Cheap flights from Portland to Pensacola

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Compare Portland to Pensacola flight deals

Find the cheapest month or even day of the year to fly to Pensacola

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Flight deals from Portland to Pensacola

Looking for a cheap last-minute deal or the best round-trip flight from Portland Airport to Pensacola Airport? If you want to travel next month, round-trip fares start from $301. Find the lowest prices on one-way and round-trip tickets right here.

Pensacola.$277 per passenger.Departing Tue, Nov 10, returning Tue, Nov 17.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Portland on Tue, Nov 10, arriving in Pensacola.Inbound indirect flight with Southwest Airlines, departing from Pensacola on Tue, Nov 17, arriving in Portland.Price includes taxes and charges.From $277, select.

Pensacola.$301 per passenger.Departing Thu, Oct 15, returning Thu, Oct 22.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Portland on Thu, Oct 15, arriving in Pensacola.Inbound indirect flight with Delta, departing from Pensacola on Thu, Oct 22, arriving in Portland.Price includes taxes and charges.From $301, select.

Pensacola.$354 per passenger.Departing Thu, Dec 3, returning Mon, Dec 7.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Portland on Thu, Dec 3, arriving in Pensacola.Inbound indirect flight with Frontier Airlines, departing from Pensacola on Mon, Dec 7, arriving in Portland.Price includes taxes and charges.From $354, select.

Pensacola.$417 per passenger.Departing Wed, Oct 28, returning Tue, Nov 3.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Portland on Wed, Oct 28, arriving in Pensacola.Inbound indirect flight with Southwest Airlines, departing from Pensacola on Tue, Nov 3, arriving in Portland.Price includes taxes and charges.From $417, select.

Pensacola.$443 per passenger.Departing Sun, Apr 25, returning Sat, May 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Portland on Sun, Apr 25, arriving in Pensacola.Inbound indirect flight with Delta, departing from Pensacola on Sat, May 1, arriving in Portland.Price includes taxes and charges.From $443, select.

Pensacola.$657 per passenger.Departing Sun, Dec 27, returning Fri, Jan 1.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Portland on Sun, Dec 27, arriving in Pensacola.Inbound indirect flight with Southwest Airlines, departing from Pensacola on Fri, Jan 1, arriving in Portland.Price includes taxes and charges.From $657, select.

Find the cheapest month to fly from Portland to Pensacola

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Portland to Pensacola flights are currently cheapest in November.

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Portland to Pensacola: Alternative routes

Compare routes from Portland to Pensacola below. You may find an airport to fly into that's cheaper, faster, or easier than Pensacola.

Portland to Pensacola: Flight information

The things to know before you go.

Cheapest flight found	$277
Cheapest month to fly	November

Finding cheap flights from Portland to Pensacola: Frequently asked questions

How much are round-trip flights from Portland to Pensacola?

The best price we found for a round-trip flight from Portland to Pensacola is $277. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Portland to Pensacola?

Currently, there are no airlines that fly direct from Portland to Pensacola. But we found flights with one or more stops from $277.

How many flights are there a week from Portland to Pensacola?

There are no flights flying from Portland to Pensacola, as of September 2026.

When is the cheapest time to fly from Portland to Pensacola?

The cheapest month to fly from Portland to Pensacola is usually November.

Which upcoming date is cheapest to fly from Portland Airport to Pensacola Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Portland Airport to Pensacola Airport on Tuesday, November 10, 2026.

Can I get a direct flight from Portland Airport to Pensacola Airport?

No airlines currently offer direct flights between Portland Airport and Pensacola Airport. Most routes have one or more stops.

How can I find the best flight deal to Pensacola?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Pensacola but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Pensacola?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Pensacola is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Portland Airport to Pensacola?

Currently, Southwest Airlines offers the cheapest flight tickets to Pensacola.

Traveling from Portland Airport (PDX) to Pensacola Airport (PNS): what you need to know

Your PDX to PNS flight won't wait if you're running late, so show up at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're traveling internationally.
Be prepared for bigger queues during popular months such as July. Arriving up to four hours ahead of an international flight and two hours for domestic departures is a good idea.
Consider adding a stopover when booking your ticket from Portland Airport to Pensacola Airport. Simply uncheck 'Direct flights only' to break up your journey, or perhaps see a new city along the way. Here's where you can stop between PDX and PNS:
- Atlanta Hartsfield-Jackson Airport
- Dallas Fort Worth International Airport
- St Louis Airport

How to find the cheapest flights from Portland Airport (PDX) to Pensacola Airport (PNS)

Currently, $133 is the lowest price we've seen for a one-way Portland Airport to Pensacola Airport flight. The best price for a return ticket is $277. Keep in mind that fares may change due to demand when booking.
It's usually smart to book early if you want to get cheap tickets from PDX to PNS. That's because airlines change prices based on demand, which tends to increase closer to the date of departure.
The 'Whole month' search function shows you the cheapest flights from Portland Airport to Pensacola Airport throughout the month. It's a good way to snap up a bargain if your trip dates are flexible.
Spend less time searching for cheap flights from PDX to PNS by setting up a Price Alert. You'll receive an email or notification on the app when a special offer becomes available.
Tailor your trip using filters. Pick your departure and arrival times, airlines and total journey duration. You can also sort results by 'Best,' 'Cheapest' or 'Fastest' flights from Portland Airport to Pensacola Airport.

Handy information about Portland Airport (PDX)

PDX is located at 7000 NE Airport Way.
Portland Airport has a strong on-time record, reducing your chances of a delayed flight. Departures from PDX make it to their destination as scheduled 83% of the time.
To reach Portland Airport from central Portland, it'll take around 20 minutes if you're planning to drive. This depends on traffic, however. It's approximately 19 kilometers from the airport to the city center.
Expect a trip time of roughly 40 minutes when using public transport.
Taking an early flight from Portland Airport to Pensacola Airport? Avoid the hassle of rushing to the airport (and enjoy a little extra shut-eye) by choosing one of these hotels near PDX:

Arriving at Pensacola Airport (PNS)

If you're coming in on a late Portland Airport to Pensacola Airport flight, nothing beats the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and sleeping soon after at one of these hotels near PNS:
Follow your own route with a Pensacola Airport rental car. Pick up your wheels from Dollar, Budget or Hertz and venture far and wide through Pensacola and beyond.
Secure the lowest price by booking your vehicle from Pensacola Airport about four weeks ahead of your trip.

Getting from Pensacola Airport (PNS) to central Pensacola

PNS is located at 2430 Airport Boulevard.
Pensacola Airport is roughly 11 kilometers from central Pensacola. The drive time takes about 15 minutes.
When traveling on public transport, expect a journey of roughly 35 minutes.

When to fly to Pensacola Airport (PNS)

The quietest month for a flight from Portland Airport to Pensacola Airport is January, while July is the most popular. Choose the best time to go to Pensacola based on whether you prefer a faster pace or a more relaxed vibe.
When reserving your flight from Portland Airport to Pensacola Airport, think about the kind of weather you enjoy. August is the warmest month in Pensacola, with the temperature ranging from 24ºC (75ºF) to 35ºC (95ºF).
January sees average temperatures of between 2ºC (36ºF) and 19ºC (66ºF). Search for cheap tickets from PDX to PNS sometime around then if you want to travel when it's cooler.

Explore more of the United States

Pensacola is always a good idea, but there are so many other parts of the United States just waiting to be explored. About 451 kilometers north-east of Pensacola, a trip to Atlanta will keep you on the go. Start with leading sights like Georgia Aquarium, Birth Home of Martin Luther King, Jr and Fox Theatre.
Around 274 kilometers west of Pensacola, New Orleans is another essential stop in the United States. No visit is complete without checking out Bourbon St, French Quarter and Cafe Du Monde.