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Fares from $29 One Way, $128 Round Trip from Chicago to Portland

Prices starting at $128 for return flights and $29 for one-way flights to Portland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Portland from Chicago

Flights from Chicago to Portland - Frequently Asked Questions

Are there non-stop flights from Chicago to Portland?

Yep, your fun-filled getaway is just one simple flight away. Great news, isn't it? Travel comfortably on board one of the 3 carriers that fly straight from Chicago, IL Airport (ORD-O'Hare Intl.) to Portland, OR Airport (PDX-Portland Intl.). Top options include:

  • United Airlines
  • Alaska Airlines
  • American Airlines
What is the shortest flight from Chicago to Portland?

The fastest flight time from Chicago to Portland is 4 hours and 21 minutes, which gives you more than enough time to indulge in a tipple or get swept up in a good movie.

What airlines fly from Chicago to Portland most frequently?

There are a few airlines offering the most frequent flights from Chicago, IL Airport (ORD-O'Hare Intl.) to Portland, OR Airport (PDX-Portland Intl.), including United Airlines (UA). Popular with travelers, it operates 52 flights on this route every month. If you can't find the right flight for you there, check out Alaska Airlines (AS). This carrier is a terrific alternative and offers 50 flights from Chicago to Portland each month.

Route Information for Flights from Chicago to Portland

Origin Airport IATA CodeCHI
Destination Airport IATA CodePDX
Distance1734 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, Alaska Airlines, United Airlines, Gulf Air
Earliest Flight Arrival6:45PM UTC
Latest Flight Arrival4:09AM UTC

Flights Review

Mar 10, 2020

Plenty of leg room, smooth flight

Mar 7, 2020

I got my seat moved up 20 rows, much appreciated!

Dec 2, 2019

Your simpering surveys are more annoying than the 1 hour delay in takeoff at O’Hare

Nov 27, 2019

Orbitz, please get us the right codes for on-line check in!!!! This was really scary!

Nov 26, 2019

Slowest deplaning I’vE ever experienced. Cleaners got in the way.

Oct 28, 2019

They made me check my carry-on, but when I boarded the plane, there were TONS of overhead space throughout the cabin. And, unlike the usual check-in and pick-up on the jetway, I had to collect my carry-on at the baggage carousels. Highly inconvenient and time consuming, including unnecessary navigating several floors of an airport I hadn't been in in over 10 years. If I wanted to check my luggage, I'd have selected that option and taken advantage of packing full-sized liquid toiletries and extra shoes.

Oct 22, 2019

My mom and I were late for our flight. The boarding door was already shut but, the flight crew got us on the plane and they were very gracious!

Sep 28, 2019

The flight was delayed on the tarmac for an hour by weather. But the pilot provided frequent, informative, calm updates, which allayed grumpiness. Especially as we were finally able to take off.

Jun 16, 2019

Keep on smiling outstanding customer service

Jun 5, 2019

Everything was Great!!!

Fly from Chicago to Portland

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Vacation in Portland

Trying to find discount airfare on domestic and international flights can be a time-consuming task for travelers. When searching for flights to Portland, check out Orbitz.com, which will compare the rates of several airlines at once, so you get the best deal available.

Portland Airport Information

The Port of Portland Airport provides the majority of air service to Portland. Several airlines service the airport, including Air Canada, Alaska, American, Delta, Frontier, Hawaiian, JetBlue, Sea Port, Southwest, Spirit, United, US Airways, and Virgin America. On Orbitz.com, you can search the fares of most of these airlines to ensure you receive the best discount available.

Transportation From the Airport

Getting to your hotel or destination from the airport is simple when you take a taxi, rental car, bus, or shuttle. Some hotels offer a free shuttle service if you have a room booked with them. The taxi fare from the airport to downtown Portland is around $30. Car rentals can be purchased at the same time you book your airline tickets on Orbitz.com, and it's another way to save money.

Portland Weather Information

The weather in Portland is typically very pleasant. The average high temperature during the summer is 80 degrees, and in the winter, it's in the upper 30s. Portland receives an abundant amount of precipitation, sometimes unexpected; however, it rarely falls below freezing. Having an umbrella handy is recommended.

Portland Attraction Information

Portland offers many activities and attractions for families to enjoy all year long. The Oregon Zoo, Museum of Science and Industry, and city tours are among a long list of things to do while in Portland. When you search for flights to Portland on Orbitz.com, check out the offers on the many attractions to explore.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.