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 (MDW)
 Depart 01 Sep 15
 Return 08 Sep 15

Flying with Delta Air Lines

Price subject to availability

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  • Price
  • Dep date
  1 more Flightnetwork flights available on this route
$424   Dep 01 Sep 15 - Rtn 08 Sep 15
Portland to Chicago
PDX to MDW Flightnetwork
Portland (PDX) to Chicago (CHI)
 Depart 01 Sep 15
 Return 15 Sep 15

Flying with Spirit Airlines

Price subject to availability

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Portland (PDX) to Chicago (ORD)
 Depart 06 Oct 15
 Return 10 Oct 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  6 more CheapOair.com flights available on this route
$224   Dep 07 Oct 15 - Rtn 10 Oct 15
Portland to Chicago
PDX to ORD CheapOair.com
$224   Dep 07 Oct 15 - Rtn 13 Oct 15
Portland to Chicago
PDX to ORD CheapOair.com
$256   Dep 26 Aug 15 - Rtn 28 Aug 15
Portland to Chicago
PDX to CHI CheapOair.com
$329   Dep 24 Aug 15 - Rtn 26 Aug 15
Portland to Chicago
PDX to CHI CheapOair.com
$359   Dep 19 Aug 15 - Rtn 26 Aug 15
Portland to Chicago
PDX to CHI CheapOair.com
$359   Dep 08 Oct 15 - Rtn 11 Oct 15
Portland to Chicago
PDX to CHI CheapOair.com
Portland (PDX) to Chicago (CHI)
 Depart 02 Sep 15
 Return 09 Sep 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 Chicago113
      Cheapest ticket price forPortland to Chicago$195
      Average flight price forPortland to Chicago$247
      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 1% cheaper than Chicago
      Portland Chicago
      1 mile taxi journey$2.00$1.81
      Bottle of local beer (0.5 liter)$2.64$1.44
      Taxi - fixed fee$2.50$3.25
      Local draught beer (0.5 liter)$3.62$4.00
      source

        Facts and figures about flying from Portland to Chicago

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