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Pensacola

$102+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PNS
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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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 January 26, 2026.

This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:48 pm
PDX
-
PNS
1 stop26h 51m
Frontier
Mon 4/207:24 pm
PNS
-
PDX
1 stop19h 38m
Frontier
Deal found 1/26$233
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 2/189:44 pm
PDX
-
PNS
1 stop10h 37m
American Airlines
Wed 2/2511:44 am
PNS
-
PDX
1 stop9h 32m
American Airlines
Deal found 1/26$377
This Delta deal was found by Cheapflights users on 1/26. 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.
Tue 3/39:45 pm
PDX
-
PNS
1 stop8h 33m
Delta
Tue 3/108:15 am
PNS
-
PDX
2 stops10h 28m
Delta
Deal found 1/26$390
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Wed 4/15:40 am
PDX
-
PNS
1 stop6h 48m
American Airlines
Wed 4/81:16 pm
PNS
-
PDX
1 stop11h 16m
American Airlines
Deal found 1/25$393
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 4/156:00 am
PDX
-
PNS
2 stops10h 12m
American Airlines
Mon 4/204:24 pm
PNS
-
PDX
1 stop9h 28m
American Airlines
Deal found 1/26$398
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:40 am
PDX
-
PNS
2 stops10h 20m
Southwest
Mon 4/202:05 pm
PNS
-
PDX
2 stops9h 35m
Southwest
Deal found 1/26$403
This Delta deal was found by Cheapflights users on 1/25. 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.
Wed 4/110:30 pm
PDX
-
PNS
1 stop8h 00m
Delta
Wed 4/812:16 pm
PNS
-
PDX
2 stops13h 38m
Delta
Deal found 1/25$425
This United Airlines deal was found by Cheapflights users on 1/24. 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.
Sat 10/317:10 am
PDX
-
PNS
1 stop6h 56m
United Airlines
Sun 11/87:00 am
PNS
-
PDX
1 stop6h 49m
United Airlines
Deal found 1/24$447

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$233
(CheapOair)

One-way from

$102
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$391
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. 4% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 26, 2026.
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

Wed 2/18

9:44 pm-10:21 am

1 stop10h 37m

Pensacola

Wed 2/25

3:16 pm-12:22 am

2 stops11h 06m

$382

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 3/3

9:45 pm-8:18 am

1 stop8h 33m

Pensacola

Tue 3/10

8:15 am-4:43 pm

2 stops10h 28m

$390

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 2/18

2:25 pm-9:25 am

2 stops17h 00m

Pensacola

Wed 2/25

7:50 am-6:00 pm

2 stops12h 10m

$393

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/1

12:04 pm-10:44 pm

1 stop8h 40m

Pensacola

Wed 4/8

12:01 pm-4:59 pm

1 stop6h 58m

$393

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/15

6:40 am-7:00 pm

2 stops10h 20m

Pensacola

Mon 4/20

2:05 pm-9:40 pm

2 stops9h 35m

$403

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 4/6

10:53 pm-9:12 am

1 stop8h 19m

Pensacola

Thu 4/9

12:01 pm-4:59 pm

1 stop6h 58m

$466

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 2/10

7:44 pm-9:40 am

2 stops11h 56m

Pensacola

Wed 2/18

6:35 am-12:22 pm

1 stop7h 47m

$477

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 2/9

7:00 am-6:16 pm

1 stop9h 16m

Pensacola

Thu 2/19

2:10 pm-10:40 pm

1 stop10h 30m

$480

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/15

7:32 pm-8:30 am

2 stops10h 58m

Pensacola

Sun 4/19

6:00 am-10:02 pm

1 stop18h 02m

$507

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/1

10:30 pm-8:30 am

1 stop8h 00m

Pensacola

Wed 4/8

8:15 am-6:58 pm

2 stops12h 43m

$508

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 21 results
1
2
3

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Pensacola flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 January 23, 2026.

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 72 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 $146). Flying from Portland to Pensacola in April is currently the most expensive (average of $333). 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.

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 January 26, 2026.
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
8.0
Very good
4,268 reviews

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
8,111 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
9,199 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
11,189 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
5.7
Fair
3,058 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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 American Airlines, Delta, and Southwest fly from Portland to Pensacola in about 8h 33m. The time it takes to get you to your destination can typically vary by up to 8h 27m. 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 $296 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 $87. United Airlines flights start at $156 while deals on Delta start at $162 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 $146). Flying from Portland to Pensacola in April is currently the most expensive (average of $333). 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$120Average$263FlexibilityNo cancel feeOn-time62%
DeltaCheapest$219Average$446FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$470FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$327Average$518FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$422Average$522FlexibilityNo cancel feeOn-time63%

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