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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 $250 round trip
  • Airfare from Portland to Chicago on Frontier from $264 round trip
  • Airfare from Portland to Chicago on US Airways from $352 round trip
  • Airfare from Portland to Chicago on JetBlue from $358 round trip
  • Airfare from Portland to Chicago on AirTran from $369 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
    10:20 AM
  • United
    5
    5
    4
    5
    5
    4
    5
    6:00 AM
    11:14 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
    2
    2
    2
    2
    2
    2
    1
    6:35 AM
    12:50 PM

Cheap Domestic Flights from Portland - PDX

Flights
Airline
Lowest Price
Alaska, Hawaiian, United
$166
United, Frontier, Alaska, American, US Airways, Spirit, Delta
$138
American, Hawaiian, Virgin America, Delta, Alaska, United, US Airways
$178
Frontier, Hawaiian, Spirit, American, US Airways, Alaska, Delta, United, Virgin America
$178
Frontier, Virgin America, US Airways, JetBlue, Spirit, American, Alaska, Delta, United
$88
Delta, American, Frontier, US Airways, United, Alaska
$338
US Airways, United, Delta, Alaska, American, Spirit, Virgin America, Frontier
$130
Frontier, Alaska, Delta, US Airways, United
$270
Delta, AirTran, Frontier, Spirit, Alaska, United, US Airways, American
$250
American, Frontier, US Airways, Alaska, United, Delta
$402
Delta, Alaska, US Airways, American, Spirit, Hawaiian
$178
Hawaiian, US Airways, Alaska, Delta, United
$166
American, Virgin America, JetBlue, Spirit, US Airways, United, Alaska, Frontier
$306
American, Alaska, United, Spirit, Delta, Frontier, US Airways, AirTran
$189
American, Delta, United, Alaska, US Airways
$178
US Airways, American, United, Alaska, Spirit, Virgin America, Delta, Hawaiian
$88
Virgin America, Delta, United, Alaska, US Airways, American, JetBlue, Frontier, AirTran
$294
Alaska, US Airways, Delta, United, Hawaiian
$507
JetBlue, Delta, Alaska, American, US Airways
$178
AirTran, Frontier, US Airways, American, United, Alaska, Delta
$200
Delta, Alaska
$168
JetBlue, American, Virgin America, AirTran, Alaska, Delta, United, US Airways, Spirit
$250
Virgin America, JetBlue, American, Delta, United, Alaska, US Airways
$346
United, Delta, US Airways, Alaska
$168
Alaska, United, Delta
$456
Virgin America, JetBlue, Spirit, American, US Airways, Delta, United, Alaska
$250
Alaska, United, Delta, US Airways, American, Frontier
$264
Delta, Alaska, American, US Airways, United
$218
American, JetBlue, US Airways, Alaska, United, Delta
$349
Delta, United, Alaska, US Airways
$206
Delta, Alaska, United, American, US Airways
$210
Hawaiian, US Airways, Alaska, United, Delta
$487
Alaska, US Airways, American, Frontier, Delta, United
$246
AirTran, United, Delta, Alaska, US Airways, American, Spirit, JetBlue, Frontier
$290
Alaska, United, Delta, US Airways, Frontier, American
$208
Alaska, Delta, United
$168
Alaska, JetBlue, AirTran, US Airways, American, Delta, United, Spirit
$306
Delta, United, Alaska, American, Frontier, US Airways
$396
Alaska, United, Delta
$168
United, Delta, Alaska
$168
Delta, American, US Airways, JetBlue, Alaska, Virgin America, Frontier, United
$242
Delta, United, Alaska, US Airways, American
$491
AirTran, Virgin America, Frontier, Spirit, American, US Airways, Alaska, United, Delta, JetBlue
$290
AirTran, Frontier, JetBlue, Spirit, Alaska, United, Delta, US Airways, American
$290
Alaska, United, US Airways, American, Frontier, Delta
$241
United, Delta, US Airways, American, Alaska
$292
Delta, US Airways, American, Frontier, United, Alaska
$372
US Airways, Delta, American, Frontier, United, Alaska
$380
American, Alaska, Delta, United, US Airways, Frontier
$394
United, Delta, US Airways, American, Frontier, Alaska
$438
JetBlue, Alaska, American, US Airways, Delta, United
$350
American, United, Delta, US Airways, Alaska
$414
Cheap Flights from Portland to Chicago, from $250 Round trip from PDX to CHI