$125 Find Cheap Flights from Pensacola 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 Pensacola to Oregon departing on 9/30. 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 Pensacola 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 Pensacola to Oregon, as well as popular online travel agencies
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Cheap Flights from Pensacola to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland2 stops$199
Eugene
Eugene2 stops$393
Medford
Medford1 stop$414
Boise
Boise1 stop$328
Portland
Portland2 stops$199
Eugene
Eugene2 stops$393
Medford
Medford1 stop$414
Boise
Boise1 stop$328

Book Cheap Pensacola 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 Pensacola 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 Pensacola to Oregon

Mon, Nov 10 - Fri, Nov 14
 Logo
3:35 pm - 11:56 amPNS-PDX
22h 21m2 stops
 Logo
3:26 pm - 3:35 pmPDX-PNS
22h 09m1 stop
Thu, Oct 2 - Mon, Oct 6
Frontier Logo
5:21 pm - 12:12 amPNS-PDX
8h 51m1 stop
Frontier Logo
6:05 am - 4:26 pmPDX-PNS
8h 21m1 stop
$234Frontier
Find Deal
Tue, Oct 7 - Tue, Oct 14
Delta Logo
6:00 am - 4:12 pmPNS-PDX
12h 12m2 stops
Delta Logo
5:07 pm - 8:36 amPDX-PNS
13h 29m2 stops
$284Delta
Find Deal
Tue, Oct 7 - Tue, Oct 14
United Airlines Logo
5:00 pm - 10:58 pmPNS-PDX
7h 58m1 stop
United Airlines Logo
5:00 am - 2:01 pmPDX-PNS
7h 01m1 stop
$292United Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
4:03 pm - 9:47 pmPNS-PDX
7h 44m1 stop
Delta Logo
5:07 pm - 8:36 amPDX-PNS
13h 29m2 stops
$310Delta
Find Deal
Sat, Nov 8 - Thu, Nov 13
American Airlines Logo
3:25 pm - 9:23 pmPNS-PDX
7h 58m1 stop
American Airlines Logo
5:30 am - 2:40 pmPDX-PNS
7h 10m1 stop
$326American Airlines
Find Deal
Wed, Oct 22 - Sun, Oct 26
American Airlines Logo
6:43 am - 12:45 pmPNS-BOI
7h 02m1 stop
American Airlines Logo
1:33 pm - 10:58 pmBOI-PNS
8h 25m1 stop
$328American Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
United Airlines Logo
5:00 pm - 10:58 pmPNS-PDX
7h 58m1 stop
United Airlines Logo
11:55 pm - 9:37 amPDX-PNS
7h 42m1 stop
$335United Airlines
Find Deal
Mon, Nov 10 - Thu, Nov 13
Southwest Logo
4:30 pm - 12:15 amPNS-PDX
9h 45m2 stops
Southwest Logo
5:00 am - 4:50 pmPDX-PNS
9h 50m2 stops
$457Southwest
Find Deal
Thu, Feb 12 - Sun, Feb 15
Southwest Logo
4:35 pm - 12:10 amPNS-BOI
8h 35m2 stops
Southwest Logo
6:00 am - 3:45 pmBOI-PNS
8h 45m2 stops
$612Southwest
Find Deal
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.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pensacola 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 Pensacola to Oregon is August, when tickets cost $377 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $613 and $582 respectively.

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

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

If you are looking for a flight deal from Pensacola to Oregon, look for departures on Wednesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Oregon, Monday is the cheapest day to fly and Wednesday is the most expensive.

How far in advance should I book a flight from Pensacola 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 Pensacola 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 Pensacola to Oregon, you should book around 4 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$125
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 40% increase in price.
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.

  • 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 $323 on average. Morning departures are around 8% 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 $536.

Reviews of the top 5 airlines serving from Pensacola to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Pensacola 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 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.
8.0
SouthwestOverall score based on 4248 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

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.

6.0 GoodDavid, Aug 2025MCO - DEN
Read more Southwest reviews

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.

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.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

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.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

This is for UA2274 from Houston to Sacramento. The flight was delayed arriving due to mechanical issues so we left about 3 hours later than scheduled. When boarding the plane the temperature inside was excessive - likely close to 100. Pilot apologized and said it was going to improve at altitude, which it did. But before that I honestly thought there might have been more delays removing passengers made ill from the heat. We were delayed leaving due to another mechanical issue. There was not water on the plane due to a panel that was not secured. They did that quickly, but the combination of mechanical issues was rather disturbing and did not reflect well on United.

Staff members were not helpful they ignored all calls for an attendant.

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

online check in was not available so i had to get to airport extra early. The flight was delayed and my luggage was lost. I had an argument with the person behind me who wanted to keep her bag on the floor and not allow my seat to recline on a 9hr plus flight. So overall, lots and lots of areas for improvement.

My flight was delayed a very short period of time but they did not hold my connecting flight to San Diego, also through United. So they closed the doors before we got off our plane. They would only have to help the door open for another five to ten minutes. So I missed a court deadline for a manditory mediation settlement conference for my client. I had to get an associate to be there in person and be on the phone with him relaying what he needs to do the entire time. The court was very upset with me and so was my client. United cannot be trusted.

Multiple delays and not straight answer from the United team

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

We paid extra for the seats with extra leg room. But we were not allocated the seats with extra leg room nor refunded the money we paid for the seats.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

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