Cheap flights from Portland to Chicago (PDX - CHI)

Flight FAQs

From Portland to Chicago

Are flight prices decreasing from Portland to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Portland and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Portland to Chicago to control the spread of COVID-19?

New policies can now be found on Alaska Airlines and Delta to help keep travelers safe while flying. New policies for travelers booking flights from Portland to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Portland to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Portland to Chicago that may be offering flexible cancellation policies are United Airlines, Alaska Airlines, and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Portland to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Portland to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $88, but on average you can expect to pay $119.

Are there nonstop flights from Portland to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Portland to Chicago under $200. A good price for a nonstop flight from Portland to Chicago is less than $304.

Are there last-minute flights available from Portland to Chicago for under $200?

There are currently 20+ open flights from Portland to Chicago within the next 7 days for less than $200.

Is Portland weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 84 °F range in July. The weather in Chicago is generally hotter than Portland's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Portland to Chicago?

For as low as $331, Delta can have you in Chicago from Portland in 5h 55m. Both multi-stop and nonstop flights can be found to your destination and back.

What is the cheapest airline to fly from Portland to Chicago round-trip?

Frontier, at $88, was found to be the cheapest airline from Portland to Chicago.. Users have found that Frontier is 67% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Portland to Chicago one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $41. Frontier is not the only option available. At the moment, Spirit Airlines is another option, for $54.