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 15 Sep 15
 Return 19 Sep 15

Flying with Spirit Airlines

Price subject to availability

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  • Dep date
  15 more CheapOair.com flights available on this route
$176   Dep 28 Oct 15 - Rtn 04 Nov 15
Chicago to Boston
ORD to BOS CheapOair.com
$176   Dep 31 Oct 15 - Rtn 03 Nov 15
Chicago to Boston
ORD to BOS CheapOair.com
$191   Dep 26 Nov 15 - Rtn 02 Dec 15
Chicago to Boston
ORD to BOS CheapOair.com
$194   Dep 27 Aug 15 - Rtn 30 Aug 15
Chicago to Boston
CHI to BOS CheapOair.com
$194   Dep 30 Oct 15 - Rtn 02 Nov 15
Chicago to Boston
CHI to BOS CheapOair.com
$198   Dep 10 Sep 15 - Rtn 13 Sep 15
Chicago to Boston
CHI to BOS CheapOair.com
$199   Dep 14 Aug 15 - Rtn 18 Aug 15
Chicago to Boston
CHI to BOS CheapOair.com
$206   Dep 26 Nov 15 - Rtn 27 Nov 15
Chicago to Boston
ORD to BOS CheapOair.com
$211   Dep 06 Aug 15 - Rtn 13 Aug 15
Chicago to Boston
CHI to BOS CheapOair.com
$214   Dep 14 Jul 15 - Rtn 21 Jul 15
Chicago to Boston
CHI to BOS CheapOair.com
$223   Dep 17 Jul 15 - Rtn 22 Jul 15
Chicago to Boston
CHI to BOS CheapOair.com
$230   Dep 04 Sep 15 - Rtn 07 Sep 15
Chicago to Boston
CHI to BOS CheapOair.com
$231   Dep 16 Jul 15 - Rtn 20 Jul 15
Chicago to Boston
CHI to BOS CheapOair.com
$231   Dep 22 Jul 15 - Rtn 27 Jul 15
Chicago to Boston
CHI to BOS CheapOair.com
$241   Dep 11 Jul 15 - Rtn 14 Jul 15
Chicago to Boston
ORD to BOS CheapOair.com
Chicago (ORD) to Boston (BOS)
 Depart 02 Aug 15
 Return 09 Aug 15

Flying with American Airlines

Price subject to availability

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  • Dep date
  3 more Flightnetwork flights available on this route
$280   Dep 02 Aug 15 - Rtn 09 Aug 15
Chicago to Boston
MDW to BOS Flightnetwork
$290   Dep 02 Aug 15 - Rtn 09 Aug 15
Chicago to Boston
ORD to BOS Flightnetwork
$491   Dep 02 Aug 15 - Rtn 09 Aug 15
Chicago to Boston
MDW to BOS Flightnetwork
Chicago (CHI) to Boston (BOS)
 Depart 29 Jul 15
 Return 05 Aug 15

Price subject to availability

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Chicago (CHI) to Boston (BOS)
 Depart 28 Jul 15
 Return 11 Aug 15

Price subject to availability

   View more dates
 
Chicago (ORD) to Boston (BOS)
 Depart 30 Sep 15
 Return 07 Oct 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
$146   Dep 07 Oct 15 - Rtn 14 Oct 15
Chicago to Boston
ORD to BOS momondo.com
$146   Dep 07 Oct 15 - Rtn 14 Oct 15
Chicago to Boston
ORD to BOS momondo.com
$159   Dep 30 Sep 15 - Rtn 07 Oct 15
Chicago to Boston
ORD to BOS momondo.com
$166   Dep 09 Sep 15 - Rtn 16 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$176   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$176   Dep 02 Sep 15 - Rtn 09 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$176   Dep 09 Sep 15 - Rtn 16 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$176   Dep 16 Sep 15 - Rtn 23 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$176   Dep 23 Sep 15 - Rtn 30 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$176   Dep 23 Sep 15 - Rtn 30 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$227   Dep 16 Sep 15 - Rtn 23 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$363   Dep 16 Sep 15 - Rtn 23 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$369   Dep 09 Sep 15 - Rtn 16 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$371   Dep 16 Sep 15 - Rtn 23 Sep 15
Chicago to Boston
ORD to BOS momondo.com
$378   Dep 09 Sep 15 - Rtn 16 Sep 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 Boston5
      Flights available forChicago to Boston272
      Lowest ticket price forChicago to Boston$146
      Average deal price forChicago to Boston$208
      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
      Imported beer (0.33 liter bottle)$1.80$2.50
      Taxi - fixed fee$3.25$2.70
      1 mile taxi journey$1.91$2.80
      Local draught beer (0.5 liter)$4.00$5.00
      source

        Facts and figures about flying from Chicago to Boston

      • From Chicago to Boston, the most frequently used aircraft is a Boeing 737-800 (winglets)
      • 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 not usually diverted
      • 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 from Chicago to Boston are typically delayed by 1 hr
      • The Boeing 757 Mixed is the largest aircraft operating flights between Chicago and Boston