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Cheap flights from Portland to Pensacola from $141

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:00 pm - 10:36 amPDX  Portland-PNS Pensacola
10h 36m1 stop Miami
American Airlines Logo
2:20 pm - 10:46 pmPNS  Pensacola-PDX Portland
10h 26m1 stop Dallas/Fort Worth
$369American Airlines
Thu, Feb 25 - Tue, Mar 2
American Airlines Logo
11:13 pm - 10:31 amPDX  Portland-PNS Pensacola
9h 18m1 stop Chicago O'Hare Intl
American Airlines Logo
11:59 am - 7:55 pmPNS  Pensacola-PDX Portland
9h 56m1 stop Chicago O'Hare Intl
$369American Airlines
Thu, Dec 3 - Thu, Dec 10
Delta Logo
10:45 pm - 8:37 amPDX  Portland-PNS Pensacola
7h 52m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 11:33 amPNS  Pensacola-PDX Portland
7h 33m1 stop Atlanta Hartsfield-Jackson
$369Delta
Sat, Feb 13 - Sat, Feb 20
United Airlines Logo
12:45 pm - 9:34 pmPDX  Portland-PNS Pensacola
6h 49m1 stop Houston George Bush Intcntl
United Airlines Logo
6:46 am - 12:14 pmPNS  Pensacola-PDX Portland
7h 28m1 stop Houston George Bush Intcntl
$369United Airlines
Thu, Jan 14 - Thu, Jan 21
United Airlines Logo
12:45 pm - 9:34 pmPDX  Portland-PNS Pensacola
6h 49m1 stop Houston George Bush Intcntl
United Airlines Logo
4:55 pm - 11:15 pmPNS  Pensacola-PDX Portland
8h 20m1 stop Houston George Bush Intcntl
$369United Airlines
Mon, Jan 11 - Sat, Jan 16
Southwest Logo
6:30 am - 8:10 pmPDX  Portland-PNS Pensacola
11h 40m2 stops Phoenix Sky Harbor Intl Houston Hobby
Southwest Logo
6:20 am - 3:00 pmPNS  Pensacola-PDX Portland
10h 40m2 stops Houston Hobby Phoenix Sky Harbor Intl
$379Southwest
Thu, Dec 3 - Thu, Dec 10
Southwest Logo
6:30 am - 6:30 pmPDX  Portland-PNS Pensacola
10h 00m2 stops Chicago Midway Nashville Intl
Southwest Logo
10:25 am - 8:30 pmPNS  Pensacola-PDX Portland
12h 05m2 stops Dallas Love Field Denver Intl
$379Southwest
Mon, Jan 11 - Sat, Jan 16
Delta Logo
10:33 pm - 9:20 amPDX  Portland-PNS Pensacola
8h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 11:37 amPNS  Pensacola-PDX Portland
7h 37m1 stop Atlanta Hartsfield-Jackson
$400Delta
Mon, Feb 1 - Sun, Feb 7
Frontier Logo
12:24 pm - 2:08 pmPDX  Portland-PNS Pensacola
23h 44m1 stop Denver Intl
Frontier Logo
8:40 pm - 3:42 pmPNS  Pensacola-PDX Portland
45h 02m2 stops Orlando Denver Intl
$578Frontier
Sun, Jan 3 - Fri, Jan 8
Multiple Airlines Logo
7:25 pm - 12:05 pmPDX  Portland-PNS Pensacola
14h 40m2 stops Las Vegas Harry Reid Intl Orlando
Multiple Airlines Logo
3:03 pm - 3:42 pmPNS  Pensacola-PDX Portland
26h 39m1 stop Denver Intl
$596Multiple Airlines
Wed, Dec 30 - Mon, Jan 4

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American Airlines flights from Portland to Pensacola

Our best American Airlines deals on Portland to Pensacola flight tickets
American Airlines
Dec 3
PDX11:13 pmPortland
9h 18m
1 stop
PNS10:31 amPensacola
Dec 10
PNS11:59 amPensacola
9h 56m
1 stop
PDX7:55 pmPortland
$369
American Airlines
Mar 3
PDX7:31 amPortland
6h 20m
1 stop
PNS3:51 pmPensacola
Mar 9
PNS2:20 pmPensacola
10h 26m
1 stop
PDX10:46 pmPortland
$400
American Airlines
Mar 2
PDX12:59 amPortland
7h 35m
1 stop
PNS10:34 amPensacola
Mar 10
PNS2:20 pmPensacola
11h 13m
2 stops
PDX11:33 pmPortland
$471

Southwest flights from Portland to Pensacola

Our best Southwest deals on Portland to Pensacola flight tickets
Southwest
Dec 3
PDX6:30 amPortland
11h 40m
2 stops
PNS8:10 pmPensacola
Dec 10
PNS6:20 amPensacola
10h 40m
2 stops
PDX3:00 pmPortland
$379
Southwest
Feb 1
PDX6:30 amPortland
10h 00m
2 stops
PNS6:30 pmPensacola
Feb 7
PNS2:20 pmPensacola
10h 55m
2 stops
PDX11:15 pmPortland
$410
Southwest
Feb 25
PDX8:55 pmPortland
10h 10m
2 stops
PNS9:05 amPensacola
Mar 2
PNS7:50 amPensacola
12h 15m
2 stops
PDX6:05 pmPortland
$420

momondo Fare Finder

 
Use the filters below to find and compare flights from Portland to Pensacola that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Thu 2/25

10:00 pm-10:36 am

1 stop10h 36m

Pensacola

Tue 3/2

2:20 pm-10:46 pm

1 stop10h 26m

$369

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Thu 12/3

11:13 pm-10:31 am

1 stop9h 18m

Pensacola

Thu 12/10

11:59 am-7:55 pm

1 stop9h 56m

$369

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Sat 2/13

10:45 pm-8:37 am

1 stop7h 52m

Pensacola

Sat 2/20

6:00 am-11:33 am

1 stop7h 33m

$369
Quickest round-trip

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Thu 1/14

12:45 pm-9:34 pm

1 stop6h 49m

Pensacola

Thu 1/21

6:46 am-12:14 pm

1 stop7h 28m

$369

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Mon 1/11

12:45 pm-9:34 pm

1 stop6h 49m

Pensacola

Sat 1/16

4:55 pm-11:15 pm

1 stop8h 20m

$369

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Thu 12/3

6:30 am-8:10 pm

2 stops11h 40m

Pensacola

Thu 12/10

6:20 am-3:00 pm

2 stops10h 40m

$379

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Mon 1/11

6:30 am-6:30 pm

2 stops10h 00m

Pensacola

Sat 1/16

10:25 am-8:30 pm

2 stops12h 05m

$379

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Mon 2/1

10:33 pm-9:20 am

1 stop8h 47m

Pensacola

Sun 2/7

6:00 am-11:37 am

1 stop7h 37m

$400

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Sun 1/3

12:24 pm-2:08 pm

1 stop23h 44m

Pensacola

Fri 1/8

8:40 pm-3:42 pm

2 stops45h 02m

$578

PortlandPensacola

PDX Portland - PNS Pensacola

PDXPNS

Portland

Wed 12/30

7:25 pm-12:05 pm

2 stops14h 40m

Pensacola

Mon 1/4

3:03 pm-3:42 pm

1 stop26h 39m

$596

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 typical price of a round-trip flight between Portland and Pensacola?

Prices are currently low for flights on this route.

Typical prices usually range from $421 to $680.
The lowest price recently found on this route was $369.

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Portland is in January. Flight prices, which tend to average around $336, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Pensacola from Portland during September instead. Flights to Pensacola in September, while not as cheap as those in January, still average around $422.

How far in advance should I book a flight from Portland 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 $531 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 $409 on momondo.

How have Portland to Pensacola flight prices changed over time?

As of November 2026, prices for Portland to Pensacola flights are approximately 236% 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

Best Price Found

$141

Fastest flight time

6h 20m

Direct flights

None
The best one-way flight to Pensacola from Portland in the past 72 hours is $141. The best round-trip flight deal from Portland to Pensacola found on momondo in the last 72 hours is $369.
The fastest flight from Portland to Pensacola takes 6h 20m
There are no direct flights from Portland to Pensacola. There are no popular flight routes from Portland to Pensacola.
Search flight deals

Frequently asked questions about flying from Portland to Pensacola

  • How far is Portland to Pensacola by plane?

    Pensacola is 2169.1 mi away from Portland. Flights usually cover this in 6h 20m, 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
SouthwestPriceFrom $341Free CancellationRating
8.0
4,219 reviews
Search Southwest flights
DeltaPriceFrom $349Free CancellationRating
7.8
8,700 reviews
Search Delta flights
American AirlinesPriceFrom $361Free CancellationRating
7.0
12,224 reviews
Search American Airlines flights
United AirlinesPriceFrom $378Free CancellationRating
7.3
10,460 reviews
Search United Airlines flights

Traveling to a place near Pensacola?

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