Flights from Boston (BOS) to Chicago (CHI)

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Boston (BOS) to Chicago (ORD)
 Depart 13 Dec 14
 Return 10 Jan 15

Flying with American Airlines

Price subject to availability

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  • Dep date
  2 more OneTravel.com flights available on this route
$209   Dep 12 Dec 14 - Rtn 11 Jan 15
Boston to Chicago
BOS to ORD OneTravel.com
$483   Dep 11 Dec 14 - Rtn 12 Jan 15
Boston to Chicago
BOS to MDW OneTravel.com
Boston (BOS) to Chicago (ORD)
 Depart 12 Jan 15
 Return 21 Jan 15

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  10 more CheapOair.com flights available on this route
$171   Dep 13 Dec 14 - Rtn 10 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$174   Dep 31 Dec 14 - Rtn 06 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$196   Dep 01 Jan 15 - Rtn 06 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$204   Dep 18 Dec 14 - Rtn 06 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$208   Dep 08 Jul 15 - Rtn 14 Jul 15
Boston to Chicago
BOS to ORD CheapOair.com
$228   Dep 05 Dec 14 - Rtn 06 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
$255   Dep 28 Dec 14 - Rtn 03 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$279   Dep 28 Dec 14 - Rtn 04 Jan 15
Boston to Chicago
BOS to ORD CheapOair.com
$294   Dep 28 Nov 14 - Rtn 29 Nov 14
Boston to Chicago
BOS to ORD CheapOair.com
$306   Dep 28 Nov 14 - Rtn 05 Dec 14
Boston to Chicago
BOS to ORD CheapOair.com
Boston (BOS) to Chicago (ORD)
 Depart 21 Jan 15
 Return 28 Jan 15

Flying with JetBlue Airways

Price subject to availability

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  • Price
  • Dep date
  2 more Expedia flights available on this route
$162   Dep 10 Dec 14 - Rtn 17 Dec 14
Boston to Chicago
BOS to ORD Expedia
$224   Dep 17 Dec 14 - Rtn 24 Dec 14
Boston to Chicago
BOS to ORD Expedia
Boston (BOS) to Chicago (CHI)
 Depart 08 Dec 14
 Return 15 Dec 14

Price subject to availability

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Boston (BOS) to Chicago (ORD)
 Depart 18 Feb 15
 Return 25 Feb 15

Flying with JetBlue Airways

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$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
$317   Dep 04 Feb 15 - Rtn 11 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 11 Feb 15 - Rtn 18 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 18 Feb 15 - Rtn 25 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$317   Dep 25 Feb 15 - Rtn 04 Mar 15
Boston to Chicago
BOS to ORD momondo.com
$324   Dep 21 Jan 15 - Rtn 28 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
$324   Dep 11 Feb 15 - Rtn 18 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$324   Dep 25 Feb 15 - Rtn 04 Mar 15
Boston to Chicago
BOS to ORD momondo.com
$354   Dep 04 Feb 15 - Rtn 11 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$354   Dep 11 Feb 15 - Rtn 18 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$354   Dep 18 Feb 15 - Rtn 25 Feb 15
Boston to Chicago
BOS to ORD momondo.com
$359   Dep 04 Feb 15 - Rtn 11 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
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      Travel information for Boston to Chicago

      Photo of Chicago   Chicago
      Partners with flight deals forBoston to Chicago5
      Deals on offer forBoston to Chicago68
      Cheapest flight forBoston to Chicago$132
      Average flight deal forBoston to Chicago$515
      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 16% more expensive than Chicago
      Boston Chicago
      Cappuccino$3.95$3.80
      Bottle of local beer (0.5 liter)$2.97$2.57
      Cheap meal$12.00$10.00
      1 hour taxi waiting fee$28.00$30.00
      source

        Facts and figures about flying from Boston to Chicago

      • 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
      • 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 Embraer EMB 170/EMB 190 is the smallest airplane available for flights between Boston and Chicago
      • There are on average 2337 seats available each day on flights from Boston to Chicago
      • Flights from Boston to Chicago are not usually diverted
      • The standard cancellation rate when flying from Boston to Chicago is 4.6 percent