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Pensacola

$112+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PNS
May 24 — May 311
Sun 5/24
Sun 5/31
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 April 24, 2026.

This CheapOair deal was found by Cheapflights users on 4/18. 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.
Sun 5/311:15 am
PDX
-
PNS
1 stop28h 59m
Frontier
Thu 5/77:36 pm
PNS
-
PDX
1 stop23h 10m
Frontier
Deal found 4/18$242
This CheapOair deal was found by Cheapflights users on 4/20. 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.
Fri 5/812:35 pm
PDX
-
PNS
1 stop28h 06m
Frontier
Sun 5/107:36 pm
PNS
-
PDX
1 stop23h 10m
Frontier
Deal found 4/20$273
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 6/29:47 pm
PDX
-
PNS
1 stop10h 15m
American Airlines
Tue 6/93:34 pm
PNS
-
PDX
1 stop9h 17m
American Airlines
Deal found 4/20$299
This Delta deal was found by Cheapflights users on 4/20. 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 6/211:21 am
PDX
-
PNS
1 stop9h 55m
Delta
Tue 6/97:00 am
PNS
-
PDX
2 stops11h 19m
Delta
Deal found 4/20$304
This American Airlines deal was found by Cheapflights users on 4/20. 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 6/39:47 pm
PDX
-
PNS
1 stop10h 15m
American Airlines
Mon 6/86:54 pm
PNS
-
PDX
1 stop7h 56m
American Airlines
Deal found 4/20$331
This Delta deal was found by Cheapflights users on 4/20. 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 6/311:21 am
PDX
-
PNS
1 stop7h 38m
Delta
Mon 6/89:23 am
PNS
-
PDX
2 stops12h 01m
Delta
Deal found 4/20$336
This CheapOair deal was found by Cheapflights users on 4/18. 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.
Mon 5/1812:35 pm
PDX
-
PNS
1 stop28h 06m
Frontier
Thu 5/217:36 pm
PNS
-
PDX
1 stop23h 10m
Frontier
Deal found 4/18$346
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Tue 5/269:47 pm
PDX
-
PNS
1 stop10h 15m
American Airlines
Thu 5/283:06 pm
PNS
-
PDX
1 stop10h 46m
American Airlines
Deal found 4/22$351
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:35 pm
PDX
-
PNS
1 stop28h 06m
Frontier
Fri 5/157:36 pm
PNS
-
PDX
2 stops42h 14m
Frontier
Deal found 4/20$360
This CheapOair deal was found by Cheapflights users on 4/21. 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.
Thu 5/1412:35 pm
PDX
-
PNS
1 stop28h 06m
Frontier
Sun 5/177:36 pm
PNS
-
PDX
1 stop23h 10m
Frontier
Deal found 4/21$362

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 April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$242
(CheapOair)

One-way from

$112
(CheapOair)

Popular in

February

Cheapest in

August

Average price

$602
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. 18% potential increase in price ($117 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 24, 2026.
Use the filters below to find and compare flights from Portland to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 6/2

9:39 pm-8:34 am

1 stop8h 55m

Pensacola

Wed 6/10

7:00 am-4:42 pm

2 stops11h 42m

$304

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 6/3

11:21 am-8:59 pm

1 stop7h 38m

Pensacola

Mon 6/8

9:23 am-7:24 pm

2 stops12h 01m

$336

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 5/12

8:50 am-8:20 pm

2 stops9h 30m

Pensacola

Tue 5/19

11:35 am-10:00 pm

2 stops12h 25m

$417
Quickest round-trip

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 5/26

6:40 am-3:50 pm

1 stop7h 10m

Pensacola

Thu 5/28

5:35 am-2:20 pm

2 stops10h 45m

$472

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 7/22

11:30 pm-11:20 am

2 stops9h 50m

Pensacola

Mon 7/27

5:15 pm-12:30 am

2 stops9h 15m

$477

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 5/18

5:00 am-4:40 pm

2 stops9h 40m

Pensacola

Thu 5/21

5:35 am-2:20 pm

2 stops10h 45m

$477

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 6/15

11:30 pm-3:05 pm

1 stop13h 35m

Pensacola

Fri 6/19

4:20 pm-12:30 am

2 stops10h 10m

$478

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 7/21

5:50 am-4:50 pm

2 stops9h 00m

Pensacola

Sat 7/25

2:55 pm-11:25 pm

2 stops10h 30m

$487

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 6/30

2:10 pm-11:32 pm

1 stop7h 22m

Pensacola

Wed 7/15

11:57 am-10:13 pm

2 stops12h 16m

$498
Cheapest one-way

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Sat 7/25

5:37 pm-8:17 am

2 stops12h 40m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/19

Showing 1-10 of 15 resultsSorted by cheapest first
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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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?

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 71 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, August is the cheapest month in which you can book a flight from Portland to Pensacola (average of $374). Flying from Portland to Pensacola in February is currently the most expensive (average of $972). 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.

How much does it cost to fly round-trip from Portland to Pensacola?

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 April 24, 2026.
Read through reviews of airlines operating flights from Portland to Pensacola, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,333 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,450 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,643 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,666 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,980 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Delta and Southwest fly from Portland to Pensacola in about 8h 55m. The time it takes to get you to your destination can typically vary by up to 35m. 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 $169 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $219 and $296 round-trip. Frontier is currently priced 67% 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 $100. Delta flights start at $153 while deals on United Airlines start at $156 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, August is the cheapest month in which you can book a flight from Portland to Pensacola (average of $374). Flying from Portland to Pensacola in February is currently the most expensive (average of $972). 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
Navarre Beach
Perdido Key
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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$169Average$277FlexibilityNo cancel feeOn-time62%
DeltaCheapest$219Average$446FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$495FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$327Average$518FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$396Average$602FlexibilityNo cancel feeOn-time63%

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