How much are return flights from Chicago to Portland?

The best price we found for a return flight from Chicago to Portland is 174 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago to Portland?

2 hours and 20 minutes is the average flight time from Chicago to Portland.

Which airlines fly direct from Chicago to Portland?

United, American Airlines and Republic Airways fly direct from Chicago to Portland.

How many flights are there a week from Chicago to Portland?

As of April 2024, there are 63 flights per week flying from Chicago to Portland.

When is the cheapest time to fly from Chicago to Portland?

The cheapest month to fly from Chicago to Portland is usually August.

Which upcoming date is cheapest to fly from Chicago to Portland Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Portland Airport on Thursday, 1 August 2024 .

Can I get a direct flight from Chicago to Portland Airport?

Yes – the average flight time is 2 hours and 20 minutes.

How can I find the best flight deal to Portland?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Portland but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Portland?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Portland is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago to Portland with?

The cheapest airline that flies to Portland is Frontier Airlines .

Cheap Flights from Chicago to Portland from 174 €

Compare Chicago to Portland flight deals

Find the cheapest month or even day of the year to fly to Portland

Book the best Portland fare with no extra fees

Flight deals from Chicago to Portland

Looking for a cheap last-minute deal or the best return flight from Chicago to Portland? Find the lowest prices on one-way and return tickets right here.

Portland.174 € per passenger.Departing Thu, 1 Aug, returning Tue, 6 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 1 Aug, arriving in Portland.Inbound direct flight with Frontier Airlines departs from Portland on Tue, 6 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 174 €, select.

Portland.184 € per passenger.Departing Tue, 25 Jun, returning Tue, 2 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 25 Jun, arriving in Portland.Inbound indirect flight with Delta, departs from Portland on Tue, 2 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 184 €, select.

Portland.208 € per passenger.Departing Tue, 25 Jun, returning Sat, 29 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 25 Jun, arriving in Portland.Inbound indirect flight with Delta, departs from Portland on Sat, 29 Jun, arriving in Chicago Midway.Price includes taxes and charges.From 208 €, select.

Portland.211 € per passenger.Departing Sun, 14 Jul, returning Thu, 18 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sun, 14 Jul, arriving in Portland.Inbound direct flight with Frontier Airlines departs from Portland on Thu, 18 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 211 €, select.

Stay one step ahead. Find the best value travel with the latest deals, tips and news.

Find the cheapest month to fly from Chicago to Portland

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Portland flights are currently cheapest in August.

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Direct flights from Chicago to Portland

Southwest Airlines

Chicago to Portland: Alternative routes

Compare routes from Chicago to Portland below. You may find an airport to fly into that's cheaper, faster, or easier than Portland.

Chicago to Portland: Flight information

The things to know before you go.

Cheapest flight found	174 €
Cheapest month to fly	August
Average flight time	2 hrs, 21 mins
Most popular airline	United
Average flights per week	63

Finding cheap flights from Chicago to Portland: Frequently asked questions

: The best price we found for a return flight from Chicago to Portland is 174 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
: 2 hours and 20 minutes is the average flight time from Chicago to Portland.
: United, American Airlines and Republic Airways fly direct from Chicago to Portland.
: As of April 2024, there are 63 flights per week flying from Chicago to Portland.
: The cheapest month to fly from Chicago to Portland is usually August.
: After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Portland Airport on Thursday, 1 August 2024.
: Yes – the average flight time is 2 hours and 20 minutes.
: We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Portland but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
: We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Portland is around 40 days in advance, so don’t leave your flight to the last minute.
: The cheapest airline that flies to Portland is Frontier Airlines .

How to find cheap flights to Portland (PWM) from Chicago (CHI)in 2024

Looking for cheap tickets from Chicago to Portland? Return tickets start from 174 € and one-way flights to Portland from Chicago start from 46 €

Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago to Portland. And with us there are no hidden fees - what you see is what you pay.
Compare flight deals to Portland from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flight tickets to Portland start from 46 € one-way.
Set up a Price Alert. You can easily track the fare of your cheap Chicago-Portland flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Flex your dates to find the best CHI-PWM ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Portland from Chicago.
Fly without stops. Only interested in direct flights between Chicago and Portland? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results. Airlines that fly direct include: United
American Airlines
Republic Airways
Envoy Air
Air New Zealand
Southwest Airlines
Qatar Airways
SkyWest Airlines
Find the cheapest Business class flights from Chicago and Portland. We scour the internet for the best Business, Premium Economy and First Class flight fares to Portland, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for Chicago to Portland flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.
Flexible on when you travel? The cheapest month to fly from Chicago to Portland is August.
Search for cheap flights regardless of where you are. To get the best flight booking experience when out and about, download the app and search for plane tickets between Chicago and Portland whenever you want.

Combine your flight to Portland from Chicago with hotels and car hire

Once you've secured your cheap flight ticket from Chicago to Portland, discover the best prices and exclusive rates for hotels in Portland or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.

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