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

Popular Flights from Portland to Chicago

  • Airfare from Portland to Chicago on JetBlue from $200 round trip
  • Airfare from Portland to Chicago on AirTran from $214 round trip
  • Airfare from Portland to Chicago on US Airways from $222 round trip
  • Airfare from Portland to Chicago on United from $556 round trip
  • Airfare from Portland to Chicago on Delta from $578 round trip

Did You Know?

  • 7 airlines operate between Portland, ME and Chicago, IL
  • Washington, DC is the most popular connection for one stop flights between Portland, ME and Chicago, IL.
  • 61 flights per week fly out of Portland, ME connecting to Chicago, IL
  • The smallest aircraft operated by Continental flying between Portland, ME and Chicago, IL is a ERJ with 50 seats.
  • United has the most nonstop flights between Portland, ME and Chicago, IL.
  • The shortest flight between Portland, ME and Chicago, IL on Air Canada is 900 miles.
  • Lufthansa has 1 two stops or more flight between Portland, ME and Chicago, IL.
  • 37,412 seats are available per day to fly out of Portland, ME 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
  • AirTran
    $477
    $477
    $547
    $437
    $437
    $357
    $357
  • Continental
    $774
    $774
    $774
    $456
    $456
    $492
    $492
  • Delta
    $795
    $795
    $795
    $477
    $477
    $513
    $513
  • JetBlue
    $477
    $477
    $547
    $437
    $437
    $357
    $357
  • US Airways
    $456
    $456
    $532
    $416
    $416
    $342
    $342
  • United
    $774
    $774
    $774
    $456
    $456
    $492
    $492

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

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
  • United
    1
    1
    1
    1
    1
    0
    2
    9:00 AM
    5:06 PM

Cheap Domestic Flights from Portland - PWM

Flights
Airline
Lowest Price
JetBlue, AirTran, Delta, United, US Airways
$227
United, US Airways, JetBlue
$170
Delta, United, US Airways, JetBlue, AirTran
$239
Cheap Flights from Portland to Chicago, from $200 Round trip from PWM to CHI