$153+ Cheap flights from Pensacola to Portland, ME (PNS - PWM)
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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — PWM
Oct 14 — Oct 211
Round-trip
1 adult, Economy
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Find cheap flights from Pensacola to Portland 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 Pensacola to Portland
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Cheapest flights from Pensacola to PortlandExplore the most affordable flight options available from Pensacola to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
Explore the most affordable flight options available from Pensacola to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 11/108:48 am -
1 stop23h 20m
Tue 11/175:09 pm -
1 stop17h 41m
Deal found 9/10![Breeze Airways logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/2810:30 am -
1 stop4h 54m
Wed 11/45:09 pm -
2 stops27h 02m
Deal found 9/9![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/2810:30 am -
1 stop4h 54m
Wed 11/46:31 pm -
1 stop14h 07m
Deal found 9/9![Breeze Airways logo]()
$348
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Tue 10/205:35 pm -
1 stop5h 24m
Sat 10/245:30 am -
1 stop8h 14m
Deal found 9/9![American Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:25 pm -
2 stops9h 54m
Tue 11/176:27 am -
2 stops9h 30m
Deal found 9/10![Delta logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/208:48 am -
1 stop23h 20m
Sat 10/245:09 pm -
2 stops15h 29m
Deal found 9/9![Breeze Airways logo]()
$375
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:05 am -
2 stops6h 57m
Wed 11/412:42 pm -
2 stops10h 25m
Deal found 9/9![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/2012:35 pm -
2 stops9h 05m
Sat 10/245:35 am -
2 stops9h 00m
Deal found 9/9![Southwest logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/98:15 pm -
1 stop11h 53m
Fri 10/163:53 pm -
2 stops18h 57m
Deal found 9/9![Multiple Airlines logo]()
$424
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:35 pm -
1 stop5h 24m
Wed 10/145:30 am -
1 stop8h 14m
Deal found 9/10![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop6h 37m
Wed 10/288:32 am -
2 stops12h 32m
Deal found 9/10![United Airlines logo]()
$450
Best flights from Pensacola to PortlandDiscover carefully curated flight deals from Pensacola to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
Discover carefully curated flight deals from Pensacola to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/2810:30 am -
1 stop4h 54m
Wed 11/46:31 pm -
1 stop14h 07m
Deal found 9/9![Breeze Airways logo]()
$348
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:05 am -
2 stops6h 57m
Wed 11/412:42 pm -
2 stops10h 25m
Deal found 9/9![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/2012:35 pm -
2 stops9h 05m
Sat 10/245:35 am -
2 stops9h 00m
Deal found 9/9![Southwest logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/98:15 pm -
1 stop11h 53m
Fri 10/163:53 pm -
2 stops18h 57m
Deal found 9/9![Multiple Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop6h 37m
Wed 10/288:32 am -
2 stops12h 32m
Deal found 9/10![United Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:35 pm -
1 stop5h 24m
Wed 10/147:00 am -
2 stops8h 30m
Deal found 9/10![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 9/13. 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 1/261:59 pm -
1 stop7h 24m
Tue 2/26:00 am -
1 stop6h 17m
Deal found 9/13![Delta logo]()
$411
Last-minute flights from Pensacola to PortlandDiscover last-minute flight deals from Pensacola to Portland. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Portland. Data last updated September 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:45 am -
1 stop4h 57m
Mon 10/57:24 pm -
1 stop5h 25m
Deal found 9/10![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:35 pm -
1 stop5h 24m
Wed 10/145:30 am -
1 stop8h 14m
Deal found 9/10![American Airlines logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/98:15 pm -
1 stop11h 53m
Fri 10/163:53 pm -
2 stops18h 57m
Deal found 9/9![Multiple Airlines logo]()
$424
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Tue 10/205:35 pm -
1 stop5h 24m
Sat 10/245:30 am -
1 stop8h 14m
Deal found 9/9![American Airlines logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/208:48 am -
1 stop23h 20m
Sat 10/245:09 pm -
2 stops15h 29m
Deal found 9/9![Breeze Airways logo]()
$375
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/2012:35 pm -
2 stops9h 05m
Sat 10/245:35 am -
2 stops9h 00m
Deal found 9/9![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop6h 37m
Wed 10/288:32 am -
2 stops12h 32m
Deal found 9/10![United Airlines logo]()
$450
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/2810:30 am -
1 stop4h 54m
Wed 11/45:09 pm -
2 stops27h 02m
Deal found 9/9![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/2810:30 am -
1 stop4h 54m
Wed 11/46:31 pm -
1 stop14h 07m
Deal found 9/9![Breeze Airways logo]()
$348
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:05 am -
2 stops6h 57m
Wed 11/412:42 pm -
2 stops10h 25m
Deal found 9/9![Delta logo]()
$403
One-way flights from Pensacola to PortlandSearch for one-way flight options from Pensacola to Portland. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
Search for one-way flight options from Pensacola to Portland. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 9/282:11 pm -
2 stops25h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 9/298:48 am -
2 stops30h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$171
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/33:27 pm -
1 stop5h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$178
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/37:00 am -
2 stops12h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$183
This Delta deal was found by Cheapflights users on 9/13. 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 1/261:59 pm -
1 stop7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 9/298:48 am -
3 stops35h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 9/218:58 am -
2 stops30h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/272:11 pm -
1 stop17h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:00 pm -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$289
Find flight deals from Pensacola to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Portland (PWM). 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 September 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Kiwi.com) |
One-way from | $153 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $386 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pensacola to Portland 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 September 14, 2026.
Use the filters below to find and compare flights from Pensacola to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Mon 9/28
2:11 pm-4:24 pm
2 stops25h 13m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
Quickest round-trip
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Sat 10/3
3:27 pm-9:45 pm
1 stop5h 18m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$178
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Sat 10/3
7:00 am-8:22 pm
2 stops12h 22m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$183
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Tue 1/26
1:59 pm-10:23 pm
1 stop7h 24m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$206
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Mon 9/28
5:00 pm-11:45 pm
1 stop5h 45m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$289
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Sun 9/27
2:11 pm-11:24 pm
2 stops32h 13m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$297
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Tue 9/22
8:48 am-4:24 pm
2 stops30h 36m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$324
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Tue 9/22
5:00 pm-11:45 pm
1 stop5h 45m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$331
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Wed 9/23
5:00 pm-11:45 pm
1 stop5h 45m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$331
PensacolaPortland
PNS Pensacola - PWM Portland
PNSPWM
Pensacola
Wed 10/28
10:30 am-4:24 pm
1 stop4h 54m
Portland
Wed 11/4
6:31 pm-7:38 am
1 stop14h 07m
$348
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Pensacola to Portland
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 Pensacola to Portland in September.
| 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 Pensacola-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pensacola-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pensacola-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Pensacola-Portland, Maine 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 Pensacola-Portland, Maine 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 Pensacola to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Pensacola with our price prediction graph.
PNS-PWM
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 Pensacola to Portland
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated September 14, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Pensacola to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Related info for your journey
Find useful and relevant information for your journey from Pensacola to Portland. 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 Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Lewiston
Brunswick
Conway
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Pensacola and Portland flights
Browse other Pensacola and Portland flight options. Last updated on September 14, 2026.
Other flights from Pensacola
Browse through other flights departing from Pensacola. Flights are based on user searches made on Cheapflights and were last updated on September 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 14, 2026.
Top 2 airlines flying from Pensacola to Portland
Discover the top 2 airlines that operate flights from Pensacola to Portland. 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 7,457,451 searches. Data last updated September 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$283 | Average$486 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$312 | Average$462 | FlexibilityNo cancel fee | On-time71% |