 01 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$226   Dep 23 Sep 14 - Rtn 18 Oct 14
Boston to Chicago
BOS to MDW CheapOair.com
$255   Dep 09 Oct 14 - Rtn 12 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$259   Dep 12 Sep 14 - Rtn 30 Oct 14
Boston to Chicago
BOS to ORD CheapOair.com
$273   Dep 15 Dec 14 - Rtn 27 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$279   Dep 06 Sep 14 - Rtn 13 Sep 14
Boston to Chicago
BOS to ORD CheapOair.com
Boston (BOS) to Chicago (ORD)
 Depart 24 Sep 14
 Return 01 Oct 14

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  3 more Expedia flights available on this route
$158   Dep 24 Sep 14 - Rtn 01 Oct 14
Boston to Chicago
BOS to ORD Expedia
$168   Dep 29 Oct 14 - Rtn 05 Nov 14
Boston to Chicago
BOS to ORD Expedia
$188   Dep 05 Nov 14 - Rtn 12 Nov 14
Boston to Chicago
BOS to ORD Expedia
Boston (BOS) to Chicago (CHI)
 Depart 22 Sep 14
 Return 24 Sep 14

Price subject to availability

 
 
Boston (BOS) to Chicago (CHI)
 Depart 17 Sep 14
 Return 24 Sep 14

Price subject to availability

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Boston (BOS) to Chicago (CHI)
 Depart 09 Sep 14
 Return 16 Sep 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
  13 more momondo.com flights available on this route
$231   Dep 05 Nov 14 - Rtn 12 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$231   Dep 12 Nov 14 - Rtn 19 Nov 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
$395   Dep 05 Nov 14 - Rtn 12 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$585   Dep 05 Nov 14 - Rtn 12 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$617   Dep 12 Nov 14 - Rtn 19 Nov 14
Boston to Chicago
BOS to ORD momondo.com
$625   Dep 03 Dec 14 - Rtn 10 Dec 14
Boston to Chicago
BOS to ORD momondo.com
$728   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
$855   Dep 26 Nov 14 - Rtn 03 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 Chicago156
      Cheapest flight forBoston to Chicago$154
      Average flight deal forBoston to Chicago$273
      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
      3 bedroom apartment in the suburbs$2226.47$1862.50
      Imported beer (0.33 liter)$6.00$5.50
      Cheap meal$12.00$10.00
      Imported beer (0.33 liter bottle)$4.84$2.59
      Last updated on source

        Facts and figures about flying 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
      • There are on average 2337 seats available each day on flights from Boston to Chicago
      • The standard cancellation rate when flying from Boston to Chicago is 4.6 percent
      • The most popular aircraft flying between Boston and Chicago is a Boeing 737-800 (winglets)
      • The Boeing 757 Mixed is the largest aircraft operating flights between Boston and Chicago
      • Flights from Boston to Chicago typically have a delay of 1 hr 12 mins
      • Flights from Boston to Chicago are not usually diverted