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Cheap flights from Portland to Pensacola from $106

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 3/6. 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.
Multiple Airlines Logo
6:56 pm - 6:18 pm
PDX
-
PNS
21h 22m
2 stops
Multiple Airlines Logo
7:13 pm - 11:09 am
PNS
-
PDX
17h 56m
1 stop
$242Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
United Airlines Logo
5:00 am - 2:51 pm
PDX
-
PNS
7h 51m
1 stop
United Airlines Logo
4:00 pm - 9:14 pm
PNS
-
PDX
7h 14m
1 stop
$367United Airlines
Wed, Apr 1 - Wed, Apr 8
American Airlines Logo
6:25 am - 7:01 pm
PDX
-
PNS
10h 36m
2 stops
American Airlines Logo
3:16 pm - 9:52 pm
PNS
-
PDX
8h 36m
1 stop
$372American Airlines
Tue, Mar 3 - Wed, Mar 4
Southwest Logo
6:00 am - 6:25 pm
PDX
-
PNS
10h 25m
2 stops
Southwest Logo
10:25 am - 7:15 pm
PNS
-
PDX
10h 50m
2 stops
$378Southwest
Tue, Mar 3 - Wed, Mar 4
American Airlines Logo
11:40 pm - 11:04 am
PDX
-
PNS
9h 24m
1 stop
American Airlines Logo
3:16 pm - 11:27 pm
PNS
-
PDX
10h 11m
1 stop
$380American Airlines
Thu, Feb 19 - Tue, Feb 24
United Airlines Logo
7:57 pm - 9:40 am
PDX
-
PNS
11h 43m
2 stops
United Airlines Logo
4:08 pm - 10:56 pm
PNS
-
PDX
8h 48m
1 stop
$382United Airlines
Sat, Feb 21 - Sat, Feb 28
Southwest Logo
6:30 am - 8:40 pm
PDX
-
PNS
12h 10m
2 stops
Southwest Logo
11:35 am - 10:00 pm
PNS
-
PDX
12h 25m
2 stops
$383Southwest
Wed, Apr 1 - Wed, Apr 8
American Airlines Logo
11:40 pm - 11:04 am
PDX
-
PNS
9h 24m
1 stop
American Airlines Logo
12:05 pm - 9:52 pm
PNS
-
PDX
11h 47m
2 stops
$385American Airlines
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
11:56 am - 10:46 pm
PDX
-
PNS
8h 50m
1 stop
American Airlines Logo
5:42 pm - 10:49 pm
PNS
-
PDX
7h 07m
1 stop
$387American Airlines
Wed, Apr 29 - Wed, May 6
Southwest Logo
11:55 pm - 2:35 pm
PDX
-
PNS
12h 40m
2 stops
Southwest Logo
11:35 am - 9:00 pm
PNS
-
PDX
11h 25m
2 stops
$391Southwest
Sat, Apr 18 - Wed, Apr 22

United Airlines flights from Portland to Pensacola

Our best United Airlines deals on Portland to Pensacola flight tickets
United Airlines
Apr 1
PDX5:00 amPortland
7h 51m
1 stop
PNS2:51 pmPensacola
Apr 8
PNS4:00 pmPensacola
7h 14m
1 stop
PDX9:14 pmPortland
$367
United Airlines
Feb 21
PDX7:57 pmPortland
11h 43m
2 stops
PNS9:40 amPensacola
Feb 28
PNS4:08 pmPensacola
8h 48m
1 stop
PDX10:56 pmPortland
$382
United Airlines
Feb 20
PDX7:57 pmPortland
11h 43m
2 stops
PNS9:40 amPensacola
Feb 28
PNS4:08 pmPensacola
8h 48m
1 stop
PDX10:56 pmPortland
$417

American Airlines flights from Portland to Pensacola

Our best American Airlines deals on Portland to Pensacola flight tickets
American Airlines
Mar 3
PDX6:25 amPortland
10h 36m
2 stops
PNS7:01 pmPensacola
Mar 4
PNS3:16 pmPensacola
8h 36m
1 stop
PDX9:52 pmPortland
$372
American Airlines
Feb 19
PDX11:40 pmPortland
9h 24m
1 stop
PNS11:04 amPensacola
Feb 24
PNS3:16 pmPensacola
10h 11m
1 stop
PDX11:27 pmPortland
$380
American Airlines
Feb 19
PDX11:40 pmPortland
9h 24m
1 stop
PNS11:04 amPensacola
Feb 24
PNS12:05 pmPensacola
11h 47m
2 stops
PDX9:52 pmPortland
$385

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 January 15, 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

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 3/5

6:56 pm-6:18 pm

2 stops21h 22m

Pensacola

Sun 3/8

7:13 pm-11:09 am

1 stop17h 56m

$242

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/1

5:00 am-2:51 pm

1 stop7h 51m

Pensacola

Wed 4/8

4:00 pm-9:14 pm

1 stop7h 14m

$367

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 3/3

6:25 am-7:01 pm

2 stops10h 36m

Pensacola

Wed 3/4

3:16 pm-9:52 pm

1 stop8h 36m

$372

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Tue 3/3

6:00 am-6:25 pm

2 stops10h 25m

Pensacola

Wed 3/4

10:25 am-7:15 pm

2 stops10h 50m

$378

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 2/19

11:40 pm-11:04 am

1 stop9h 24m

Pensacola

Tue 2/24

3:16 pm-11:27 pm

1 stop10h 11m

$380

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Sat 2/21

7:57 pm-9:40 am

2 stops11h 43m

Pensacola

Sat 2/28

4:08 pm-10:56 pm

1 stop8h 48m

$382

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/1

6:30 am-8:40 pm

2 stops12h 10m

Pensacola

Wed 4/8

11:35 am-10:00 pm

2 stops12h 25m

$383

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Thu 2/19

11:40 pm-11:04 am

1 stop9h 24m

Pensacola

Tue 2/24

12:05 pm-9:52 pm

2 stops11h 47m

$385

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Wed 4/29

11:56 am-10:46 pm

1 stop8h 50m

Pensacola

Wed 5/6

5:42 pm-10:49 pm

1 stop7h 07m

$387

PortlandPensacola

PDX - PNS

PDXPNS

Portland

Sat 4/18

11:55 pm-2:35 pm

2 stops12h 40m

Pensacola

Wed 4/22

11:35 am-9:00 pm

2 stops11h 25m

$391

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 September. Flight prices, which tend to average around $384, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Pensacola from Portland during January instead. Flights to Pensacola in January, while not as cheap as those in September, still average around $391.

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 $462 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 $344 on momondo.

Can stopping save me money on Portland to Pensacola flights?

You could potentially save up to 13% 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 January 2026, prices for Portland to Pensacola flights are approximately 164% 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

Fastest flight time

7h 42m

Direct flights

None
The fastest flight from Portland to Pensacola takes 7h 42m
There are no direct flights from Portland to Pensacola. There are no popular flight routes from Portland to Pensacola.
Search flight deals

  • How far is Portland to Pensacola by plane?

    Pensacola is 2169.1 mi away from Portland. Flights usually cover this in 7h 42m, 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
5.7
3,056 reviews
Search Frontier flights
DeltaPriceFrom $219Free CancellationRating
7.9
8,048 reviews
Search Delta flights
American AirlinesPriceFrom $298Free CancellationRating
7.2
11,129 reviews
Search American Airlines flights
United AirlinesPriceFrom $327Free CancellationRating
7.4
9,163 reviews
Search United Airlines flights
SouthwestPriceFrom $437Free CancellationRating
8.0
4,258 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
Navarre Beach
Atmore
Milton
Gulf Breeze
Evergreen
Warrington

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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