Cheap flights from Chicago to Portland from $54
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Portland departing on 2/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Chicago to Portland
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and Portland?
What is the cheapest month to fly to Portland?
The cheapest month to fly to Portland from Chicago is in September. Flight prices, which tend to average around $269, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in September, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of $296.
What is the cheapest day to depart on your flight to Portland?
The cheapest day to depart on your flight to Portland is on a Wednesday when prices can be found for as low as $302. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Sunday, with ticket prices averaging around $383.
What is the cheapest time of day to depart on your flight to Portland?
The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $204. In the afternoon is when there is more demand to fly to Portland, so prices are often more expensive at around $376 per ticket.
What is the cheapest Chicago to Portland flight route?
Fly from Chicago O'Hare Intl to Portland for the best Chicago - Portland flight prices
How far in advance should I book a flight to Portland?
The ideal time to book your flight to Portland is 4 days in advance when prices tend to average $333. However, in the past 72 hours, people saw flights from Chicago for as low as $166.
What cabin class options are available on Chicago to Portland flights?
There are 4 cabin classes available to choose from on Chicago to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Portland flights?
You could potentially save up to 37% on your flight if you consider stops on a Chicago to Portland flight.
How have Chicago to Portland flight prices changed over time?
As of December 2024, prices for Chicago to Portland flights are approximately 67% more expensive when compared to flights at the same time last year.
How many flights depart from Chicago to Portland on average per day?
The number of flights available between Chicago and Portland is 5 per day as of December 2024. The most frequent departure time is 4:00PM, with 48% of daily flights leaving in the afternoon.
How many flights depart from Chicago to Portland on average per week?
As of December 2024, there are 37 flights per week flying from Chicago to Portland. The most common day of the week flights depart is Mon, with 35% of flights taking off on this day.
When to book flights from Chicago to Portland
Cheap Chicago to Portland (CHI to PDX) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Portland
How far is Chicago to Portland by plane?
A flight from Chicago to Portland will travel around 1753.4 mi. Flights usually cover this in 4h 20m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Portland Airport?
Prices for flights from Chicago to Portland Airport refresh daily.
How many operators does momondo search for flights from Chicago to Portland Airport?
As of December 2024, there are 7 operators available to choose from for flights from Chicago to Portland Airport.
How old do you have to be to fly from Chicago to Portland Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Portland?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Portland is Boeing 737-800, representing 22.40% of all bookings. The subsequent popular models are Airbus A321neo at 18.26%, Boeing 737-900 at 12.22%, and Boeing 737 MAX 8 at 10.73%.
What is the most popular airline from Chicago to Portland?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Portland is United Airlines (42% of total bookings). The next most popular airlines are Alaska Airlines (28%), Spirit Airlines (13%), and American Airlines (11%).
Best airlines flying from Chicago to Portland
Compare and see reviews for airlines that fly from Chicago to Portland with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $83 | Free Cancellation | Rating 6.3 8,119 reviews | |||
| PriceFrom $118 | Free Cancellation | Rating 6.1 3,479 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 8.0 9,552 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 8,604 reviews | |||
| PriceFrom $193 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $218 | Free Cancellation | Rating 7.4 9,059 reviews | |||
| PriceFrom $237 | Free Cancellation | Rating 8.1 4,848 reviews |
Southwest Flights From Chicago to Portland
Southwest flight deals from Chicago to Portland start from $237 round-trip. Over the 3 Southwest flights for this route in a normal week, average airfare is usually $420 round-trip - but some users have found much cheaper deals with momondo.
Alaska Airlines Flights From Chicago to Portland
Another popular option for Chicago to Portland flights is Alaska Airlines (8.0/10, 9,552 ratings). Alaska Airlines flies from Chicago to Portland around 1 time per week, with deals starting from $172 round-trip and rising to an average price of around $307.
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Portland?
It is quick and easy to find Chicago to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.
Can I find flights from Chicago to Portland with flexible booking policies on momondo?
All flight searches from Chicago to Portland on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Chicago to Portland?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Portland.
I’m not ready to book a flight from Chicago to Portland right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Chicago to Portland flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.