$134 Find Cheap Flights from Pensacola to Oregon - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Pensacola to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Portland
Portland1 stop$256
Eugene
Eugene2 stops$460
Medford
Medford1 stop$484
Boise
Boise2 stops$310
Portland
Portland1 stop$256
Eugene
Eugene2 stops$460
Medford
Medford1 stop$484
Boise
Boise2 stops$310
Booking Insights

KAYAK's insights & trends for Pensacola to Oregon flights

Get data-powered insights and trends into flights from Pensacola 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 Pensacola to Oregon?

Flight prices are below average for this route right now.

Flights to Oregon from Pensacola usually cost between $374 and $670 in December.
The lowest price found in the past 5 days was $256 on Frontier (Dec 7-Dec 10).

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

The cheapest month for flights from Pensacola to Oregon is November, when tickets cost $368 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $578 and $532 respectively.

Good to know

Low season

April

Cheapest flight

$134
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Pensacola to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from Pensacola 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 Pensacola to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pensacola 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 Pensacola 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 Pensacola 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 Pensacola 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 Pensacola 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 4 airlines serving from Pensacola to Oregon

 
Need help choosing which airline to fly with from Pensacola 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
SouthwestOverall score based on 4221 reviews
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

Maybe different snack selection. To much sodium in them. I know refrigerators are not available but there has to be healthier items.

10.0 ExcellentLaura, Sep 2026
Read more Southwest reviews

Maybe different snack selection. To much sodium in them. I know refrigerators are not available but there has to be healthier items.

Wasn't expecting this, but, we actually ended up getting assigned to the first row of seats!!!!! The extra legroom came in handy

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

Delayed and once landed waited very long for the luggage

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

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Easy to book and to get check in and get on and off.

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

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.

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

I usually like delta. However this is my second flight that the wifi does not work

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

Delayed flight. Dirty seats, dirty seat belts with food stuck on it from previous passengers maybe. No one cleaned the seats or flight.

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

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.

It’s was good. There’s so much room for improvement though. Since the plane was small, there was no entertainment but for years now, the most jarring aspect of travel is the lack of tasty snacks.

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

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

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

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

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.

Flights were on time. Free Wifi on plane. Everything was well organized.

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.

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.

The flight attendant was very kind and offered my son a snack for free.

East Lounge in Denver was terrible. Turning away active military on orders? Really? Sad.

Clean and plenty of room for handbaggage. Leg room was cramped compared with the 777 from Frankfurt.

It was my first time flying with Alaska Airlines and it was a pleasure!

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.

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.

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.

Horrible airline! They always got something messed up with their planes. 3 hour delayed made us missed both out flights. Had to wake up early in the morning next morning to get another flight!

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

We were re routed due to a flight cancellation. We did not fly out of Miami. We originally booked first class and were moved to coach without being compensated.

More options for your flight from Pensacola to Oregon

Complete your trip to Oregon with a hotel stay or car rental