$133+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PNS
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Pensacola
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Cheapest flights from Portland to PensacolaExplore 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 July 28, 2026.
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 July 28, 2026.
This CheapOair deal was found by Cheapflights users on 7/27. 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 9/1012:38 pm
PDX
- PNS
1 stop23h 53m
Frontier
Sat 9/123:26 pm
PNS
- PDX
1 stop22h 17m
Frontier
Deal found 7/27![Frontier logo]()
$260
This CheapOair deal was found by Cheapflights users on 7/27. 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 9/1012:38 pm
PDX
- PNS
1 stop23h 53m
Frontier
Sun 9/133:26 pm
PNS
- PDX
1 stop22h 17m
Frontier
Deal found 7/27![Frontier logo]()
$294
This CheapOair deal was found by Cheapflights users on 7/26. 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.
Thu 10/1512:34 pm
PDX
- PNS
1 stop27h 30m
Frontier
Tue 10/206:59 pm
PNS
- PDX
1 stop23h 36m
Frontier
Deal found 7/26![Frontier logo]()
$328
This CheapOair deal was found by Cheapflights users on 7/28. 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 8/195:56 pm
PDX
- PNS
1 stop22h 35m
Frontier
Sun 8/237:26 pm
PNS
- PDX
1 stop23h 45m
Frontier
Deal found 7/28![Frontier logo]()
$330
This CheapOair deal was found by Cheapflights users on 7/27. 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 10/412:38 pm
PDX
- PNS
1 stop23h 53m
Frontier
Tue 10/136:59 pm
PNS
- PDX
1 stop23h 36m
Frontier
Deal found 7/27![Frontier logo]()
$338
This CheapOair deal was found by Cheapflights users on 7/28. 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 8/195:56 pm
PDX
- PNS
1 stop22h 35m
Frontier
Sat 8/224:31 pm
PNS
- PDX
1 stop26h 40m
Frontier
Deal found 7/28![Frontier logo]()
$356
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:18 am
PDX
- PNS
1 stop7h 24m
American Airlines
Sun 9/66:05 pm
PNS
- PDX
1 stop7h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 7/27. 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 10/67:30 am
PDX
- PNS
1 stop8h 48m
American Airlines
Wed 10/144:06 pm
PNS
- PDX
1 stop7h 05m
American Airlines
Deal found 7/27![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Thu 9/105:00 am
PDX
- PNS
1 stop8h 10m
United Airlines
Sat 9/129:00 am
PNS
- PDX
2 stops11h 25m
United Airlines
Deal found 7/28![United Airlines logo]()
$374
This CheapOair deal was found by Cheapflights users on 7/26. 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.
Fri 8/1412:20 pm
PDX
- PNS
1 stop25h 16m
Frontier
Tue 8/257:26 pm
PNS
- PDX
1 stop23h 45m
Frontier
Deal found 7/26![Frontier logo]()
$376
This Southwest deal was found by Cheapflights users on 7/28. 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.
Thu 9/1011:30 pm
PDX
- PNS
2 stops11h 35m
Southwest
Sat 9/129:40 am
PNS
- PDX
2 stops10h 50m
Southwest
Deal found 7/28![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 7/27. 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.
Tue 10/66:00 am
PDX
- PNS
2 stops10h 15m
Southwest
Wed 10/147:55 am
PNS
- PDX
2 stops10h 50m
Southwest
Deal found 7/27![Southwest logo]()
$384
Best flights from Portland to PensacolaDiscover carefully curated flight deals from Portland to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
Discover carefully curated flight deals from Portland to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Thu 9/312:55 pm
PDX
- PNS
1 stop7h 20m
United Airlines
Sun 9/64:15 pm
PNS
- PDX
1 stop6h 50m
United Airlines
Deal found 7/24![United Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 7/26. 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.
Fri 9/116:05 am
PDX
- PNS
1 stop7h 35m
Southwest
Fri 9/181:10 pm
PNS
- PDX
2 stops10h 05m
Southwest
Deal found 7/26![Southwest logo]()
$409
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:49 pm
PDX
- PNS
2 stops12h 30m
Delta
Tue 10/201:39 pm
PNS
- PDX
2 stops12h 20m
Delta
Deal found 7/24![Delta logo]()
$605
This Southwest deal was found by Cheapflights users on 7/26. 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.
Mon 9/217:00 pm
PDX
- PNS
2 stops12h 25m
Southwest
Sun 9/274:05 pm
PNS
- PDX
1 stop8h 10m
Southwest
Deal found 7/26![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:40 am
PDX
- PNS
1 stop8h 25m
Southwest
Sun 8/305:55 am
PNS
- PDX
2 stops10h 10m
Southwest
Deal found 7/25![Southwest logo]()
$482
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Tue 8/187:00 am
PDX
- PNS
2 stops13h 15m
United Airlines
Mon 8/242:20 pm
PNS
- PDX
1 stop10h 32m
United Airlines
Deal found 7/24![United Airlines logo]()
$572
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:05 am
PDX
- PNS
2 stops10h 45m
Southwest
Sun 9/68:20 am
PNS
- PDX
2 stops12h 40m
Southwest
Deal found 7/24![Southwest logo]()
$487
This Southwest deal was found by Cheapflights users on 7/23. 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.
Thu 8/1311:30 pm
PDX
- PNS
2 stops11h 35m
Southwest
Sun 8/164:05 pm
PNS
- PDX
1 stop8h 10m
Southwest
Deal found 7/23![Southwest logo]()
$516
This Southwest deal was found by Cheapflights users on 7/28. 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 8/125:50 am
PDX
- PNS
2 stops10h 45m
Southwest
Sun 8/165:55 am
PNS
- PDX
2 stops10h 10m
Southwest
Deal found 7/28![Southwest logo]()
$599
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated July 28, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 7/28. 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 8/125:21 pm
PDX
- PNS
1 stop23h 05m
Frontier
Sun 8/167:21 pm
PNS
- PDX
1 stop23h 30m
Frontier
Deal found 7/28![Frontier logo]()
$421
This CheapOair deal was found by Cheapflights users on 7/26. 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.
Fri 8/1412:20 pm
PDX
- PNS
1 stop25h 16m
Frontier
Tue 8/257:26 pm
PNS
- PDX
1 stop23h 45m
Frontier
Deal found 7/26![Frontier logo]()
$376
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/185:18 am
PDX
- PNS
1 stop7h 24m
American Airlines
Mon 8/2412:08 pm
PNS
- PDX
1 stop9h 40m
American Airlines
Deal found 7/28![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:55 pm
PDX
- PNS
1 stop7h 22m
Delta
Sun 8/234:00 pm
PNS
- PDX
1 stop7h 44m
Delta
Deal found 7/24![Delta logo]()
$433
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:05 am
PDX
- PNS
1 stop7h 35m
Southwest
Mon 8/242:40 pm
PNS
- PDX
2 stops10h 25m
Southwest
Deal found 7/24![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:40 am
PDX
- PNS
1 stop8h 25m
Southwest
Sun 8/304:05 pm
PNS
- PDX
1 stop6h 30m
Southwest
Deal found 7/25![Southwest logo]()
$477
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:18 am
PDX
- PNS
1 stop7h 24m
American Airlines
Sun 9/66:05 pm
PNS
- PDX
1 stop7h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 7/27. 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.
Thu 8/2711:30 pm
PDX
- PNS
2 stops11h 35m
Southwest
Mon 8/312:10 pm
PNS
- PDX
1 stop9h 05m
Southwest
Deal found 7/27![Southwest logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Thu 8/276:27 am
PDX
- PNS
1 stop9h 05m
American Airlines
Thu 9/33:35 pm
PNS
- PDX
1 stop9h 34m
American Airlines
Deal found 7/26![American Airlines logo]()
$444
One-way flights from Portland to PensacolaSearch for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This CheapOair deal was found by Cheapflights users on 7/23. 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 8/265:56 pm
PDX
- PNS
1 stop22h 35m
Frontier
Deal found 7/23![Frontier logo]()
$133
This CheapOair deal was found by Cheapflights users on 7/26. 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 10/145:35 pm
PDX
- PNS
1 stop22h 29m
Frontier
Deal found 7/26![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:56 pm
PDX
- PNS
2 stops16h 13m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$182
This CheapOair deal was found by Cheapflights users on 7/23. 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 8/125:21 pm
PDX
- PNS
1 stop23h 05m
Frontier
Deal found 7/23![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:36 pm
PDX
- PNS
2 stops23h 05m
Frontier
Deal found 7/26![Frontier logo]()
$187
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 8/2510:55 pm
PDX
- PNS
1 stop7h 22m
Delta
Deal found 7/25![Delta logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Wed 8/265:56 pm
PDX
- PNS
3 stops35h 50m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 7/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:15 pm
PDX
- PNS
2 stops12h 28m
United Airlines
Deal found 7/26![United Airlines logo]()
$223
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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $260 (CheapOair) |
One-way from | $133 (CheapOair) |
Popular in | February |
Cheapest in | September |
Average price | $474 |
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 July 28, 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
Cheapest round-trip
Quickest round-trip
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Thu 9/3
12:55 pm-10:15 pm
1 stop7h 20m
Pensacola
Sun 9/6
4:15 pm-9:05 pm
1 stop6h 50m
$404
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Fri 9/11
6:05 am-3:40 pm
1 stop7h 35m
Pensacola
Fri 9/18
1:10 pm-9:15 pm
2 stops10h 05m
$409
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Mon 9/21
7:00 pm-9:25 am
2 stops12h 25m
Pensacola
Sun 9/27
4:05 pm-10:15 pm
1 stop8h 10m
$428
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Sun 8/23
7:40 am-6:05 pm
1 stop8h 25m
Pensacola
Sun 8/30
5:55 am-2:05 pm
2 stops10h 10m
$482
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Thu 9/3
6:05 am-6:50 pm
2 stops10h 45m
Pensacola
Sun 9/6
8:20 am-7:00 pm
2 stops12h 40m
$487
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Thu 8/13
11:30 pm-1:05 pm
2 stops11h 35m
Pensacola
Sun 8/16
4:05 pm-10:15 pm
1 stop8h 10m
$516
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Tue 8/18
7:00 am-10:15 pm
2 stops13h 15m
Pensacola
Mon 8/24
2:20 pm-10:52 pm
1 stop10h 32m
$572
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Wed 8/12
5:50 am-6:35 pm
2 stops10h 45m
Pensacola
Sun 8/16
5:55 am-2:05 pm
2 stops10h 10m
$599
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Thu 10/15
5:49 pm-8:19 am
2 stops12h 30m
Pensacola
Tue 10/20
1:39 pm-11:59 pm
2 stops12h 20m
$605
Cheapest one-way
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Wed 8/12
5:21 pm-6:26 pm
1 stop23h 05m
$183
Showing 1-10 of 18 resultsSorted by cheapest first
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 July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
PDX-PNS
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 7 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, September is the cheapest month in which you can book a flight from Portland to Pensacola (average of $336). Flying from Portland to Pensacola in February is currently the most expensive (average of $986). 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?
Airfare is below average for this route at the moment.
Portland to Pensacola flights typically cost between $362 and $502 in September.The cheapest round-trip price found within the last 5 days was $260 on Frontier (Sep 10-Sep 12).
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 July 28, 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.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Navarre
Foley
Navarre Beach
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Portland and Pensacola flights
Browse other Portland and Pensacola flight options. Last updated on July 28, 2026.
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Top 4 airlines flying from Portland to Pensacola
Discover the top 4 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 July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$259 | Average$472 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$303 | Average$538 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$327 | Average$518 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$387 | Average$522 | FlexibilityNo cancel fee | On-time63% |