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 (CHI) to Boston (BOS)
 Depart 21 Apr 15
 Return 28 Apr 15

Flying with Spirit Airlines

Price subject to availability

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Chicago (ORD) to Boston (BOS)
 Depart 23 Jun 15
 Return 01 Jul 15

Flying with US Airways

Price subject to availability

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  • Price
  • Dep date
  2 more CheapOair.com flights available on this route
$191   Dep 01 Jul 15 - Rtn 08 Jul 15
Chicago to Boston
ORD to BOS CheapOair.com
$225   Dep 12 Apr 15 - Rtn 24 Apr 15
Chicago to Boston
ORD to BOS CheapOair.com
Chicago (CHI) to Boston (BOS)
 Depart 29 Apr 15
 Return 06 May 15

Price subject to availability

   View more dates
 
Chicago (ORD) to Boston (BOS)
 Depart 27 May 15
 Return 03 Jun 15

Flying with Spirit Airlines

Price subject to availability

   View more dates
 
  • Price
  • Dep date
  15 more momondo.com flights available on this route
$181   Dep 10 Jun 15 - Rtn 17 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$183   Dep 27 May 15 - Rtn 03 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$186   Dep 17 Jun 15 - Rtn 24 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$186   Dep 24 Jun 15 - Rtn 01 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$210   Dep 24 Jun 15 - Rtn 01 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$252   Dep 17 Jun 15 - Rtn 24 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$253   Dep 10 Jun 15 - Rtn 17 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$294   Dep 27 May 15 - Rtn 03 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$301   Dep 03 Jun 15 - Rtn 10 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$308   Dep 03 Jun 15 - Rtn 10 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$310   Dep 03 Jun 15 - Rtn 10 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$355   Dep 03 Jun 15 - Rtn 10 Jun 15
Chicago to Boston
ORD to BOS momondo.com
$360   Dep 24 Jun 15 - Rtn 01 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$366   Dep 24 Jun 15 - Rtn 01 Jul 15
Chicago to Boston
ORD to BOS momondo.com
$385   Dep 27 May 15 - Rtn 03 Jun 15
Chicago to Boston
ORD to BOS momondo.com
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      Travel information for Chicago to Boston

      Photo of Boston   Boston
      Partners with offers for flights fromChicago to Boston4
      Flights available forChicago to Boston247
      Lowest ticket price forChicago to Boston$126
      Average deal price forChicago to Boston$239
      Flight duration forChicago to Boston2 hrs 16 mins
      Chicago to Bostononly 852 miles

       How much do things cost in Boston and Chicago?

      • Chicago is 7% cheaper than Boston
      Chicago Boston
      1 bedroom apartment in the suburbs$951.50$1417.88
      One-way ticket (local transport)$2.25$2.50
      Cheap meal$11.00$13.00
      3 course meal for 2$55.00$60.00
      source

        Facts and figures about flying from Chicago to Boston

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