Flights from Portland (PDX) to Chicago (CHI)

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We compare hundreds of flights from Portland to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Portland (PDX) to Chicago (ORD)
 Depart 30 Jul 15
 Return 06 Aug 15

Flying with Spirit Airlines

Price subject to availability

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  • Dep date
  2 more Flightnetwork flights available on this route
$463   Dep 30 Jul 15 - Rtn 06 Aug 15
Portland to Chicago
PDX to MDW Flightnetwork
$538   Dep 30 Jul 15 - Rtn 06 Aug 15
Portland to Chicago
PDX to MDW Flightnetwork
Portland (PDX) to Chicago (ORD)
 Depart 07 Oct 15
 Return 13 Oct 15

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  6 more CheapOair.com flights available on this route
$290   Dep 12 Oct 15 - Rtn 13 Oct 15
Portland to Chicago
PDX to ORD CheapOair.com
$318   Dep 18 Aug 15 - Rtn 01 Sep 15
Portland to Chicago
PDX to CHI CheapOair.com
$330   Dep 22 Aug 15 - Rtn 24 Aug 15
Portland to Chicago
PDX to CHI CheapOair.com
$378   Dep 15 Aug 15 - Rtn 17 Aug 15
Portland to Chicago
PDX to CHI CheapOair.com
$389   Dep 02 Jul 15 - Rtn 05 Jul 15
Portland to Chicago
PDX to CHI CheapOair.com
$394   Dep 03 Jul 15 - Rtn 05 Jul 15
Portland to Chicago
PDX to CHI CheapOair.com
Portland (PDX) to Chicago (CHI)
 Depart 19 Sep 15
 Return 29 Sep 15

Price subject to availability

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Portland (PDX) to Chicago (CHI)
 Depart 17 Jul 15
 Return 24 Jul 15

Price subject to availability

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      Travel information for Portland to Chicago

      Photo of Chicago   Chicago
      Partners with offers for flights fromPortland to Chicago4
      Number of flight deals forPortland to Chicago114
      Cheapest ticket price forPortland to Chicago$262
      Average flight price forPortland to Chicago$319
      Average flight time forPortland to Chicago3 hrs 49 mins
      Distance from Portland to Chicago1753 miles

       How much do things cost in Chicago and Portland?

      • Portland is 6% cheaper than Chicago
      Portland Chicago
      Imported beer (0.33 liter bottle)$2.10$1.80
      1 mile taxi journey$2.38$1.91
      Bottle of local beer (0.5 liter)$1.94$1.75
      Cappuccino$3.66$3.77
      source

        Facts and figures about flying from Portland to Chicago

      • United Air Lines Inc. operates 79 flights per week between Portland and Chicago
      • The most popular aircraft flying between Portland and Chicago is an Airbus A320-100/200
      • The largest aircraft operating flights from Portland to Chicago is the Boeing 757 Mixed
      • Flights from Portland to Chicago are cancelled 2.7% of the time
      • The Airbus A319 is the smallest aircraft operating flights between Portland and Chicago
      • On average all flights between Portland and Chicago offer a total of 575 seats per day
      • 11.8 percent of flights from Portland to Chicago are delayed
      • The average delay between Portland and Chicago is 1 hr 1 min
      • There’s not much chance of diversions on flights between Portland and Chicago