Cheap flights from Chicago (CHI) to Portland (PDX) from $101

Travelers have found that booking a Monday departure is the best way to save up to 13% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

To save on the cost of your flight from Chicago to Portland, book at least 60 days before your planned departure. Booking around this time can save you about 50% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $534 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $705.

Our data shows that April tends to be the cheapest month to fly to Portland from Chicago. Users have commonly found prices around $437 for the month, but tickets can be as low as $206. Due to multiple factors, prepare for potentially higher prices in July.

Unlike at noon, when flights are generally more expensive, you can save up to 21% on flights from Chicago to Portland by exploring options for tickets in the afternoon.

For a flight from Chicago to Portland, you will be flying into Portland. Portland (PDX) is just 6.0 mi from the center of the city. Portland is the only Portland airport and it handles 12 inbound flights from Chicago per day. 6 airlines have flights to Portland from Chicago on a regular basis.

United Airlines, Alaska Airlines, and American Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Yes, there are multiple flights from Chicago to Portland for under $300. The cheapest flight booked recently is on Frontier for just $203, but on average you can expect to pay $235.

Cheapflights has at least 20 direct flights from Chicago to Portland under $300. A good price for a nonstop flight from Chicago to Portland is less than $337.

There are currently 20+ open flights from Chicago to Portland within the next 7 days for less than $300.

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

Travelers can expect 17 flights from Chicago to Portland on average per day.
Morning (6am - Noon) - 47% of flight departures
Evening (6pm - Midnight) - 53% of flight departures

Airlines like Frontier, Spirit Airlines, and Delta fly from Chicago to Portland in about 6h 25m. The time it takes to get you to your destination can typically vary by up to 7h 57m. Airlines will cover a distance of 1744 mi. This flight may include one or multiple stops.

Our cheapest airline available from Chicago to Portland is Frontier. Our recent data shows that you can find tickets from as low as $203 on this airline. Additional options worth looking into are Spirit Airlines and Delta, starting at $229 and $255 round-trip. These flights start at 53% lower than the current average price 3 months from now.

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $101. Users have also found prices from $115 and $128 on Spirit Airlines and Delta, respectively.

When booking a flight from Chicago to Portland, you may want to consider flying on American Airlines, Alaska Airlines or Delta as they are the most popular for this route.

The top 3 most reliable airlines when flying from Chicago to Portland are LOT (92%), Air Canada (84%) and United Airlines (84%).

Looking at all options, your cheapest flight can be booked for $169. While the most popular route (Chicago O'Hare Intl - Portland) can be booked for $224 on average our data indicates $844 when flying from Chicago to Portland.

ORD stands for Chicago O'Hare Intl Airport, while PDX stands for Portland Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.