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Alaska Air: Portland – Chicago (and vice versa). $168 (Basic Economy) / $248 (Regular Economy). Roundtrip, including all Taxes

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Looking to travel between Portland and Chicago? Alaska Air is offering roundtrip flights for as low as $168 for Basic Economy and $248 for Regular Economy, including taxes. The Regular Economy fare includes advance seat assignment and a normal-sized carry-on, while the Basic Economy fare does not allow for any advance seat assignment, changes, and boards last. This deal is valid for travel in late September, November, early December, and mid-January to February of next year. However, availability is limited, so make sure to purchase your tickets at least 14 days in advance. Upgrade options to Regular Economy are also available. Don’t miss out on this great opportunity to explore the Windy City or the City of Roses!

Fare Availability

If you’re planning a trip to Chicago from Portland, now is the perfect time to book your flight! Alaska Air is offering a great deal on roundtrip tickets, with prices starting at $168 for Basic Economy and $248 for Regular Economy. This fare is valid for travel in late September or November – early December or mid-January 2024 – February 2024. However, availability is limited, so make sure to book at least 14 days in advance of your departure to secure your ticket. It’s important to note that this fare is subject to change, so if you’re reading this more than two days after it was posted, the fare may no longer be available.

How to Search for Availability

Before you can purchase your tickets, you’ll need to check for availability. To do this, you can use the Matrix Airfare Search by ITA Software. Follow these steps:

  1. Input your origin as PDX (Portland) and your destination as ORD (Chicago).
  2. In the Origin Advanced Routing Code field, enter Routing Codes: as Extension Codes: to search for the Basic Economy fare.
  3. In the Return Advanced Routing Code field, enter Routing Codes: as Extension Codes: to enable advanced routing code input.
  4. Select “See calendar of lowest fares” to view the best prices within a specific date range.
  5. Choose a duration for your trip, such as 3-10 days, to see the options available.
  6. Once you’ve inputted all the necessary information, the Matrix Airfare Search page should display your search results.

Please note that while you can search for availability using the Matrix Airfare Search, you cannot purchase tickets directly through this platform. To buy your tickets, refer to the “How to Buy” section below.

Fare Class

When booking your flight from Portland to Chicago, you have two fare class options: X (Basic Economy) and R (Regular Economy). The Basic Economy fare is priced at $168 and comes with certain restrictions, such as no advance seat assignment, limited changes, and boarding last. On the other hand, the Regular Economy fare costs $248 and includes advance seat assignment and a normal size carry-on. Consider your preferences and travel needs when choosing which fare class to book.

Routing

The route for your flight from Portland to Chicago is as follows: PDX – ORD (Chicago) – PDX. This roundtrip itinerary will take you from Portland International Airport to Chicago O’Hare International Airport and back.

Mileage

If you’re interested in earning miles for your Portland to Chicago flight, here’s the breakdown:

  • Miles Flown: 3,466 miles
  • Elite Qualifying Miles: 3,466 miles
  • Redeemable Miles: 3,466 miles

Keep in mind that these mileage figures can vary depending on your specific flight details and loyalty program.

How to Buy

To purchase your tickets, simply follow these steps:

  1. Use the dates you found in the Matrix Airfare Search by ITA Software.
  2. Visit the Alaska Air website.
  3. Enter your travel details, including the origin (Portland) and destination (Chicago).
  4. Select the fare class and dates you found in the Matrix Airfare Search results.
  5. Complete the booking process by providing your personal and payment information.

Once your booking is complete, you’ll receive a confirmation email with your flight details.

Accommodations

When it comes to finding the best hotel prices in Chicago, TripAdvisor is one of the leading meta-search engines. With access to over 200 sites, TripAdvisor can help you compare prices and find the lowest rates for your desired travel dates. Whether you’re looking for budget-friendly options or luxurious accommodations, TripAdvisor has you covered.

Car Rentals

If you need a car during your stay in Chicago, Rental Cars is an excellent option. As one of the world’s leading car rental agencies, Rental Cars offers a wide range of vehicles from all major brands, including Hertz, Avis, Budget, Dollar, and Enterprise. Simply enter your travel dates and location on the Rental Cars website to find the perfect car for your needs.

Activities and Tours

To make the most of your time in Chicago, be sure to check out Viator. As the world’s largest marketplace for destination activities and tours, Viator offers a wide range of options to suit every traveler’s interests. Whether you’re looking for sightseeing tours, culinary experiences, or outdoor adventures, Viator has a diverse selection of activities for you to choose from.

More Cheap Portland Flight Deals

If you’re interested in finding more affordable flights from Portland, be sure to visit the Portland Flight Deals page. Here, you’ll find the latest deals and discounts on flights departing from Portland International Airport. Whether you’re planning a domestic trip or an international adventure, the Portland Flight Deals page is worth checking out.

In conclusion, if you’re looking to travel from Portland to Chicago, now is the perfect time to book your flight. With fares starting at $168 for Basic Economy and $248 for Regular Economy, Alaska Air is offering an excellent deal. Remember to check for availability using the Matrix Airfare Search by ITA Software before purchasing your tickets. Once you’ve secured your flight, don’t forget to arrange your accommodations, car rental, and activities using trusted platforms like TripAdvisor, Rental Cars, and Viator. Happy travels!