CA $251 Cheap Flights from Chicago (ORD) to Portland (PDX)

You can find cheap one-way flights from CA $251 and cheap return flights CA $499 ORD to PDX with Expedia. One-way flights typically cost between CA$533 and CA$1,034, and return flights often range between CA$475 and CA$1,377. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to PDX ticket fares go up or down.

The cheapest months to fly from Chicago, IL (ORD) to Portland, OR (PDX) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

Two airlines offer direct flights from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.). Here are the carriers:

* United operates 55 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) every week.
* American Airlines operates 24 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) every week.

To find a cheap flight from Chicago, IL (ORD) to Portland, OR (PDX), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) will differ from traveler to traveler. If you like to fly early, Alaska Airlines offers early morning flights. If price is the most important factor, United typically offers the lowest fares. United offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

When looking for the best time to fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX), it's all about balancing good prices with flight availability. You'll find the cheapest flights in September and October, with average return fares around CA$391. However, the most popular months for this route are November and April, which means you'll have plenty of flight options to choose from during those times. If you're flexible, aiming for September or October could save you some money, but if having a wide selection of flights is your priority, November and April are great choices.

You'll find approximately 11 nonstop flights per day from Chicago O'Hare International (ORD) to Portland International (PDX). For even more choices, look at flights that include layovers, as there are around 124 connecting flights per day. Some common connection points include Seattle - Tacoma International (SEA), Denver International (DEN), and Minneapolis - St. Paul International (MSP).

The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) typically departs around 12:00 AM local time. This flight is operated by American Airlines. This is a seasonal service active in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

You'll generally find the most flights from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX) on a Thursday, with around 75 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include United, American Airlines, and Delta.

The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) are in the morning, from 6am to 9am. Many major carriers, including Alaska Airlines, American Airlines and Delta, offer flights during this window. Many travellers prefer these early morning flights as they allow you to arrive at your destination with plenty of time to start your day.

A nonstop flight from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) typically takes around 4 hours 30 minutes. This route covers a distance of approximately 2790 kilometres. If you opt for a one-stop flight, your travel time will be longer, usually around 8 hours 30 minutes, while flights with two or more stops can take about 10 hours 30 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.

Yes, you can fly business class or first class between ORD and PDX. Airlines that offer business class service on this route include:

* Frontier Airlines
* Delta

First class cabins are available on:

* Alaska Airlines
* Delta
* United
* American Airlines

It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

If you're planning to travel to Portland from O'Hare Intl. (ORD), you can fly directly into Portland Intl. (PDX). Some flights may connect through major hubs like Harry Reid International Airport (LAS), Denver Intl. (DEN), or Sky Harbor Intl. (PHX) before reaching Portland. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Chicago, IL (ORD-O'Hare Intl.) to Portland, OR (PDX-Portland Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Chicago, IL (ORD) to Portland, OR (PDX) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.