$35 Cheap flight deals from Chicago (CHI) to Portland (PDX)

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This Weekend's Flight Deals from Chicago to Portland

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $35 One Way, $69 Round Trip from Chicago to Portland

Prices starting at $69 for return flights and $35 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.

Portland economy flight packages

Price found within the past 48 hours. Click for updated prices.
Park Lane Suites and Inn
Hotel deLuxe
Hilton Portland Downtown
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More About Flying To Portland from Chicago

Route Information for Flights from Chicago to Portland

Origin Airport IATA Code
CHI
Destination Airport IATA Code
PDX
Distance
1734 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Alaska Airlines, Air Canada, Finnair, Malaysia Airlines, Brussels Airlines, Swiss, Lufthansa, United Airlines, Spirit Airlines, British Airways
Earliest Flight Arrival
5:20PM UTC
Latest Flight Arrival
5:53AM UTC

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.

Frequently asked questions

Are there non-stop flights from Chicago to Portland?
You’ll find 3 airlines that offer direct services from Chicago, IL (ORD-O’Hare Intl.) to Portland Intl. Airport (PDX), so get ready to click that “book” button. One of these popular carriers will have the flight you’re after:

  • United Airlines
  • American Airlines
  • Alaska Airlines

What is the shortest flight from Chicago to Portland?
Jetting from MDW to Portland Intl. Airport (PDX) will take a minimum of 4 hours and 59 minutes. Enjoy a beverage and read a few magazines — now’s your chance to just relax.
What airlines fly from Chicago to Portland most frequently?
Consider booking a flight with United Airlines (UA), which frequently services this route. This airline offers 152 flights each month between ORD and Portland, OR (PDX-Portland Intl.). American Airlines (AA) also services the route from Chicago to Portland. It’s another reputable choice and offers 52 flights monthly.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.