Flights from Portland Flights to Chicago

Direct flights from Portland to Chicago

Did you mean flights from Chicago to Portland?

Last updated on: 04-04-2026

Portland

United States

PDX

Portland International Airport

Chicago

United States

ORD

O'Hare International Airport

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Flight schedule

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Distance

1,733 miles · (2,789 km)

Flight time

4 hours and 15 minutes

Airlines

Alaska
American Airlines
United Airlines

Alliances

Oneworld
SkyTeam
Star Alliance

Classes

Economy
Premium Economy
Business Class
First Class

Aircrafts

Airbus A319
Airbus A320-100/200
Airbus A321-100/200
Airbus A321neo
Boeing 737 MAX 8
Boeing 737 MAX 9
Boeing 737-800
Boeing 737-800 (winglets)
Boeing 737-900
Boeing 737-900 (winglets)

Portland to Chicago Flight Schedule

Scan through all non-stop flights from Portland to Chicago. The full flight schedule below gives an overview of all non-stop flights from PDX to ORD, which includes the daily timetable of every operating airline for the upcoming 12 months.

Note: for airline-specific flight schedules, please scroll further down.

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Best time to visit Chicago

What is the best time to visit Chicago?

🥵 Hot Continental

Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.

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Dec

The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

Chicago

ORD

Airlines flying from Portland to Chicago

Airline-specific flight schedules from Portland to Chicago

In total there are 3 airlines operating nonstop flights from Portland PDX to Chicago ORD. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.

Click an airline below to view their PDX ORD flight schedule.

American Airlines (AA)

United Airlines (UA)

Alaska flight schedulefrom Portland to Chicago

Alaska is a member of Oneworld

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American Airlines flight schedulefrom Portland to Chicago

American Airlines is a member of Oneworld

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United Airlines flight schedulefrom Portland to Chicago

United Airlines is a member of Star Alliance

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Portland to Chicago Flights

Flights from PDX to ORD are operated 55 times a week, with an average of 8 flights per day. Departure times vary between 06:00 - 23:59. The earliest flight departs at 06:00, the last flight departs at 23:59. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.

You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).

The fastest direct flight from Portland to Chicago takes 4 hours and 15 minutes. The flight distance between Portland and Chicago is 1,733 miles (or 2,789 km).

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Frequently asked questions - FAQ

How many airports are there in Chicago?

There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).

How many flights per week are there from PDX to ORD?

There are 55 flights per week flying from Portland to Chicago (as of April 2026).

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

4 hours and 15 minutes is the average flight time from Portland to Chicago.

How far is Chicago from Portland?

The distance from Portland to Chicago is 1,733 miles (2,789 kilometers).

What airlines fly nonstop from PDX airport to ORD airport?

Alaska, American Airlines and United Airlines are flying nonstop from Portland to Chicago.

What alliances have direct flights from Portland to Chicago?

Oneworld and Star Alliance are flying nonstop from Portland to Chicago.

What classes are available from Portland to Chicago?

You can fly non-stop in Economy and Business Class.

What aircraft types fly from Portland to Chicago?

Aircraft types that fly from Portland to Chicago:

Airbus A319
Airbus A320-100/200
Airbus A321-100/200
Airbus A321neo
Boeing 737 MAX 8
Boeing 737 MAX 9
Boeing 737-800
Boeing 737-800 (winglets)
Boeing 737-900
Boeing 737-900 (winglets)

What is the earliest flight departing from Portland to Chicago?

The earliest flight departs at 06:00 from Portland and arrives at 12:15 at Chicago.

What is the latest flight available from Portland to Chicago?

The latest flight departs at 23:59 from Portland and arrives at 05:56 at Chicago.

Popular flights from Portland, United States

Portland to Seattle / Tacoma

Portland to Los Angeles

Portland to Phoenix

Portland to San Francisco

Portland to Denver

Portland to Chicago

Portland to Las Vegas

Portland to Salt Lake City

Portland to Seattle

Portland to Sacramento

Portland to San Jose

Portland to Dallas-Fort Worth

Portland to San Diego

Portland to Oakland, East Bay

Show all flights from Portland Show all flights to Chicago

Popular routes operated by Alaska

Chicago to Seattle / Tacoma

Chicago to San Diego

Portland to Boise

Portland to Spokane

Portland to Phoenix

Portland to San Jose

Portland to Los Angeles

Show all Alaska flights

Popular routes operated by American Airlines

Chicago to Dallas-Fort Worth

Chicago to Phoenix

Chicago to Charlotte

Chicago to New York City

Chicago to Miami

Chicago to Los Angeles

Chicago to Boston

Show all American Airlines flights

Popular routes operated by United Airlines

Chicago to San Francisco

Chicago to Denver

Chicago to New York City

Chicago to Newark

Chicago to Houston

Chicago to Washington

Chicago to Indianapolis

Show all United Airlines flights

Popular flights from Portland via Chicago

Portland to Athens

Portland to Barcelona

Portland to Belgrade

Portland to Brussels

Portland to Bucharest

Portland to Cairo

Portland to Dublin

Portland to Edinburgh

Portland to Helsinki

Portland to Istanbul

Portland to Copenhagen

Portland to Krakow

Portland to Lisbon

Portland to Madrid

Portland to Milan (Malpensa)

Portland to Munich

Portland to Naples

Portland to Paris

Portland to Rome (Fiumicino)

Portland to Shannon

Portland to Warsaw

Portland to Vienna

Portland to Zürich

Portland to Tel Aviv

Portland to Amman

Portland to Allentown

Portland to Nantucket

Portland to Addis Ababa

Portland to Augusta

Portland to Albany

Portland to Waterloo

Portland to Aspen

Portland to Aruba

Portland to Abu Dhabi

Portland to Asheville

Portland to Wilkes-Barre

Portland to Kalamazoo / Battle Creek

Portland to Hartford

Portland to Bangor

Portland to Birmingham

Portland to Bismarck

Portland to León

Portland to Bloomington

Portland to Bogotá

Portland to Burlington

Portland to Burlington

Portland to Belize City

Portland to Columbia

Portland to Akron

Portland to Cape Girardeau

Portland to Chattanooga

Portland to Charlottesville

Portland to Charleston

Portland to Cedar Rapids

Portland to Sault Sainte Marie

Portland to Clarksburg

Portland to Cleveland

Portland to Champaign-Urbana

Portland to Houghton

Portland to Colorado Springs

Portland to Columbia

Portland to Charleston

Portland to Willemstad, Curaçao

Portland to Wausau

Portland to Cozumel

Portland to Dayton

Portland to Decatur

Portland to New Delhi

Portland to Duluth

Portland to Doha

Portland to Dubai

Portland to Kearney

Portland to Eau Claire

Portland to Panama City

Portland to Vail / Eagle

Portland to El Paso

Portland to Erie

Portland to Evansville

Portland to Key West

Portland to Fargo

Portland to Fort Dodge

Portland to Sioux Falls

Portland to Fort Wayne

Portland to Grand Cayman

Portland to Green Bay

Portland to São Paulo

Portland to Greensboro

Portland to Greenville / Spartanburg

Portland to Guatemala City

Portland to Gunnison

Portland to Hayden

Portland to Hilton Head Island

Portland to Hong Kong

Portland to Tokyo

Portland to White Plains

Portland to Huntsville

Portland to New Haven

Portland to Hyannis

Portland to Seoul

Portland to Wichita

Portland to Wilmington

Portland to Kirksville

Portland to Ironwood

Portland to Jacksonville

Portland to Joplin

Portland to Johnstown

Portland to Lafayette

Portland to Lansing

Portland to Lexington

Portland to New York City

Portland to Liberia

Portland to Little Rock

Portland to Lincoln

Portland to Lancaster

Portland to La Crosse

Portland to Lewisburg

Portland to Lynchburg

Portland to Montego Bay

Portland to Manistee

Portland to Saginaw

Portland to Mason City

Portland to Harrisburg

Portland to Memphis

Portland to Mexico City

Portland to Morgantown

Portland to Manhattan

Portland to Manchester

Portland to Milwaukee

Portland to Muskegon

Portland to Jackson

Portland to Moline

Portland to Morelia

Portland to Marquette

Portland to Madison

Portland to Montrose

Portland to Monterrey

Portland to Martha's Vineyard

Portland to Marion

Portland to Myrtle Beach

Portland to Nassau

Portland to Tokyo

Portland to Oklahoma City

Portland to Omaha

Portland to Norfolk

Portland to Owensboro

Portland to Paducah

Portland to West Palm Beach

Portland to Peoria

Portland to Pittsburgh

Portland to Pellston

Portland to Providenciales

Portland to Pensacola

Portland to Panama City

Portland to Punta Cana

Portland to Providence

Portland to Portland

Portland to Querétaro

Portland to Rapid City

Portland to Raleigh / Durham

Portland to Rhinelander

Portland to Richmond

Portland to Roanoke

Portland to Rochester

Portland to Rochester

Portland to Fort Myers

Portland to Santa Fe

Portland to San Salvador

Portland to San Antonio

Portland to Savannah

Portland to South Bend

Portland to State College

Portland to Louisville

Portland to Springfield / Branson

Portland to Staunton / Waynesboro

Portland to Springfield

Portland to Sarasota / Bradenton

Portland to Saint Thomas

Portland to Saint Croix

Portland to Sioux City

Portland to Sint Maarten

Portland to Syracuse

Portland to Fort Leonard Wood

Portland to Taipei

Portland to Blountville (Bristol, Johnson, K

Portland to Tulsa

Portland to Traverse City

Portland to Knoxville

Portland to Quincy

Portland to Saint Lucia

Portland to Destin / Fort Walton Beach

Portland to Fayetteville

Portland to Halifax

Portland to Ottawa

Portland to Quebec City

Portland to Toronto

Portland to Montreal

Portland to Winnipeg

Portland to Toronto

Portland to Ixtapa / Zihuatanejo

Portland to San José

Portland to San Juan

Portland to Salina

Portland to Buffalo

Non-stop flights from PDX to ORD

1,733 miles (2,789 km) · 4h 15m

Round trip

1 passenger

Economy

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Return schedule

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Depart
Arrive
Airline
Flight no
Aircraft
Classes

06:22
12:32
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

06:22
12:32
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

06:22
12:32
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

06:22
12:32
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

07:00
13:09
United Airlines

Star Alliance
UA 1496
United Airlines
Boeing 737-800
Y
W
J
F

07:00
13:09
United Airlines

Star Alliance
UA 1496
United Airlines
Boeing 737-800
Y
W
J
F

07:00
13:09
United Airlines

Star Alliance
UA 1496
United Airlines
Boeing 737-800
Y
W
J
F

07:00
13:07
United Airlines

Star Alliance
UA 1496
United Airlines
Boeing 737-800
Y
W
J
F

07:00
13:10
United Airlines

Star Alliance
UA 2306
United Airlines
Boeing 737-800
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737-900 (winglets)
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737 MAX 9
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737-900 (winglets)
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737-900 (winglets)
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737-900 (winglets)
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737 MAX 9
Y
W
J
F

07:03
13:13
Alaska

Oneworld
AS 324
Alaska
Boeing 737-800 (winglets)
Y
W
J
F

07:55
14:08
Alaska

Oneworld
AS 324
Alaska
Boeing 737-900 (winglets)
Y
W
J
F

07:55
14:08
Alaska

Oneworld
AS 324
Alaska
Boeing 737 MAX 9
Y
W
J
F

08:00
14:03
American Airlines

Oneworld
AA 2197
American Airlines
Boeing 737-800
Y
W
J
F

08:00
14:10
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

08:00
14:10
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

08:00
14:10
American Airlines

Oneworld
AA 2197
American Airlines
Airbus A321-100/200
Y
W
J
F

10:45
16:50
United Airlines

Star Alliance
UA 2493
United Airlines
Boeing 737 MAX 9
Y
W
J
F

10:50
16:54
United Airlines

Star Alliance
UA 1641
United Airlines
Boeing 737-800
Y
W
J
F

10:50
16:54
United Airlines

Star Alliance
UA 1641
United Airlines
Boeing 737-800
Y
W
J
F

10:50
16:54
United Airlines

Star Alliance
UA 1641
United Airlines
Boeing 737-800
Y
W
J
F

10:50
16:54
United Airlines

Star Alliance
UA 1641
United Airlines
Boeing 737 MAX 8
Y
W
J
F

10:50
16:54
United Airlines

Star Alliance
UA 1641
United Airlines
Boeing 737-800
Y
W
J
F

10:50
16:56
United Airlines

Star Alliance
UA 1641
United Airlines
Airbus A320-100/200
Y
W
J
F

11:46
17:55
American Airlines

Oneworld
AA 820
American Airlines
Boeing 737-800
Y
W
J
F

13:23
19:32
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

13:23
19:32
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

13:23
19:32
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

13:23
19:32
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

13:23
19:32
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

13:23
19:32
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

14:30
20:34
United Airlines

Star Alliance
UA 2192
United Airlines
Boeing 737-800
Y
W
J
F

14:30
20:36
United Airlines

Star Alliance
UA 2192
United Airlines
Airbus A319
Y
W
J
F

14:30
20:34
United Airlines

Star Alliance
UA 2192
United Airlines
Boeing 737-800
Y
W
J
F

14:30
20:34
United Airlines

Star Alliance
UA 2192
United Airlines
Boeing 737-800
Y
W
J
F

14:41
20:43
United Airlines

Star Alliance
UA 1850
United Airlines
Boeing 737-900
Y
W
J
F

15:16
21:34
American Airlines

Oneworld
AA 2511
American Airlines
Airbus A321-100/200
Y
W
J
F

15:16
21:19
American Airlines

Oneworld
AA 2511
American Airlines
Boeing 737-800
Y
W
J
F

22:55
05:02
United Airlines

Star Alliance
UA 2262
United Airlines
Airbus A321neo
Y
W
J
F

22:56
05:00
United Airlines

Star Alliance
UA 1049
United Airlines
Boeing 737-800
Y
W
J
F

22:56
05:00
United Airlines

Star Alliance
UA 1049
United Airlines
Boeing 737-800
Y
W
J
F

23:30
05:27
American Airlines

Oneworld
AA 1508
American Airlines
Boeing 737-800
Y
W
J
F

23:47
05:49
American Airlines

Oneworld
AA 3099
American Airlines
Boeing 737-800
Y
W
J
F

23:55
06:00
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737-900
Y
W
J
F

23:59
05:56
American Airlines

Oneworld
AA 1508
American Airlines
Boeing 737-800
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737 MAX 9
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737-900
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737 MAX 9
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737-900
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737-800
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737 MAX 9
Y
W
J
F

23:59
06:03
United Airlines

Star Alliance
UA 1490
United Airlines
Boeing 737-900
Y
W
J
F