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Cheap flights from Portland to Pensacola from $82

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Pensacola departing on 11/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:10 pm - 8:44 amPDX-PNS
8h 34m1 stop
Delta Logo
5:00 pm - 10:19 pmPNS-PDX
7h 19m1 stop
$367Delta
Find Deal
Tue, Dec 9 - Tue, Dec 16
Delta Logo
12:32 am - 2:45 pmPDX-PNS
12h 13m2 stops
Delta Logo
6:00 am - 11:23 amPNS-PDX
7h 23m1 stop
$368Delta
Find Deal
Tue, Dec 16 - Thu, Dec 25
Delta Logo
12:32 am - 2:45 pmPDX-PNS
12h 13m2 stops
Delta Logo
5:00 pm - 10:19 pmPNS-PDX
7h 19m1 stop
$372Delta
Find Deal
Mon, Dec 8 - Tue, Dec 16
Delta Logo
12:32 am - 12:41 pmPDX-PNS
10h 09m2 stops
Delta Logo
7:15 am - 6:14 pmPNS-PDX
12h 59m2 stops
$377Delta
Find Deal
Mon, Dec 8 - Tue, Dec 16
Delta Logo
10:10 pm - 8:44 amPDX-PNS
8h 34m1 stop
Delta Logo
3:44 pm - 10:19 pmPNS-PDX
8h 35m1 stop
$380Delta
Find Deal
Wed, Dec 3 - Mon, Dec 8
American Airlines Logo
12:59 am - 10:43 amPDX-PNS
7h 44m1 stop
American Airlines Logo
3:28 pm - 10:56 pmPNS-PDX
9h 28m1 stop
$385American Airlines
Find Deal
Mon, Dec 1 - Thu, Dec 11
Delta Logo
11:20 pm - 12:41 pmPDX-PNS
11h 21m2 stops
Delta Logo
3:44 pm - 10:19 pmPNS-PDX
8h 35m1 stop
$390Delta
Find Deal
Tue, Dec 2 - Thu, Dec 11
Delta Logo
10:10 pm - 8:44 amPDX-PNS
8h 34m1 stop
Delta Logo
3:44 pm - 10:19 pmPNS-PDX
8h 35m1 stop
$393Delta
Find Deal
Thu, Dec 4 - Mon, Dec 8
Delta Logo
5:30 pm - 8:44 amPDX-PNS
13h 14m2 stops
Delta Logo
7:15 am - 5:43 pmPNS-PDX
12h 28m2 stops
$395Delta
Find Deal
Tue, Dec 2 - Thu, Dec 11
Delta Logo
8:10 pm - 8:44 amPDX-PNS
10h 34m2 stops
Delta Logo
3:44 pm - 10:19 pmPNS-PDX
8h 35m1 stop
$398Delta
Find Deal
Thu, Dec 4 - Mon, Dec 8

American Airlines flights from Portland to Pensacola

Our best American Airlines deals on Portland to Pensacola flight tickets
American Airlines
Dec 1
PDX12:59 amPortland
7h 44m
1 stop
PNS10:43 amPensacola
Dec 11
PNS3:28 pmPensacola
9h 28m
1 stop
PDX10:56 pmPortland
$385
Find similar
American Airlines
Apr 22
PDX12:04 pmPortland
6h 12m
1 stop
PNS8:16 pmPensacola
Apr 27
PNS2:09 pmPensacola
10h 53m
1 stop
PDX11:02 pmPortland
$407
Find similar
American Airlines
Mar 18
PDX12:07 pmPortland
6h 03m
1 stop
PNS8:10 pmPensacola
Mar 25
PNS3:55 pmPensacola
9h 08m
1 stop
PDX11:03 pmPortland
$417
Find similar

Southwest flights from Portland to Pensacola

Our best Southwest deals on Portland to Pensacola flight tickets
Southwest
Dec 4
PDX5:30 amPortland
11h 05m
2 stops
PNS6:35 pmPensacola
Dec 8
PNS1:25 pmPensacola
11h 05m
2 stops
PDX10:30 pmPortland
$403
Find similar
Southwest
Dec 12
PDX5:10 amPortland
9h 40m
2 stops
PNS4:50 pmPensacola
Dec 14
PNS4:30 pmPensacola
9h 50m
2 stops
PDX12:20 amPortland
$457
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momondo 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, momondo users made 832,500 searches. Data last updated November 13, 2025.
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

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 12/9

10:10 pm-8:44 am

1 stop8h 34m

Pensacola

Tue 12/16

5:00 pm-10:19 pm

1 stop7h 19m

$367

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 12/16

12:32 am-2:45 pm

2 stops12h 13m

Pensacola

Thu 12/25

6:00 am-11:23 am

1 stop7h 23m

$368

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 12/8

12:32 am-2:45 pm

2 stops12h 13m

Pensacola

Tue 12/16

5:00 pm-10:19 pm

1 stop7h 19m

$372

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 12/8

12:32 am-12:41 pm

2 stops10h 09m

Pensacola

Tue 12/16

7:15 am-6:14 pm

2 stops12h 59m

$377

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 12/3

10:10 pm-8:44 am

1 stop8h 34m

Pensacola

Mon 12/8

3:44 pm-10:19 pm

1 stop8h 35m

$380

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Mon 12/1

12:59 am-10:43 am

1 stop7h 44m

Pensacola

Thu 12/11

3:28 pm-10:56 pm

1 stop9h 28m

$385

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 12/2

11:20 pm-12:41 pm

2 stops11h 21m

Pensacola

Thu 12/11

3:44 pm-10:19 pm

1 stop8h 35m

$390

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 12/4

10:10 pm-8:44 am

1 stop8h 34m

Pensacola

Mon 12/8

3:44 pm-10:19 pm

1 stop8h 35m

$393

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 12/2

5:30 pm-8:44 am

2 stops13h 14m

Pensacola

Thu 12/11

7:15 am-5:43 pm

2 stops12h 28m

$395

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 12/4

8:10 pm-8:44 am

2 stops10h 34m

Pensacola

Mon 12/8

3:44 pm-10:19 pm

1 stop8h 35m

$398

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pensacola from

How to get the cheapest flight ticket from Portland to Pensacola

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Portland is in February. Flight prices, which tend to average around $340, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Pensacola from Portland during September instead. Flights to Pensacola in September, while not as cheap as those in February, still average around $384.

What is the cheapest day to depart on your flight to Pensacola?

On average, the least expensive day to fly to Pensacola from Portland is on a Monday. momondo users have found tickets for Monday departures for as low as $418. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Wednesday is the most expensive day to depart from Portland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $566.

What is the cheapest time of day to depart on your flight to Pensacola?

The cheapest time of day to fly to Pensacola is in the morning when flights can be purchased for as low as $476. Flights to Pensacola are more costly at noon, with an average ticket price of $533. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Pensacola?

You are more likely to see cheaper flights to Pensacola from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $447 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Portland for as low as $268 on momondo.

Can stopping save me money on Portland to Pensacola flights?

You could potentially save up to 40% on your flight if you consider stops on a Portland to Pensacola flight.

How have Portland to Pensacola flight prices changed over time?

As of November 2025, prices for Portland to Pensacola flights are approximately 54% more expensive when compared to flights at the same time last year.

When to book flights from Portland to Pensacola

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Pensacola according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland to Pensacola (PDX to PNS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Pensacola

Direct flights

None
There are no direct flights from Portland to Pensacola. There are no popular flight routes from Portland to Pensacola.
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  • How far is Portland to Pensacola by plane?

    Pensacola is 2169.1 mi away from Portland. Flights usually cover this in 6h 03m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Portland Airport to Pensacola Airport?

    Prices for flights from Portland Airport to Pensacola Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Pensacola Airport?

  • How old do you have to be to fly from Portland Airport to Pensacola Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Pensacola Airport.

  • What documentation or ID do you need to fly to Pensacola Airport?

    The travel and health documents required for your trip to Pensacola Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pensacola Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Portland to Pensacola?

Best airlines flying from Portland to Pensacola

Compare and see reviews for airlines that fly from Portland to Pensacola with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $150Free CancellationRating
5.8
3,109 reviews
Search Frontier flights
DeltaPriceFrom $219Free CancellationRating
7.9
8,007 reviews
Search Delta flights
American AirlinesPriceFrom $303Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
United AirlinesPriceFrom $350Free CancellationRating
7.4
9,017 reviews
Search United Airlines flights
SouthwestPriceFrom $437Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Traveling to a place near Pensacola?

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

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Pensacola?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Pensacola from Portland.

Can I find flights from Portland to Pensacola with flexible booking policies on momondo?

Yes. All flights to Pensacola from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Pensacola?

momondo provides multiple filters to help you find the best flight to Pensacola from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Pensacola right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Portland to Pensacola now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Pensacola and let you know when they change.

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