Cheap flights from Chicago to Portland

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Portland travel tips

1) Visit Powell's City of Books in Portland, the largest independent bookstore in the world

In search of a new interesting book, visit Powell's City of Books at 1005 W Burnside Street in Portland, the largest independent bookstore in the world! You will definitely find something good in one of 9 rooms with 3,500 sections and nearly a million books. By the way, prices are also very affordable; there is a large collection of second-hand books.

2) Explore the underground life of Portland

It's time to explore the Shanghai Tunnels if you know everything about ordinary life in Portland. The unique tour will lead you through the underground catacombs of the late 19th and early 20th centuries. Nobody knows what it was used for, but the hidden trapdoors and holding cells will prompt you.

3) Use e-scooters to explore Portland's parks

When you go to any park in Portland, make your walk even more exciting with e-scooters. The bright-orange Nike Biketown rental offers good e-scooters. They have stations in every park and cost not so much ($0.10 per minute).

Travelers usually depart from O Hare International, Chicago, IL - Union Station, Chicago Midway International, Chicago Rockford International, or Chicago Downtown Greyhound Station when they travel from Chicago to Portland. Book your trip to arrive at Portland International, Portland, OR - Union Station, Portland, OR - Greyhound Station, or Portland, OR - Holladay Park. The distance between Chicago and Portland is 2794 km. The most popular airlines for this route are Alaska Airlines, United Airlines, Frontier Airlines, Delta Air Lines, and Spirit Airlines. Chicago and Portland have 245 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights4334-44
Fly direct with

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

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

Check-in for a flight from Chicago to Portland

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Alaska AirlinesASAASYesOpens 24 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesNo
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight

Frequently asked questions

How long does it take to travel from Chicago to Portland?
A one-way nonstop (direct) flight between Chicago and Portland takes around 4.6 hours.
What is the flight distance between Chicago and Portland?
The flight distance between Chicago and Portland is 2794 km.
What airlines offer nonstop (direct) flights between Chicago and Portland?
Several carriers operate flights between Chicago and Portland. Airlines offering nonstop (direct) flights include United Airlines, Alaska Airlines.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Las Vegas, Guadalajara, Denver, Orlando, Phoenix, Mexico City, Paris, Barcelona, Tampa, Miami, London, Rome, Los Angeles, Madrid, Fort Myers, Athens, San Francisco, New York, Austin, Atlanta.
What are the most popular routes to and from Portland?
Travelers frequently search for route combinations, such as Portland and Denver, Las Vegas, Phoenix, Los Angeles, Atlanta, San Francisco, Houston, Mexico City, San Diego, Salt Lake City, Minneapolis, Washington, D.C., Cincinnati, Austin, Dallas, London, Paris, Charlotte, Tampa, New Orleans.
Which airports are there in Chicago?
Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, Central Illinois Regional, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, South Bend International, Kalamazoo/Battle Creek International, Muskegon County.
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 buses and trains depart from Chicago?
A number of bus and train companies depart from Chicago, including Miller Transportation, Barons Bus, Amtrak train.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and Portland?
What is Virtual Interlining and how do I use it?
Which airlines fly between Chicago and Portland?
When's the best time to travel between Chicago and Portland?
What flights operate between Chicago and Portland?
How many airports are there near Chicago?
How many airports are there near Portland?
Is it possible to reach Chicago by bus or train?
What time do nonstop (direct) flights between Chicago and Portland depart?
What time do nonstop (direct) flights between Chicago and Portland arrive?
What time do flights between Chicago and Portland depart?
What time do flights between Chicago and Portland arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

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