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 09 Jun 15
 Return 17 Jun 15

Flying with United Airlines

Price subject to availability

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  • Dep date
  4 more CheapOair.com flights available on this route
$185   Dep 21 Jul 15 - Rtn 28 Jul 15
Chicago to Boston
ORD to BOS CheapOair.com
$185   Dep 17 Nov 15 - Rtn 01 Dec 15
Chicago to Boston
ORD to BOS CheapOair.com
$188   Dep 01 Sep 15 - Rtn 09 Sep 15
Chicago to Boston
ORD to BOS CheapOair.com
$191   Dep 13 May 15 - Rtn 20 May 15
Chicago to Boston
ORD to BOS CheapOair.com
Chicago (ORD) to Boston (BOS)
 Depart 01 Jul 15
 Return 08 Jul 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$186   Dep 08 Jul 15 - Rtn 15 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$186   Dep 15 Jul 15 - Rtn 22 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$196   Dep 29 Jul 15 - Rtn 05 Aug 15
Chicago to Boston
ORD to BOS momondo.com
$206   Dep 22 Jul 15 - Rtn 29 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$210   Dep 01 Jul 15 - Rtn 08 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$210   Dep 15 Jul 15 - Rtn 22 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$215   Dep 22 Jul 15 - Rtn 29 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$245   Dep 08 Jul 15 - Rtn 15 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$260   Dep 29 Jul 15 - Rtn 05 Aug 15
Chicago to Boston
ORD to BOS momondo.com
$356   Dep 29 Jul 15 - Rtn 05 Aug 15
Chicago to Boston
ORD to BOS momondo.com
$357   Dep 01 Jul 15 - Rtn 08 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$359   Dep 15 Jul 15 - Rtn 22 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$365   Dep 29 Jul 15 - Rtn 05 Aug 15
Chicago to Boston
ORD to BOS momondo.com
$365   Dep 15 Jul 15 - Rtn 22 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$368   Dep 01 Jul 15 - Rtn 08 Jul 15
Chicago to Boston
ORD to BOS momondo.com
Chicago (ORD) to Boston (BOS)
 Depart 17 May 15
 Return 16 Jun 15

Flying with American Airlines

Price subject to availability

 
 
Chicago (CHI) to Boston (BOS)
 Depart 20 May 15
 Return 27 May 15

Price subject to availability

   View more dates
 
Chicago (ORD) to Boston (BOS)
 Depart 20 May 15
 Return 27 May 15

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
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      Travel information for Chicago to Boston

      Photo of Boston   Boston
      Partners with offers for flights fromChicago to Boston5
      Flights available forChicago to Boston260
      Lowest ticket price forChicago to Boston$145
      Average deal price forChicago to Boston$231
      Flight duration forChicago to Boston2 hrs 16 mins
      Chicago to Bostononly 852 miles

       How much do things cost in Boston and Chicago?

      • Chicago is 6% cheaper than Boston
      Chicago Boston
      One-way ticket (local transport)$2.25$2.50
      3 bedroom apartment downtown$3114.29$4077.27
      Cappuccino$3.77$3.93
      Gasoline$4.07$3.88
      source

        Facts and figures about flying from Chicago to Boston

      • Flights from Chicago to Boston are cancelled 4.8 percent of the time
      • Flights from Chicago to Boston are typically delayed by 1 hr
      • Flights from Chicago to Boston are not usually diverted
      • American Airlines Inc. operates 206 flights a week 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)
      • The Boeing 757 Mixed is the largest aircraft operating flights between Chicago and Boston
      • Flights between Chicago and Boston typically provide 2388 seats for passengers on a daily basis