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 (CHI)
 Depart 15 Oct 16
 Return 18 Oct 16

Flying with Spirit Airlines

Price subject to availability

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  1 more CheapOair.com flights available on this route
$136   Dep 18 Oct 16 - Rtn 25 Oct 16
Portland to Chicago
PDX to ORD CheapOair.com
Portland (PDX) to Chicago (CHI)
 Depart 15 Oct 16
 Return 22 Oct 16

Price subject to availability

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  • Price
  • Dep date
  13 more CheapAir.com flights available on this route
$136   Dep 19 Oct 16 - Rtn 26 Oct 16
Portland to Chicago
PDX to CHI CheapAir.com
$136   Dep 22 Oct 16 - Rtn 29 Oct 16
Portland to Chicago
PDX to CHI CheapAir.com
$136   Dep 26 Oct 16 - Rtn 02 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
$136   Dep 29 Oct 16 - Rtn 05 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
$166   Dep 17 Oct 16 - Rtn 24 Oct 16
Portland to Chicago
PDX to CHI CheapAir.com
$166   Dep 24 Oct 16 - Rtn 31 Oct 16
Portland to Chicago
PDX to CHI CheapAir.com
$166   Dep 31 Oct 16 - Rtn 07 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
$176   Dep 14 Oct 16 - Rtn 21 Oct 16
Portland to Chicago
PDX to CHI CheapAir.com
$176   Dep 21 Oct 16 - Rtn 28 Oct 16
Portland to Chicago
PDX to CHI CheapAir.com
$176   Dep 28 Oct 16 - Rtn 04 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
$191   Dep 02 Nov 16 - Rtn 09 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
$200   Dep 05 Nov 16 - Rtn 12 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
$249   Dep 04 Nov 16 - Rtn 11 Nov 16
Portland to Chicago
PDX to CHI CheapAir.com
Portland (PDX) to Chicago (ORD)
 Depart 27 Oct 16
 Return 31 Oct 16

Price subject to availability

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  • Dep date
  7 more Smartfares.com flights available on this route
$171   Dep 27 Oct 16 - Rtn 30 Oct 16
Portland to Chicago
PDX to ORD Smartfares.com
$201   Dep 07 Oct 16 - Rtn 10 Oct 16
Portland to Chicago
PDX to ORD Smartfares.com
$357   Dep 19 Jan 17 - Rtn 09 Feb 17
Portland to Chicago
PDX to ORD Smartfares.com
$427   Dep 23 Dec 16 - Rtn 27 Dec 16
Portland to Chicago
PDX to ORD Smartfares.com
$427   Dep 22 Dec 16 - Rtn 01 Jan 17
Portland to Chicago
PDX to ORD Smartfares.com
$573   Dep 13 Oct 16 - Rtn 16 Oct 16
Portland to Chicago
PDX to ORD Smartfares.com
$682   Dep 09 Dec 16 - Rtn 13 Dec 16
Portland to Chicago
PDX to ORD Smartfares.com
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      Travel information for Portland to Chicago

      Photo of Chicago   Chicago
      Partners with offers for flights fromPortland to Chicago3
      Number of flight deals forPortland to Chicago148
      Cheapest ticket price forPortland to Chicago$136
      Average flight price forPortland to Chicago$622
      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 2% cheaper than Chicago
      Portland Chicago
      Taxi - fixed fee$2.50$3.25
      1 mile taxi journey$2.50$1.80
      Large bottle of water$2.01$1.77
      3 course meal for 2$52.00$65.00
      source

        Facts and figures about flying from Portland to Chicago

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