$76+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PNS
Apr 9 — Apr 161
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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Best
Last-minute
One-way
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 March 10, 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 March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/1011:58 am
PDX
- PNS
2 stops23h 20m
Frontier
Fri 4/177:24 pm
PNS
- PDX
1 stop18h 18m
Frontier
Deal found 3/9![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Sat 4/1812:27 pm
PDX
- PNS
2 stops18h 28m
Multiple Airlines
Mon 4/207:24 pm
PNS
- PDX
1 stop18h 28m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sun 4/127:46 pm
PDX
- PNS
2 stops20h 38m
Multiple Airlines
Fri 4/177:24 pm
PNS
- PDX
1 stop18h 18m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Sat 4/1812:27 pm
PDX
- PNS
1 stop25h 28m
Frontier
Mon 4/207:24 pm
PNS
- PDX
1 stop18h 28m
Frontier
Deal found 3/7![Frontier logo]()
$335
This CheapOair deal was found by Cheapflights users on 3/9. 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 4/1711:48 am
PDX
- PNS
1 stop26h 51m
Frontier
Sun 4/194:50 pm
PNS
- PDX
1 stop20h 13m
Frontier
Deal found 3/9![Frontier logo]()
$346
This American Airlines deal was found by Cheapflights users on 3/5. 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 4/11:52 pm
PDX
- PNS
1 stop6h 52m
American Airlines
Wed 4/83:01 pm
PNS
- PDX
1 stop8h 37m
American Airlines
Deal found 3/5![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/11:52 pm
PDX
- PNS
1 stop6h 52m
American Airlines
Mon 4/65:04 pm
PNS
- PDX
1 stop9h 18m
American Airlines
Deal found 3/9![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/221:52 pm
PDX
- PNS
1 stop6h 33m
American Airlines
Wed 4/295:42 pm
PNS
- PDX
1 stop7h 07m
American Airlines
Deal found 3/6![American Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 3/6. 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.
Mon 4/611:59 pm
PDX
- PNS
1 stop9h 22m
American Airlines
Thu 4/95:42 pm
PNS
- PDX
1 stop8h 12m
American Airlines
Deal found 3/6![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 3/7. 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.
Sat 4/1811:55 pm
PDX
- PNS
1 stop8h 45m
Southwest
Sat 4/258:00 am
PNS
- PDX
2 stops11h 45m
Southwest
Deal found 3/7![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 March 10, 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 March 10, 2026.
This United Airlines deal was found by Cheapflights users on 3/7. 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 5/187:45 pm
PDX
- PNS
2 stops12h 04m
United Airlines
Tue 5/265:29 pm
PNS
- PDX
1 stop8h 24m
United Airlines
Deal found 3/7![United Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 3/9. 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 4/1011:55 pm
PDX
- PNS
1 stop8h 30m
Southwest
Fri 4/174:20 pm
PNS
- PDX
1 stop8h 20m
Southwest
Deal found 3/9![Southwest logo]()
$447
This Delta deal was found by Cheapflights users on 3/8. 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.
Mon 4/611:15 pm
PDX
- PNS
2 stops12h 45m
Delta
Thu 4/93:55 pm
PNS
- PDX
1 stop8h 13m
Delta
Deal found 3/8![Delta logo]()
$464
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Sun 8/911:59 pm
PDX
- PNS
1 stop7h 44m
United Airlines
Wed 8/1911:15 am
PNS
- PDX
2 stops11h 35m
United Airlines
Deal found 3/6![United Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 3/5. 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 6/115:50 am
PDX
- PNS
2 stops8h 50m
Southwest
Sat 6/202:55 pm
PNS
- PDX
2 stops10h 30m
Southwest
Deal found 3/5![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 3/5. 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 6/127:55 pm
PDX
- PNS
2 stops11h 25m
Southwest
Sat 6/202:55 pm
PNS
- PDX
2 stops10h 30m
Southwest
Deal found 3/5![Southwest logo]()
$457
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/135:00 am
PDX
- PNS
1 stop7h 51m
United Airlines
Wed 4/152:15 pm
PNS
- PDX
1 stop10h 19m
United Airlines
Deal found 3/9![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 3/9. 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 4/16:30 am
PDX
- PNS
2 stops12h 10m
Southwest
Mon 4/65:25 pm
PNS
- PDX
1 stop9h 20m
Southwest
Deal found 3/9![Southwest logo]()
$460
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated March 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/5. 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 4/11:52 pm
PDX
- PNS
1 stop6h 52m
American Airlines
Wed 4/83:01 pm
PNS
- PDX
1 stop8h 37m
American Airlines
Deal found 3/5![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/11:52 pm
PDX
- PNS
1 stop6h 52m
American Airlines
Mon 4/65:04 pm
PNS
- PDX
1 stop9h 18m
American Airlines
Deal found 3/9![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 3/6. 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.
Mon 4/611:59 pm
PDX
- PNS
1 stop9h 22m
American Airlines
Thu 4/95:42 pm
PNS
- PDX
1 stop8h 12m
American Airlines
Deal found 3/6![American Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/1011:58 am
PDX
- PNS
2 stops23h 20m
Frontier
Fri 4/177:24 pm
PNS
- PDX
1 stop18h 18m
Frontier
Deal found 3/9![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sun 4/127:46 pm
PDX
- PNS
2 stops20h 38m
Multiple Airlines
Fri 4/177:24 pm
PNS
- PDX
1 stop18h 18m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$324
This CheapOair deal was found by Cheapflights users on 3/9. 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 4/1711:48 am
PDX
- PNS
1 stop26h 51m
Frontier
Sun 4/194:50 pm
PNS
- PDX
1 stop20h 13m
Frontier
Deal found 3/9![Frontier logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Sat 4/1812:27 pm
PDX
- PNS
2 stops18h 28m
Multiple Airlines
Mon 4/207:24 pm
PNS
- PDX
1 stop18h 28m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Sat 4/1812:27 pm
PDX
- PNS
1 stop25h 28m
Frontier
Mon 4/207:24 pm
PNS
- PDX
1 stop18h 28m
Frontier
Deal found 3/7![Frontier logo]()
$335
This Southwest deal was found by Cheapflights users on 3/7. 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.
Sat 4/1811:55 pm
PDX
- PNS
1 stop8h 45m
Southwest
Sat 4/258:00 am
PNS
- PDX
2 stops11h 45m
Southwest
Deal found 3/7![Southwest logo]()
$384
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/221:52 pm
PDX
- PNS
1 stop6h 33m
American Airlines
Wed 4/295:42 pm
PNS
- PDX
1 stop7h 07m
American Airlines
Deal found 3/6![American Airlines logo]()
$376
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 March 10, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sat 4/1812:27 pm
PDX
- PNS
1 stop25h 28m
Frontier
Deal found 3/6![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Sat 4/2512:27 pm
PDX
- PNS
1 stop28h 02m
Frontier
Deal found 3/10![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Sat 5/212:27 pm
PDX
- PNS
1 stop28h 12m
Frontier
Deal found 3/9![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Sun 4/2611:15 am
PDX
- PNS
1 stop29h 14m
Frontier
Deal found 3/9![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Sun 4/1911:15 am
PDX
- PNS
1 stop29h 14m
Frontier
Deal found 3/10![Frontier logo]()
$111
This CheapOair deal was found by Cheapflights users on 3/6. 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 5/711:48 am
PDX
- PNS
1 stop28h 51m
Frontier
Deal found 3/6![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Sat 5/912:27 pm
PDX
- PNS
1 stop28h 12m
Frontier
Deal found 3/10![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sat 4/1812:27 pm
PDX
- PNS
2 stops18h 28m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/141:48 pm
PDX
- PNS
3 stops41h 07m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$131
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 March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $256 (Kiwi.com) |
One-way from | $76 (Kiwi.com) |
Popular in | February |
Cheapest in | September |
Average price | $566 |
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 March 10, 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
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Mon 5/18
7:45 pm-9:49 am
2 stops12h 04m
Pensacola
Tue 5/26
5:29 pm-11:53 pm
1 stop8h 24m
$384
Quickest round-trip
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Fri 4/10
11:55 pm-10:25 am
1 stop8h 30m
Pensacola
Fri 4/17
4:20 pm-10:40 pm
1 stop8h 20m
$447
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Sun 8/9
11:59 pm-9:43 am
1 stop7h 44m
Pensacola
Wed 8/19
11:15 am-8:50 pm
2 stops11h 35m
$452
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Thu 6/11
5:50 am-4:40 pm
2 stops8h 50m
Pensacola
Sat 6/20
2:55 pm-11:25 pm
2 stops10h 30m
$457
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Fri 6/12
7:55 pm-9:20 am
2 stops11h 25m
Pensacola
Sat 6/20
2:55 pm-11:25 pm
2 stops10h 30m
$457
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Wed 4/1
6:30 am-8:40 pm
2 stops12h 10m
Pensacola
Mon 4/6
5:25 pm-12:45 am
1 stop9h 20m
$460
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Mon 4/6
11:15 pm-2:00 pm
2 stops12h 45m
Pensacola
Thu 4/9
3:55 pm-10:08 pm
1 stop8h 13m
$464
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Mon 4/13
5:00 am-2:51 pm
1 stop7h 51m
Pensacola
Wed 4/15
2:15 pm-10:34 pm
1 stop10h 19m
$483
Cheapest one-way
Quickest one-way
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Tue 4/7
5:00 am-2:51 pm
1 stop7h 51m
$190
PortlandPensacola
PDX - PNS
PDXPNS
Portland
Wed 4/1
7:00 am-9:57 pm
2 stops12h 57m
$195
Showing 1-10 of 15 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 March.
| 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?
Use this chart to determine the optimal time to book a round-trip flight from Portland to Pensacola. Price data was last updated on March 6, 2026.
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 72 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 $169). Flying from Portland to Pensacola in February is currently the most expensive (average of $379). 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.
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 March 10, 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
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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.
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Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
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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 March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$169 | Average$280 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$219 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$481 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$327 | Average$518 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$422 | Average$522 | FlexibilityNo cancel fee | On-time63% |