$96 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 11/21. 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$254
Eugene
Eugene1 stop$275
Redmond
Redmond1 stop$273
Medford
Medford2 stops$334
Boise
Boise1 stop$274
Portland
Portland1 stop$254
Eugene
Eugene1 stop$275
Redmond
Redmond1 stop$273
Medford
Medford2 stops$334
Boise
Boise1 stop$274

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

Thu, Nov 13 - Mon, Nov 17
Alaska Airlines Logo
7:28 pm - 9:06 amPIT-PDX
16h 38m1 stop
Alaska Airlines Logo
1:38 pm - 6:32 pmPDX-PIT
25h 54m1 stop
$254Alaska Airlines
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Sat, Nov 8 - Tue, Nov 11
Delta Logo
4:00 pm - 10:40 pmPIT-PDX
9h 40m2 stops
Delta Logo
7:59 pm - 9:46 amPDX-PIT
10h 47m2 stops
$256Delta
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Fri, Nov 7 - Sun, Nov 9
Multiple Airlines Logo
4:40 pm - 11:56 amPIT-PDX
22h 16m2 stops
Multiple Airlines Logo
7:57 pm - 3:45 pmPDX-PIT
16h 48m1 stop
$295Multiple Airlines
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Fri, Oct 31 - Mon, Nov 3
Southwest Logo
1:25 pm - 9:15 pmPIT-PDX
10h 50m2 stops
Southwest Logo
10:50 am - 9:35 pmPDX-PIT
7h 45m1 stop
$302Southwest
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Tue, Nov 18 - Wed, Nov 19
United Airlines Logo
6:45 am - 1:44 pmPIT-BOI
8h 59m1 stop
United Airlines Logo
6:20 am - 4:16 pmBOI-PIT
7h 56m1 stop
$312United Airlines
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Sat, Nov 8 - Mon, Nov 10
United Airlines Logo
4:12 pm - 9:26 pmPIT-PDX
8h 14m1 stop
United Airlines Logo
5:00 am - 4:50 pmPDX-PIT
8h 50m2 stops
$324United Airlines
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Mon, Nov 3 - Fri, Nov 7
Multiple Airlines Logo
8:00 am - 11:56 amPIT-PDX
30h 56m2 stops
Multiple Airlines Logo
7:31 pm - 5:26 pmPDX-PIT
18h 55m1 stop
$325Multiple Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
American Airlines Logo
9:30 am - 7:25 pmPIT-BOI
11h 55m2 stops
American Airlines Logo
3:13 pm - 11:13 amBOI-PIT
18h 00m1 stop
$341American Airlines
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Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
6:33 am - 12:27 pmPIT-BOI
7h 54m1 stop
American Airlines Logo
1:57 pm - 11:29 amBOI-PIT
19h 32m1 stop
$343American Airlines
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Tue, Dec 30 - Tue, Jan 6
Southwest Logo
8:20 pm - 12:25 amPIT-PDX
7h 05m1 stop
Southwest Logo
11:25 am - 12:10 amPDX-PIT
9h 45m1 stop
$371Southwest
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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 $313 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $509 and $505 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 35% 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$96
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 6% 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 11100 reviews
7.8Comfort
8.5Crew
8.1Boarding
7.0Entertainment
7.1Food
Airline reviews

Terrible. My flight was pushed out three times finally the fourth time it was canceled completely. They sent me to a hotel that would not accept the voucher. And I had to pay for my cab and Uber . I arrived at the airport at five and didn’t get into my hotel until 1145.

2.0 MediocreAnonymous, Oct 2025LAX - RDM
Read more Alaska Airlines reviews

Terrible. My flight was pushed out three times finally the fourth time it was canceled completely. They sent me to a hotel that would not accept the voucher. And I had to pay for my cab and Uber . I arrived at the airport at five and didn’t get into my hotel until 1145.

Wouldve liked a meal option (that you didnt have to prepay for) for such a long flight. But otherwise staff was friendly and boarding/un boarding was as efficient as it could be

The flight attendants were friendly. I liked that I got a mini soda can, not just a small cup. No issues with our flight departure, etc.

5 hours delay, while seated moved passengers around on the plane. We were out on the runway, had to return to the gate. Changed tires.

The flight was great, unfortunately the Airport sucked at accommodating connection flight. My Mother had to sleep at the airport, making me feel helpless. Unable to determine if I should sleep or drive 3 hours each way to pick her up.

The crew was the best I’ve ever had HOWEVER when we arrived in Salt Lake City there were no Alaskan Airline employees to be found so we weren’t able to leave the plane until ANOTHER airline took pity on us. How could that possible happen?

Alaska is the best! I had my own row, complimentary wine, friendly flight attendants, free texting, and early arrival. Coach felt like 1st class. What more could I ask for?

The flight was good, but your car partner, Wisecars, was worse thane awful. They didn't have an agent nor had they inform me which car rental they were supposed to have issued a voucher.

Good. Night flight so tried to sleep most of the time. Very nice crew and smooth flight.

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.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

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.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

My husband and I recently had an unfortunate experience with Lufthansa. At the Philadelphia International airport, the ground staff refused to board us because we didn’t have a current visa stamped on our passports for Frankfurt. We completely understand that this was our mistake. we should have double-checked the visa requirements before our trip. However, the issue that upset us most was how the situation was handled by the staff. They told us they would mark it as “boarding denied due to visa issue”, but instead they recorded it as “no show”. Because of that incorrect entry, our return flight was automatically cancelled as well, which caused additional stress and expense. Mistakes can happen, but we expected more transparency and accuracy from a reputed airline like Lufthansa. It would have made a big difference if the staff had been more careful and considerate in documenting the situation correctly.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

The entertainment available didn’t work for anyone on the flight. Long 6 hr flight with no entertainment option and the staff didn’t know until an hour into the flight when we made sure they knew about it. They had no way to fix it.

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Delays to take off and to leave the plane after landing added a lot of time to this flight.

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

The Phildalphia to Allentown portion was a BUS, not a plane. All was as expected.

Excellent - explanations were clear staff was nice and flight was comfortable

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.

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