$146 Find Cheap Flights from Pittsburgh to Oregon - Compare and Save

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 8/20. 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, 0 bags

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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Oregon, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Pittsburgh to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$290
Eugene
Eugene1 stop$377
Redmond
Redmond1 stop$429
Medford
Medford1 stop$429
Boise
Boise1 stop$347
Portland
Portland1 stop$290
Eugene
Eugene1 stop$377
Redmond
Redmond1 stop$429
Medford
Medford1 stop$429
Boise
Boise1 stop$347

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

Sun, Jul 19 - Mon, Jul 27
JetBlue Logo
7:00 am - 1:03 pm
PIT
-
PDX
9h 03m
1 stop
JetBlue Logo
11:27 pm - 11:03 am
PDX
-
PIT
8h 36m
1 stop
$290JetBlue
Tue, Aug 25 - Sat, Aug 29
JetBlue Logo
7:10 am - 1:01 pm
PIT
-
PDX
8h 51m
1 stop
JetBlue Logo
11:27 pm - 12:03 pm
PDX
-
PIT
9h 36m
1 stop
$291JetBlue
Tue, Aug 25 - Wed, Aug 26
Alaska Airlines Logo
7:02 am - 3:31 pm
PIT
-
BOI
10h 29m
1 stop
Alaska Airlines Logo
8:03 am - 5:25 pm
BOI
-
PIT
7h 22m
1 stop
$347Alaska Airlines
Tue, Aug 18 - Sat, Aug 22
United Airlines Logo
4:57 pm - 9:37 pm
PIT
-
BOI
6h 40m
1 stop
United Airlines Logo
5:00 am - 5:13 pm
BOI
-
PIT
10h 13m
2 stops
$352United Airlines
Wed, Sep 30 - Sat, Oct 10
Delta Logo
7:41 pm - 11:59 pm
PIT
-
BOI
6h 18m
1 stop
Delta Logo
3:00 pm - 11:04 pm
BOI
-
PIT
6h 04m
1 stop
$355Delta
Sat, Sep 5 - Wed, Sep 9
Southwest Logo
1:55 pm - 9:30 pm
PIT
-
BOI
9h 35m
2 stops
Southwest Logo
6:00 am - 8:50 pm
BOI
-
PIT
12h 50m
1 stop
$358Southwest
Tue, Aug 25 - Wed, Aug 26
Alaska Airlines Logo
7:02 am - 3:31 pm
PIT
-
BOI
10h 29m
1 stop
Alaska Airlines Logo
8:03 am - 5:25 pm
BOI
-
PIT
7h 22m
1 stop
$369Alaska Airlines
Sat, Aug 15 - Sat, Aug 22
United Airlines Logo
2:11 pm - 10:40 pm
PIT
-
BOI
10h 29m
2 stops
United Airlines Logo
6:30 am - 2:44 pm
BOI
-
PIT
6h 14m
1 stop
$374United Airlines
Tue, Aug 18 - Tue, Aug 18
Southwest Logo
6:00 am - 10:35 am
PIT
-
EUG
7h 35m
1 stop
Southwest Logo
1:40 pm - 11:05 pm
EUG
-
PIT
6h 25m
1 stop
$377Southwest
Wed, Sep 30 - Tue, Oct 13
Delta Logo
5:30 pm - 11:58 pm
PIT
-
RDM
9h 28m
1 stop
Delta Logo
5:15 am - 4:40 pm
RDM
-
PIT
8h 25m
1 stop
$429Delta
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.

How much is a round-trip flight from Pittsburgh to Oregon?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Pittsburgh to Oregon departing in July.

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 $118 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $352 and $326 respectively.

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 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$146
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 18% lower on average.
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.

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.
7.9
Alaska AirlinesOverall score based on 12590 reviews
7.0Entertainment
8.1Boarding
7.0Food
8.5Crew
7.8Comfort
Airline reviews

We had the bulkhead seats in back of the first class section and there was a rigid plastic barrier which made it very hard to get in and out of our seats. We paid extra for the bulkhead and got neither extra room nor he's getting up. We were very disappointed.

8.0 ExcellentJoan, Jun 2026
BOS - PDX
Read more Alaska Airlines reviews

We had the bulkhead seats in back of the first class section and there was a rigid plastic barrier which made it very hard to get in and out of our seats. We paid extra for the bulkhead and got neither extra room nor he's getting up. We were very disappointed.

Flight was good. The food I preordered was not great. The sandwich bread was a little hard, the cheese was wet on half and dry on the other half. There was a lot of condensation inside the package. Other than that it was great.

Much better than flight from Portland to St Louis, as it was smaller and not confusing.

No screen to see where we were at and no tv.

Both flights were on time and without in-flight issues. Although we had to check our carry-on bags at the last minute (cabins were full, no more room), our bags were on the baggage carousel very quickly. (Happened both ways.) Staff was friendly. Boxed water tasted weird (a little like cardboard?) but not a huge deal. Overall good experience.

The rice pudding was terrible. The bread with the hummus was fair. The ravioli was okay. The snacks were great. The two delays were not pleasant. In the beginning I understand, but on arrival we sat for about 30 minutes before getting at the gate.

Weather caused delays, but since I was in no hurry I asked to reschedule for any other day to make room for anyone in need of keeping their schedule. Alaska accommodated my request with an extra bonus - with a credit to my account for another day…. Always had great experience with the Alaska folks.

I’m highly satisfied with Alaska over other airline experiences however the wifi kept kicking me off and the service was intermittent. I kept having to fool with it to get it to work.

I was rebooked without notice for my connecting flight. The app was difficult to navigate and functioned poorly, it did not update with my new boarding information and I was left to have to visit two service desks and worry that I wasn't going to make my destination.

At the gate, the announcements were difficult to understand. Checking my bag, I was unable to get a boarding pass.

It was as expected and I was grateful for the wheel chair help and ease of use.

For my birthday trip this was my second time ever flying, this trip was the best.

I really wish that SW would ask anyone with a carry-on to wait while those who don’t have to access the overhead bins are boarded. Then, reverse that when the plane arrives. Those without the need to clog up the aisle retrieving their bags from the overhead bins wait for those exiting the plane without needing to clog up. The aisle.

We boarded the flight and set two and a half hours on the jetway. Would have been better if they had not boarded us at all. Plane was hot and it was limited ability to access the restrooms or get a drink of water. Very unpleasant experience

Tight seats. Be prepared to sit in the middle if you are in boarding group C.

The actual flight was great! The 3 hour delay not so much.

This was a connecting flight for me and I had already traveled for 7 hours. First, the Pilot didn’t show up and then the gate changed twice, after which the flight was rescheduled for 2 hours later. This made me late and I had to make other transportation arrangements to get home to Astoria another 1 hour & 45 minutes away. This cost me $250 more than it should have. Will not fly southwest again.

Southwest is a garbage airline and the people who fly it are garbage people.

Long layover in Chicago. Wish that could have been lessened.

Boarding was easy. Plane wasn’t crowded. Plenty of space. Flight was on time. Crew was pleasant.

Connection flights should be spaced out farther because too close I missed my connection.

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

We splurged and decided to fly first class. Seats were roomy. But flight crew arrived late to the airport. That delayed our flight. Most of the passengers had to try to make connections flights. I felt bad for them. We checked 4 bags. We got three from the baggage claim carousel. 4th one was lost. Delta online help wasn’t good. Baggage claim staff were sympathetic and nice but we waited around for almost 2 hours and it had t been found. They did find it several hours later and we had to drive back to airport to retrieve it. I won’t be splurging on 1st. Lass again anytime soon. I think we got worse service. I am also not a huge fan of delta but we have family in ATL so we don’t have a ton of choice. What should have been an easy flight turned into a stressful event due to flight crew tardiness and baggage mishandling.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

Friendly boarding crew. Better could have been a bit more substantial food for this 3 plus hour flight.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

A three (3) hour flight should have meal service in First Class, not just potato chips!

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

Seats suck. Only one drink service in three hours with the flight attendants being more attendant to their phones than the customer. Painful in the extreme.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Seat comfort was poor (no lumbar or lower back support).

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

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 American flight was a connecting flight to an international flight. The international flight has a 2 check bag rule. Despite being informed of this, American would only check 1 bag and wanted 100 to check the second (basically a 3rd carry-on) to NYC. Subsequently tsa took a sealed container of maple syrup and a few other things that couldn't be in carry-on plus I had to lug around 3 pieces of luggage for the entire trip. The American reservation was made with the international and American actually checked the one piece the entire way to China. This is one of the reasons that I will avoid American airlines if possible in the future.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

It was a good flight. Of course it was full, but it went well.

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

Information on your arrival and departure airports