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Pensacola

$123+ Cheap flights from Portland to Pensacola (PDX - PNS)

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PNS
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Pensacola are usually found in February or September, booked 47 days in advance, depart on a Monday or Thursday and return on a Wednesday

Cheap flight deals from Portland to Pensacola

Cheapest flights from Portland to Pensacola
Explore the most affordable flight options available from Portland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmPDX - PNS
2 stops11h 54mUnited Airlines
Wed 1/146:35 amPNS - PDX
1 stop7h 43mUnited Airlines
Deal found 12/9$378
This Delta deal was found by Cheapflights users on 12/11. 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 12/257:15 amPDX - PNS
1 stop9h 47mDelta
Wed 1/72:58 pmPNS - PDX
1 stop9h 17mDelta
Deal found 12/11$443
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:00 amPDX - PNS
1 stop7h 17mUnited Airlines
Wed 1/74:55 pmPNS - PDX
1 stop7h 58mUnited Airlines
Deal found 12/11$477
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:00 amPDX - PNS
1 stop7h 17mUnited Airlines
Fri 1/26:45 amPNS - PDX
1 stop8h 35mUnited Airlines
Deal found 12/9$480
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:00 amPDX - PNS
1 stop7h 17mUnited Airlines
Thu 1/16:45 amPNS - PDX
1 stop8h 35mUnited Airlines
Deal found 12/11$527
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmPDX - PNS
2 stops11h 54mUnited Airlines
Sun 1/46:45 amPNS - PDX
1 stop8h 35mUnited Airlines
Deal found 12/9$554

Find flight deals from Portland to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Pensacola (PNS). 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$350
(United Airlines)

One-way from

$101
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$552
Provider with most accurate pricing for Portland-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Pensacola flights.
Search Deals
From Portland to Pensacola
Search Deals
One-way flight from Portland to Pensacola
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Pensacola 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 December 12, 2025.
Use the filters below to find and compare flights from Portland to Pensacola that are best for you.

Fly from

Portland

Fly to

Pensacola

Route

Depart

Return

Price

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 1/20

7:00 am-4:02 pm

1 stop7h 02m

Pensacola

Thu 1/22

4:55 pm-10:53 pm

1 stop7h 58m

$350

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 1/7

6:50 am-4:49 pm

1 stop7h 59m

Pensacola

Wed 1/14

8:00 am-8:35 pm

2 stops14h 35m

$372

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 12/31

7:45 pm-9:39 am

2 stops11h 54m

Pensacola

Wed 1/14

6:35 am-12:18 pm

1 stop7h 43m

$378

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Sat 1/31

6:00 am-2:50 pm

1 stop6h 50m

Pensacola

Mon 3/2

4:11 pm-11:59 pm

1 stop9h 48m

$380

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Sat 1/31

5:20 am-5:05 pm

2 stops9h 45m

Pensacola

Sat 2/28

12:30 pm-10:30 pm

2 stops12h 00m

$382

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 2/2

5:00 pm-8:18 am

2 stops13h 18m

Pensacola

Wed 2/4

1:40 pm-10:15 pm

1 stop10h 35m

$385

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 12/25

6:15 am-7:02 pm

2 stops10h 47m

$159

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 12/31

10:52 pm-1:31 pm

2 stops12h 39m

$159

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 1/1

6:00 am-7:00 pm

2 stops11h 00m

$159

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 1/20

5:25 pm-8:18 am

2 stops12h 53m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 16 results
1
2

Compare providers for flights from Portland to Pensacola

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Pensacola in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Pensacola flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Pensacola flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Pensacola flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Portland 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 Portland to Pensacola

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Pensacola. Price data was last updated on December 5, 2025.

The price you pay for your flight from Portland to Pensacola may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, March is the cheapest month in which you can book a flight from Portland to Pensacola (average of $141). Flying from Portland to Pensacola in April is currently the most expensive (average of $328). 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 PDX to PNS?

Find hourly flight availability from Portland to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

One of the essential ways to save on airfare from Portland to Pensacola is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 45% on airfare.

Reviews of airlines servicing Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated December 12, 2025.
Read through reviews of airlines operating flights from Portland to Pensacola, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,253 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,084 reviews
Southwest
7.9
Good
4,253 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

  • How long is the flight from Portland to Pensacola?

    Airlines like United Airlines and Delta fly from Portland to Pensacola in about 7h 02m. The time it takes to get you to your destination can typically vary by up to 57m. The distance from Portland to Pensacola is about 2166 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Portland to Pensacola is Frontier. Our recent data shows that you can find tickets from as low as $120 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $219 and $303 round-trip. Frontier is currently priced 73% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Portland to Pensacola one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $64. United Airlines flights start at $156 while deals on American Airlines start at $168 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Pensacola 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 Portland to Pensacola?

    Currently, March is the cheapest month in which you can book a flight from Portland to Pensacola (average of $141). Flying from Portland to Pensacola in April is currently the most expensive (average of $328). 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 Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

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Top 5 airlines flying from Portland to Pensacola

Discover the top 5 airlines that operate flights from Portland to Pensacola. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$257FlexibilityNo cancel feeOn-time62%
DeltaCheapest$219Average$451FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$469FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$327Average$523FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$437Average$532FlexibilityNo cancel feeOn-time63%

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