Flights from Boston (BOS) to Chicago (CHI)

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We compare hundreds of flights from Boston to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Boston (BOS) to Chicago (ORD)
 Depart 14 May 16
 Return 18 May 16

Flying with American Airlines

Price subject to availability

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  1 more CheapOair.com flights available on this route
$87   Dep 17 May 16 - Rtn 18 May 16
Boston to Chicago
BOS to CHI CheapOair.com
Boston (BOS) to Chicago (ORD)
 Depart 14 May 16
 Return 18 May 16

Price subject to availability

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Boston (BOS) to Chicago (CHI)
 Depart 14 May 16
 Return 18 May 16

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  1 more OneTravel.com flights available on this route
$207   Dep 20 May 16 - Rtn 04 Jun 16
Boston to Chicago
BOS to ORD OneTravel.com
Boston (BOS) to Chicago (CHI)
 Depart 14 May 16
 Return 21 May 16

Price subject to availability

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      Travel information for Boston to Chicago

      Photo of Chicago   Chicago
      Partners with flight deals forBoston to Chicago4
      Deals on offer forBoston to Chicago155
      Cheapest flight forBoston to Chicago$86
      Average flight deal forBoston to Chicago$459
      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 Chicago
      1 mile taxi journey$2.80$1.80
      One-way ticket (local transport)$2.50$2.25
      Imported beer (0.33 liter bottle)$2.08$1.87
      Large bottle of water$1.89$1.77
      Local draught beer (0.5 liter)$5.50$5.00
      source

        Facts and figures about flying 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
      • There are on average 2337 seats available each day on flights from Boston to Chicago
      • The most popular aircraft flying between Boston and Chicago is a Boeing 737-800 (winglets)
      • Flights from Boston to Chicago typically have a delay of 1 hr 12 mins
      • The standard cancellation rate when flying from Boston to Chicago is 4.6 percent
      • Flights from Boston to Chicago are not usually diverted
      • Every week American Airlines Inc. has 214 flights from Boston to Chicago