$178+ Cheap flights from Portland to Pensacola (PDX - PNS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PNS
Nov 24 — Dec 11
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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Best
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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 October 25, 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 October 25, 2026.
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/1011:09 pm -
1 stop8h 46m
Tue 11/173:47 pm -
1 stop9h 56m
Deal found 10/20![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/107:00 am -
2 stops12h 40m
Tue 11/176:45 am -
1 stop7h 28m
Deal found 10/20![United Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 10/20. 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 11/106:30 am -
2 stops11h 40m
Tue 11/176:20 am -
2 stops8h 50m
Deal found 10/20![Southwest logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sun 12/65:00 am -
1 stop8h 45m
Sat 12/1211:17 am -
1 stop10h 29m
Deal found 10/20![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Fri 12/411:39 pm -
1 stop9h 10m
Mon 12/73:47 pm -
1 stop10h 02m
Deal found 10/21![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/20. 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 12/612:55 pm -
1 stop7h 04m
Sat 12/126:47 am -
2 stops13h 56m
Deal found 10/20![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/24. 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.
Fri 12/411:54 am -
1 stop8h 13m
Mon 12/74:10 pm -
1 stop7h 48m
Deal found 10/24![Delta logo]()
$385
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/119:50 pm -
1 stop10h 37m
Mon 11/163:47 pm -
1 stop9h 56m
Deal found 10/21![American Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 10/23. 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.
Sun 12/68:25 am -
2 stops10h 10m
Sat 12/126:00 am -
2 stops10h 40m
Deal found 10/23![Southwest logo]()
$429
This Southwest deal was found by Cheapflights users on 10/24. 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.
Fri 12/188:35 am -
2 stops11h 55m
Fri 1/16:20 am -
2 stops8h 50m
Deal found 10/24![Southwest logo]()
$440
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 October 25, 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 October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/24. 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.
Wed 1/66:20 am -
2 stops10h 10m
Tue 1/127:50 am -
2 stops12h 15m
Deal found 10/24![Southwest logo]()
$395
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Fri 11/612:57 pm -
1 stop6h 43m
Tue 11/103:10 pm -
1 stop10h 05m
Deal found 10/21![United Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 10/20. 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 12/1611:53 am -
1 stop6h 35m
Sun 1/33:59 pm -
1 stop20h 57m
Deal found 10/20![Delta logo]()
$611
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/107:26 pm -
2 stops12h 11m
Tue 11/176:45 am -
3 stops16h 17m
Deal found 10/20![United Airlines logo]()
$463
This Southwest deal was found by Cheapflights users on 10/22. 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 1/216:20 am -
2 stops9h 50m
Tue 1/2610:35 am -
2 stops13h 20m
Deal found 10/22![Southwest logo]()
$507
This United Airlines deal was found by Cheapflights users on 10/24. 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 11/107:00 am -
2 stops12h 40m
Thu 12/36:47 am -
1 stop7h 30m
Deal found 10/24![United Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 10/20. 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 12/1611:53 am -
1 stop6h 35m
Fri 1/18:05 am -
2 stops16h 18m
Deal found 10/20![Delta logo]()
$649
This Southwest deal was found by Cheapflights users on 10/23. 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.
Sun 12/209:40 pm -
2 stops9h 30m
Mon 12/286:00 am -
2 stops12h 30m
Deal found 10/23![Southwest logo]()
$655
This United Airlines deal was found by Cheapflights users on 10/20. 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 12/157:00 am -
2 stops12h 59m
Fri 1/16:47 am -
1 stop7h 48m
Deal found 10/20![United Airlines logo]()
$607
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 11/77:00 am -
2 stops11h 04m
Wed 11/113:52 pm -
1 stop9h 17m
Deal found 10/24![United Airlines logo]()
$626
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sun 11/85:00 am -
1 stop8h 09m
Thu 11/122:22 pm -
1 stop10h 05m
Deal found 10/24![United Airlines logo]()
$637
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Wed 11/117:26 pm -
2 stops16h 00m
Mon 11/169:00 am -
2 stops15h 46m
Deal found 10/20![United Airlines logo]()
$680
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated October 25, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/311:09 pm -
1 stop8h 46m
Tue 11/103:47 pm -
1 stop9h 56m
Deal found 10/20![American Airlines logo]()
$450
This CheapOair deal was found by Cheapflights users on 10/21. 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 11/512:02 pm -
1 stop24h 31m
Mon 11/93:28 pm -
1 stop21h 39m
Deal found 10/21![Frontier logo]()
$470
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Fri 11/612:57 pm -
1 stop6h 43m
Tue 11/103:10 pm -
1 stop10h 05m
Deal found 10/21![United Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/1011:09 pm -
1 stop8h 46m
Tue 11/173:47 pm -
1 stop9h 56m
Deal found 10/20![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/107:00 am -
2 stops12h 40m
Tue 11/176:45 am -
1 stop7h 28m
Deal found 10/20![United Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 10/20. 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 11/106:30 am -
2 stops11h 40m
Tue 11/176:20 am -
2 stops8h 50m
Deal found 10/20![Southwest logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/24. 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.
Tue 11/106:00 am -
1 stop6h 56m
Thu 12/33:47 pm -
1 stop8h 14m
Deal found 10/24![American Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/119:50 pm -
1 stop10h 37m
Mon 11/163:47 pm -
1 stop9h 56m
Deal found 10/20![American Airlines logo]()
$336
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 October 25, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This United Airlines deal was found by Cheapflights users on 10/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2512:59 pm -
1 stop6h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![United Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 10/24. 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.
Fri 12/188:35 am -
2 stops11h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Southwest logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/312:02 pm -
2 stops22h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 10/22. 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 12/3011:59 pm -
1 stop9h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/35:00 am -
1 stop8h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 10/22. 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 12/2910:25 pm -
1 stop8h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$320
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/2811:50 pm -
2 stops12h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 10/22. 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 12/2810:25 pm -
1 stop8h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$360
This CheapOair deal was found by Cheapflights users on 10/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:02 pm -
1 stop24h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:59 am -
3 stops44h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$375
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Delta) |
One-way from | $178 (American Airlines) |
Popular in | February |
Cheapest in | September |
Average price | $532 |
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 7,457,451 searches. Data last updated October 25, 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 Portland - PNS Pensacola
PDXPNS
Portland
Fri 12/25
12:59 pm-9:53 pm
1 stop6h 54m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$178
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Fri 12/18
8:35 am-10:30 pm
2 stops11h 55m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$232
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Fri 12/25
6:20 am-8:10 pm
2 stops11h 50m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$254
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Tue 12/29
10:25 pm-8:34 am
1 stop8h 09m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$320
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Mon 12/28
11:50 pm-2:10 pm
2 stops12h 20m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$355
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Thu 11/5
12:02 pm-2:33 pm
1 stop24h 31m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$372
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Thu 11/5
10:59 am-9:50 am
3 stops44h 51m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$375
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Fri 12/18
12:59 pm-9:53 pm
1 stop6h 54m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$379
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Wed 1/6
6:20 am-6:30 pm
2 stops10h 10m
Pensacola
Tue 1/12
7:50 am-6:05 pm
2 stops12h 15m
$395
PortlandPensacola
PDX Portland - PNS Pensacola
PDXPNS
Portland
Sat 12/26
1:00 pm-10:03 pm
1 stop7h 03m
Pensacola
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$400
Showing 1-10 of 22 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 October.
| 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 85 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 $422). 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 $425 and $637 in January.The cheapest round-trip price found within the last 5 days was $279 on Delta (Jan 21-Jan 26).
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 October 25, 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.
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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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Top 4 airlines flying from Portland to Pensacola
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$336 | Average$502 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$361 | Average$531 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$378 | Average$548 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$387 | Average$518 | FlexibilityNo cancel fee | On-time63% |