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Cheap Flights from Portland to Chicago - PDX to CHI (reverse)

Popular Flights from Portland to Chicago

  • Airfare from Portland to Chicago on Spirit from $218 round trip
  • Airfare from Portland to Chicago on American from $258 round trip
  • Airfare from Portland to Chicago on United from $258 round trip
  • Airfare from Portland to Chicago on US Airways from $258 round trip
  • Airfare from Portland to Chicago on Delta from $280 round trip

Did You Know?

  • American has 48 one stop flights between Portland, OR and Chicago, IL.
  • The largest aircraft operated by Qantas flying between Portland, OR and Chicago, IL is a 737 with 157 seats.
  • 293 flights per week fly out of Portland, OR connecting to Chicago, IL
  • 10 airlines operate between Portland, OR and Chicago, IL
  • San Francisco, CA is the most popular connection for one stop flights between Portland, OR and Chicago, IL.
  • The smallest aircraft operated by Copa flying between Portland, OR and Chicago, IL is a 737 with 173 seats.
  • Continental has the most nonstop flights between Portland, OR and Chicago, IL.
  • 152,949 seats are available per day to fly out of Portland, OR connecting to Chicago, IL

Advance Purchase Prices from Portland to Chicago

  • Carrier
    0 Days
    1 Day
    3 Days
    7 Days
    10 Days
    14 Days
    21 Days
  • Alaska
    $960
    $960
    $960
    $546
    $310
    $420
    $420
  • American
    $981
    $981
    $981
    $567
    $331
    $449
    $449
  • Continental
    $960
    $960
    $960
    $546
    $310
    $428
    $428
  • Delta
    $981
    $981
    $981
    $567
    $331
    $449
    $449
  • Frontier
    $859
    $859
    $859
    $567
    $331
    $441
    $441
  • JetBlue
    $1089
    $1089
    $1089
    $501
    $331
    $431
    $431
  • Spirit
    $395
    $395
    $395
    $843
    $843
    $843
    $843
  • US Airways
    $546
    $546
    $546
    $386
    $310
    $406
    $406
  • United
    $960
    $960
    $960
    $546
    $310
    $428
    $428

Daily Non-stop Flight Schedules from Portland International to O Hare

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
  • Alaska
    1
    1
    1
    1
    1
    1
    1
    10:10 AM
    10:10 AM
  • American
    2
    2
    2
    2
    2
    2
    2
    7:00 AM
    1:25 PM
  • United
    3
    3
    3
    3
    3
    2
    3
    6:05 AM
    2:17 PM

Daily Non-stop Flight Schedules from Portland International to Chicago Midway

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
  • Southwest
    1
    1
    1
    1
    1
    1
    1
    6:40 AM
    7:00 AM

Cheap Domestic Flights from Portland - PDX

Flights
Airline
Lowest Price
United, Delta, JetBlue, Virgin America, Frontier, Alaska, US Airways, American, Spirit
$88
Alaska, Virgin America, Frontier, Hawaiian, Spirit, American, United, US Airways, Delta
$158
US Airways, American, Hawaiian, Alaska, Delta, United
$378
JetBlue, United, Alaska, US Airways, American, Spirit, Frontier, Virgin America, AirTran
$309
Spirit, Frontier, United, Delta, Alaska, US Airways, American
$218
Delta, Alaska, Frontier, United, Spirit, US Airways, American
$118
Delta, Alaska, US Airways, United, American, Frontier, Virgin America, Spirit
$258
JetBlue, Virgin America, Spirit, US Airways, American, Delta, United, Alaska, AirTran
$244
United, Delta, Alaska, American, US Airways, Spirit, Frontier, AirTran
$231
US Airways, American, AirTran, Frontier, Spirit, Alaska, Delta, United
$267
Hawaiian, Virgin America, US Airways, Alaska, Delta, United, American
$138
United, Virgin America, Delta, Alaska, US Airways, American, Spirit, Hawaiian
$108
United, JetBlue, Frontier, US Airways, Alaska, AirTran, Virgin America, American, Delta
$212
American, US Airways, Frontier, Delta, United, Alaska
$264
Alaska, United, Delta, American, US Airways, Spirit, AirTran, JetBlue, Frontier, Virgin America
$267
United, Delta, Frontier, US Airways, Alaska
$239
United, Frontier, Virgin America, JetBlue, US Airways, American, Alaska, Delta
$207
Alaska, US Airways, United, Delta
$158
American, United, Alaska, US Airways, Hawaiian, Delta
$340
Hawaiian, United, Delta, Alaska, US Airways, American
$458
Alaska, Delta, United, American, US Airways
$176
United, Alaska, AirTran, Virgin America, Delta, American, Spirit, JetBlue, Frontier, US Airways
$290
Alaska, Delta
$168
Cheap Flights from Portland to Chicago, from $218 Round trip from PDX to CHI