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$86+ Cheap flights from Pensacola to Portland (PNS - PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — PDX
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Pensacola to Portland are usually found in October or August, booked 46 days in advance, depart on a Wednesday or Friday and return on a Monday

Cheap flight deals from Pensacola to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 14, 2025.

Round-trip from

$244
(Frontier)

One-way from

$86
(Trip.com)

Popular in

March

Cheapest in

October

Average price

$384
From Pensacola to Portland
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One-way flight from Pensacola to Portland
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Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Pensacola to Portland

Cheapest flights from Pensacola to Portland
Explore the most affordable flight options available from Pensacola to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/94:35 pmPNS - PDX
1 stop9h 41mFrontier
Fri 11/146:40 pmPDX - PNS
2 stops18h 51mFrontier
Deal found 8/13$244
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:54 pmPNS - PDX
1 stop8h 01mAmerican Airlines
Tue 9/165:38 amPDX - PNS
1 stop7h 35mAmerican Airlines
Deal found 8/14$304
This Priceline deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:21 pmPNS - PDX
1 stop8h 51mFrontier
Mon 10/66:05 amPDX - PNS
1 stop8h 21mFrontier
Deal found 8/12$317
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/24:04 pmPNS - PDX
1 stop7h 21mAmerican Airlines
Mon 10/65:29 amPDX - PNS
1 stop7h 40mAmerican Airlines
Deal found 8/14$325
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/24:03 pmPNS - PDX
1 stop7h 44mDelta
Mon 10/68:05 pmPDX - PNS
2 stops12h 34mDelta
Deal found 8/14$330
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:04 pmPNS - PDX
1 stop7h 23mAmerican Airlines
Fri 9/195:38 amPDX - PNS
1 stop7h 35mAmerican Airlines
Deal found 8/13$337
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:03 pmPNS - PDX
1 stop7h 44mDelta
Fri 9/1910:50 pmPDX - PNS
2 stops10h 00mDelta
Deal found 8/13$342

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Pensacola to Portland that are best for you.

Fly from

Pensacola

Fly to

Portland

Route

Depart

Return

Price

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Sun 11/9

4:35 pm-12:16 am

1 stop9h 41m

Portland

Fri 11/14

6:40 pm-3:31 pm

2 stops18h 51m

$244

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 9/11

12:54 pm-6:55 pm

1 stop8h 01m

Portland

Tue 9/16

5:38 am-3:13 pm

1 stop7h 35m

$304

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 10/2

5:21 pm-12:12 am

1 stop8h 51m

Portland

Mon 10/6

6:05 am-4:26 pm

1 stop8h 21m

$317

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 10/2

12:54 pm-6:55 pm

1 stop8h 01m

Portland

Mon 10/6

11:59 pm-10:02 am

1 stop8h 03m

$325

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 9/25

5:21 pm-12:12 am

1 stop8h 51m

$86

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 10/2

5:21 pm-12:12 am

1 stop8h 51m

$125

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Tue 9/9

1:18 pm-6:54 pm

1 stop7h 36m

$142

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 10/2

6:48 am-4:44 pm

2 stops11h 56m

$168

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Sun 10/5

7:00 am-11:54 am

1 stop6h 54m

$188

PensacolaPortland

PNS - PDX

PNSPDX

Pensacola

Thu 9/25

7:10 pm-7:23 pm

3 stops50h 13m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 11 results
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Best time to book a flight from Pensacola to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Portland

How far ahead should I book a flight from Pensacola to Portland?

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Portland. Price data was last updated on August 8, 2025.

The best time to book flights from Pensacola to Portland is 46 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Pensacola to Portland?

Currently, November is the cheapest month in which you can book a flight from Pensacola to Portland (average of $277). Flying from Pensacola to Portland in March is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PNS to PDX?

Find hourly flight availability from Pensacola to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

It’s typically best to fly out from Pensacola to Portland in the evening. Doing so could potentially save you 40% on the flight price compared to flying at noon, which is usually more expensive.

What’s the top layover airport for flights from Pensacola to Portland?

Share of 1-stop round-trip flights from Pensacola to Portland chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 86% of 1-stop itineraries from Pensacola to Portland on Cheapflights.

What’s the cheapest layover airport for flights from Pensacola to Portland?

Average round-trip fare for 1-stop flights from Pensacola to Portland, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $163.

What’s the fastest layover option from Pensacola to Portland?

Shortest average travel time for 1-stop one-way flights from Pensacola to Portland, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Dallas (DFW) have the shortest average one-way travel time for 1-stop routes: 7h 45m.

Which airport typically offers the quickest layover for flights from Pensacola to Portland?

Average layover duration for 1-stop one-way flights from Pensacola to Portland, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Dallas (DFW) offer the fastest connection on this route, with an average layover time of 2h 06m.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Pensacola to Portland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,217 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Pensacola to Portland round-trip?

    According to our current data, Frontier ($130), Delta ($243), and American Airlines ($339) offers the cheapest pricing from Pensacola to Portland. These flights start at 72% lower than the current average price 3 months from now.

  • Can I find deals for flights from Pensacola to Portland that include hotel bookings?

    Yes. In addition to deals on Pensacola to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Portland.

  • Can I find deals for business class flights from Pensacola to Portland?

    Yes. Cheapflights offers flight deals from Pensacola to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Portland?

    Currently, November is the cheapest month in which you can book a flight from Pensacola to Portland (average of $277). Flying from Pensacola to Portland in March is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
McMinnville
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Hillsboro
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Cannon Beach
Long Beach
Longview
Tigard
Depoe Bay
Stevenson
Woodburn
Wilsonville
Pacific City
Troutdale
Tillamook
Gresham

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Top 5 airlines flying from Pensacola to Portland

Discover the top 5 airlines that operate flights from Pensacola to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$205FlexibilityNo cancel feeOn-time62%
DeltaCheapest$243Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$339Average$487FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$356Average$548FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$402Average$517FlexibilityNo cancel feeOn-time63%

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