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Selected fares from Chicago to Portland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Chicago to Portland

Origin Airport IATA Code ORD
Destination Airport IATA Code PDX
Flight Price $244
Distance 2,774 km

Chicago (CHI) to Portland (PDX)

What was that? A trip to Portland! You will definitely need a ticket to Portland then. We suppose you could ride a bike for most of it, but you probably are on a bit of a schedule. Luckily, you found us. We can get you an awesome rate on your next flight from CHI to PDX.

How do you get the best deal on a flight from Chicago to Portland?

We've been doing this for years, so we know a few ways to get the best rate on your flight to Portland. You'll make spending less look so very good with a little know-how.

Which days of the week are cheapest to fly?

Going with the flow can pay dividends when it comes to getting an affordable flight. Tuesday and Wednesday typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most people like to fly back on Sunday so you can save by leaving a day earlier.

Can staying the weekend get me a cheaper ticket?

If you stay through the weekend, generally that return ticket to CHI can be cheaper since you'll be leaving earlier in the week. All those business travelers have less flexible itineraries, so that means savings for you. We are all for that!

What are shoulder seasons?

It's all about going to a place when its weather is at its best. Summertime is when Europe, Hawaii, and Alaska are at their most popular. During spring, New Orleans, Florida, and California open their arms to tourists. Feeling the bitter cold? Well, the Caribbean Islands and Mexico can warm you up. Unless you're a ski bum -- then places like Colorado will be your winter wonderland. In the fall, Northern California, the Pacific Northwest, and New England draw visitors. Flying during the off-peak seasons to certain locations can mean extra money in your wallet -- yes, please!

Jump on that great rate

Unsurprisingly, you're not the only traveler waiting an awesome deal on a ticket from Chicago to Portland. You might miss your chance to get the carrier and the time you need.

What is the Hotwire Hot Rate?

We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. It's one of our ways to help get you a fantastic price on a flight from Chicago (CHI) to Portland (PDX). You won't know the time and airline until after you book, but with a little risk you can get huge savings.

Book today

We are all about you saving as much as you can on your ticket from Chicago to Portland. These tips can get you that crazy good deal. And if you're feeling lucky (and you always will be) click on the Hotwire Hot Rate for unbelievable savings. So say "Goodbye" to Chicago and "Hello" to Portland.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 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.