Cheap flights from Portland to Chicago

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Travelers usually depart from Portland International, Portland, OR - Holladay Park, Portland, OR - Union Station, or Portland, OR - Greyhound Station when they travel from Portland to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Union Station, or Chicago - Cabrini St Parking. The distance between Portland and Chicago is 2794 km. The most popular airlines for this route are Southwest Airline, United Airlines, Alaska Airlines, American Airlines, and Frontier Airlines. Portland and Chicago have 206 direct flights per week.

Weekly flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Number of flights41283841-3622

Fly direct with

American Airlines on Mondays, Thursdays, Fridays, and Sundays.

Alaska Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Southwest Airline on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Portland to Chicago

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Southwest AirlineSWAWNNoUnknownNo
United AirlinesUALUAYesUnknownNo
Alaska AirlinesASAASYesUnknownNo
American AirlinesAALAAYesUnknownNo
Frontier AirlinesFFTF9NoUnknownNo

Frequently asked questions

How long does it take to travel from Portland to Chicago?

A one-way nonstop (direct) flight between Portland and Chicago takes around 3.9 hours.

What is the flight distance between Portland and Chicago?

The flight distance between Portland and Chicago is 2794 km.

What airlines offer nonstop (direct) flights between Portland and Chicago?

Several carriers operate flights between Portland and Chicago. Airlines offering nonstop (direct) flights include Southwest Airline, United Airlines, American Airlines, Alaska Airlines.

What are the most popular routes to and from Portland?

Travelers frequently search for route combinations, such as Portland and Orlando International, Los Angeles International, McCarran International, Denver International, San Francisco International, Dallas/Fort Worth International, Seattle–Tacoma International, Philadelphia International, Minneapolis–Saint Paul International, Sacramento International, San Jose International.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Orlando International, Miami International, Los Angeles International, McCarran International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, Tampa International, Phoenix Sky Harbor International, Dallas/Fort Worth International, George Bush Intercontinental.

What airports are near Portland?

The main airport in Portland is Portland International. It is also served by Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Boeing Field, Kenmore Air Harbor Seaplane Base.

What airports are near Chicago?

The main airport in Chicago is Chicago Midway International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, Fort Wayne International, General Wayne A. Downing Peoria International, South Bend International, Quad City International, Central Illinois Regional, Decatur, Kalamazoo/Battle Creek International.

What buses and trains depart from Portland?

A number of bus and train companies depart from Portland, including Greyhound, Amtrak train.

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