$103 Find Cheap Flights from Pittsburgh to Oregon

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pittsburgh to Oregon departing on 11/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Oregon

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Oregon.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Oregon.
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Cheap Flights from Pittsburgh to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$276
Eugene
Eugene1 stop$249
Redmond
Redmond2 stops$294
Medford
Medford2 stops$332
Boise
Boise1 stop$327
Portland
Portland1 stop$276
Eugene
Eugene1 stop$249
Redmond
Redmond2 stops$294
Medford
Medford2 stops$332
Boise
Boise1 stop$327

Book Cheap Pittsburgh to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh to Oregon that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pittsburgh to Oregon

Wed, Oct 29 - Wed, Nov 12
Delta Logo
5:30 pm - 11:49 pmPIT-EUG
9h 19m1 stop
Delta Logo
5:45 am - 4:33 pmEUG-PIT
7h 48m1 stop
$249Delta
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Wed, Oct 29 - Wed, Nov 12
Delta Logo
4:00 pm - 11:14 pmPIT-EUG
10h 14m2 stops
Delta Logo
5:45 am - 4:33 pmEUG-PIT
7h 48m1 stop
$254Delta
Find Deal
Wed, Oct 15 - Wed, Nov 19
United Airlines Logo
7:05 am - 11:41 amPIT-PDX
7h 36m1 stop
United Airlines Logo
7:00 am - 4:50 pmPDX-PIT
6h 50m1 stop
$297United Airlines
Find Deal
Wed, Oct 15 - Wed, Nov 19
Southwest Logo
6:20 am - 10:00 amPIT-PDX
6h 40m1 stop
Southwest Logo
8:00 am - 8:30 pmPDX-PIT
9h 30m2 stops
$302Southwest
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Thu, Oct 23 - Tue, Nov 4
American Airlines Logo
8:31 pm - 9:31 amPIT-PDX
16h 00m1 stop
American Airlines Logo
10:15 pm - 10:12 amPDX-PIT
8h 57m1 stop
$320American Airlines
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Thu, Oct 23 - Tue, Nov 4
American Airlines Logo
8:31 pm - 9:31 amPIT-PDX
16h 00m1 stop
American Airlines Logo
11:59 pm - 1:06 pmPDX-PIT
10h 07m2 stops
$325American Airlines
Find Deal
Thu, Oct 16 - Tue, Oct 21
Southwest Logo
8:10 pm - 12:20 amPIT-BOI
6h 10m1 stop
Southwest Logo
4:15 pm - 12:40 amBOI-PIT
6h 25m1 stop
$327Southwest
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Thu, Oct 30 - Mon, Nov 3
Alaska Airlines Logo
7:28 pm - 10:29 amPIT-BOI
17h 01m1 stop
Alaska Airlines Logo
8:50 am - 6:32 pmBOI-PIT
7h 42m1 stop
$336Alaska Airlines
Find Deal
Thu, Oct 9 - Tue, Oct 14
United Airlines Logo
7:05 am - 11:41 amPIT-PDX
7h 36m1 stop
United Airlines Logo
11:59 pm - 10:02 amPDX-PIT
7h 03m1 stop
$346United Airlines
Find Deal
Fri, Oct 17 - Tue, Nov 18
Alaska Airlines Logo
7:59 pm - 6:20 amPIT-PDX
13h 21m1 stop
Alaska Airlines Logo
7:30 am - 6:32 pmPDX-PIT
8h 02m1 stop
$352Alaska Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Pittsburgh to Oregon flights

Get data-powered insights and trends into flights from Pittsburgh to Oregon to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Pittsburgh to Oregon?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pittsburgh to Oregon, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Pittsburgh to Oregon is September, when tickets cost $338 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $505 and $501 respectively.

What’s the cheapest day of the week to fly from Pittsburgh to Oregon?

The average price of all round-trip flights from Pittsburgh to Oregon clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Pittsburgh to Oregon, look for departures on Saturdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Oregon, Thursday is the cheapest day to fly and Sunday is the most expensive.

How far in advance should I book a flight from Pittsburgh to Oregon?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Pittsburgh to Oregon, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Pittsburgh to Oregon, you should book around 4 weeks before departure, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$103
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Pittsburgh to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from Pittsburgh to Oregon?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Pittsburgh to Oregon.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Pittsburgh to Oregon?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pittsburgh to Oregon is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Pittsburgh to Oregon?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Pittsburgh to Oregon with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Pittsburgh to Oregon?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Pittsburgh to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $397 on average. Morning departures are around 12% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $496.

Reviews of the top 5 airlines serving from Pittsburgh to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Pittsburgh to Oregon. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pittsburgh to Oregon? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.8Comfort
7.1Food
8.1Boarding
8.5Crew
7.0Entertainment
Airline reviews

The first leg of the trip was excellent. Lovely flight attendants and comfortable plane. The second leg left a lot to be desired. The flight attendant was rude when I asked for a Diet Coke, the boarding required quite a long walk and the plane was crammed and uncomfortable.

10.0 ExcellentAnonymous, Sep 2025ONT - PDX
Read more Alaska Airlines reviews

The first leg of the trip was excellent. Lovely flight attendants and comfortable plane. The second leg left a lot to be desired. The flight attendant was rude when I asked for a Diet Coke, the boarding required quite a long walk and the plane was crammed and uncomfortable.

Planes were on time. Pilot kept everyone updated. Crew was friendly and helpful

Flight was switched to a different airline. Caused scheduling issues. Flight delayed an hour, but arrived only 20 minutes late thanks to tail winds.

You no longer give receipts for baggage at the counter. And it is next to impossible to get it on your webpage. Spent 20 min trying and gave up... I need receipt to submit for reimbursement and don't have time to waste on your poor webpage Disappointing .....

The flight attendants were unkempt and show no customer service skills. They avoided eye contact. There were no smiles and they were dismissive and snarky.

Complete flight rebooked and 6 hours delayed. Zero accountability from the airline or Kayak for the issues and I’m injured which is why I opted to pay more to fly than drive because it’s painful to sit or stand too long. What was supposed to be a 3ish hour travel day turned into a 9 hour excruciatingly painful experience that has left me in worse pain than when I initially started.

It was a good flight, short so there was no food or water service

Checking in very confusing compared to Hawaiian Airlines - much simpler! Front checking in at airport can improve. Hawaiian service always gives the extra mile, with a smile. Alaska can use and spread the Aloha Spirit. Mahalo nui loa Thank you 🤙

Plane was delayed getting boarded and then again delayed in take-off order. Alaska Airlines must have very little clout at JFK so they don't get priority treatment. All the delays meant we missed the last flight from Portland to Eugene. Alaska did give us hotel voucher for the night...but sent us to a downtown Portland hotel rather than to a nearby airport motel which made for a longer ride at night and then again in the morning. Just made an already long, late night even longer. Hotel was an old outdated Hilton in a slightly seedy part of town. Alaska gave us Lyft vouchers for getting to the hotel, but the return voucher for getting back to the airport in the morning didn't work.

Not a fan of a 5 hour delay. I received a text from Alaska Airlines advising I would get a $100 travel voucher via email. Several days later I still haven’t received it.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Did not get the seat I selected and paid for.

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Everything you need to know for your flight from Pittsburgh to Oregon

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