Flights from Chicago (CHI) to Boston (BOS)

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We compare hundreds of flights from Chicago to Boston from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Chicago (ORD) to Boston (BOS)
 Depart 01 Nov 16
 Return 02 Nov 16

Flying with Spirit Airlines

Price subject to availability

 
 
Chicago (ORD) to Boston (BOS)
 Depart 26 Oct 16
 Return 01 Nov 16

Price subject to availability

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  • Price
  • Dep date
  15 more Smartfares.com flights available on this route
$116   Dep 07 Dec 16 - Rtn 07 Jan 17
Chicago to Boston
ORD to BOS Smartfares.com
$121   Dep 28 Oct 16 - Rtn 31 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$141   Dep 21 Oct 16 - Rtn 24 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$151   Dep 03 Nov 16 - Rtn 06 Nov 16
Chicago to Boston
ORD to BOS Smartfares.com
$151   Dep 03 Nov 16 - Rtn 10 Nov 16
Chicago to Boston
ORD to BOS Smartfares.com
$156   Dep 04 Nov 16 - Rtn 06 Nov 16
Chicago to Boston
ORD to BOS Smartfares.com
$176   Dep 15 Oct 16 - Rtn 17 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$226   Dep 06 Nov 16 - Rtn 09 Nov 16
Chicago to Boston
ORD to BOS Smartfares.com
$231   Dep 14 Oct 16 - Rtn 17 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$248   Dep 16 Nov 16 - Rtn 22 Nov 16
Chicago to Boston
ORD to BOS Smartfares.com
$266   Dep 08 Oct 16 - Rtn 09 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$280   Dep 07 Oct 16 - Rtn 11 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$286   Dep 14 Oct 16 - Rtn 16 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$302   Dep 27 Oct 16 - Rtn 30 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
$360   Dep 06 Oct 16 - Rtn 09 Oct 16
Chicago to Boston
ORD to BOS Smartfares.com
Chicago (CHI) to Boston (BOS)
 Depart 26 Oct 16
 Return 02 Nov 16

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  13 more CheapAir.com flights available on this route
$86   Dep 29 Oct 16 - Rtn 05 Nov 16
Chicago to Boston
CHI to BOS CheapAir.com
$86   Dep 02 Nov 16 - Rtn 09 Nov 16
Chicago to Boston
CHI to BOS CheapAir.com
$86   Dep 05 Nov 16 - Rtn 12 Nov 16
Chicago to Boston
CHI to BOS CheapAir.com
$96   Dep 19 Oct 16 - Rtn 26 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
$96   Dep 22 Oct 16 - Rtn 29 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
$96   Dep 24 Oct 16 - Rtn 31 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
$96   Dep 31 Oct 16 - Rtn 07 Nov 16
Chicago to Boston
CHI to BOS CheapAir.com
$126   Dep 15 Oct 16 - Rtn 22 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
$131   Dep 04 Nov 16 - Rtn 11 Nov 16
Chicago to Boston
CHI to BOS CheapAir.com
$146   Dep 17 Oct 16 - Rtn 24 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
$146   Dep 21 Oct 16 - Rtn 28 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
$151   Dep 28 Oct 16 - Rtn 04 Nov 16
Chicago to Boston
CHI to BOS CheapAir.com
$176   Dep 14 Oct 16 - Rtn 21 Oct 16
Chicago to Boston
CHI to BOS CheapAir.com
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      Travel information for Chicago to Boston

      Photo of Boston   Boston
      Partners with offers for flights fromChicago to Boston3
      Flights available forChicago to Boston332
      Lowest ticket price forChicago to Boston$85
      Average deal price forChicago to Boston$453
      Flight duration forChicago to Boston2 hrs 16 mins
      Chicago to Bostononly 852 miles

       How much do things cost in Boston and Chicago?

      Chicago Boston
      Cappuccino$3.82$3.70
      Imported beer (0.33 liter)$6.00$7.00
      One-way ticket (local transport)$2.25$2.50
      Bottle of local beer (0.5 liter)$1.33$1.56
      3 course meal for 2$65.00$60.00
      source

        Facts and figures about flying from Chicago to Boston

      • The smallest aircraft for flights between Chicago and Boston is an Embraer EMB 170/EMB 190
      • From Chicago to Boston, the most frequently used aircraft is a Boeing 737-800 (winglets)
      • Flights from Chicago to Boston are typically delayed by 1 hr
      • The Boeing 757 Mixed is the largest aircraft operating flights between Chicago and Boston
      • Flights from Chicago to Boston are cancelled 4.8 percent of the time
      • American Airlines Inc. operates 206 flights a week from Chicago to Boston
      • Flights between Chicago and Boston typically provide 2388 seats for passengers on a daily basis
      • Flights from Chicago to Boston are not usually diverted