$171+ Cheap flights from Pensacola to Portland, ME (PNS - PWM)
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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — PWM
May 27 — Jun 31
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 April 27, 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 April 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:26 am
PNS
- PWM
1 stop4h 50m
Breeze Airways
Mon 8/319:52 am
PWM
- PNS
1 stop6h 38m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Sat 5/910:26 am
PNS
- PWM
1 stop4h 50m
Multiple Airlines
Wed 5/135:01 pm
PWM
- PNS
2 stops23h 52m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$276
This Delta deal was found by Cheapflights users on 4/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
PNS
- PWM
2 stops9h 07m
Delta
Tue 6/91:55 pm
PWM
- PNS
1 stop8h 05m
Delta
Deal found 4/23![Delta logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Wed 9/910:30 am
PNS
- PWM
1 stop4h 54m
Breeze Airways
Fri 9/183:53 pm
PWM
- PNS
2 stops18h 57m
Breeze Airways
Deal found 4/24![Breeze Airways logo]()
$309
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Tue 6/23:50 pm
PNS
- PWM
1 stop7h 09m
American Airlines
Tue 6/97:15 am
PWM
- PNS
1 stop6h 05m
American Airlines
Deal found 4/22![American Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Wed 9/910:30 am
PNS
- PWM
1 stop4h 54m
Breeze Airways
Mon 9/149:48 am
PWM
- PNS
1 stop27h 52m
Breeze Airways
Deal found 4/26![Breeze Airways logo]()
$326
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 April 27, 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 April 27, 2026.
This Delta deal was found by Cheapflights users on 4/22. 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 6/26:00 am
PNS
- PWM
2 stops9h 07m
Delta
Tue 6/96:00 am
PWM
- PNS
2 stops10h 17m
Delta
Deal found 4/22![Delta logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Sat 5/910:26 am
PNS
- PWM
1 stop4h 50m
Multiple Airlines
Wed 5/1311:07 am
PWM
- PNS
1 stop29h 46m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Tue 8/252:26 pm
PNS
- PWM
2 stops8h 33m
United Airlines
Wed 8/265:15 am
PWM
- PNS
2 stops9h 02m
United Airlines
Deal found 4/23![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 4/22. 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.
Mon 6/11:15 pm
PNS
- PWM
2 stops9h 10m
Southwest
Mon 6/85:35 am
PWM
- PNS
2 stops11h 10m
Southwest
Deal found 4/22![Southwest logo]()
$500
This Delta deal was found by Cheapflights users on 4/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:35 pm
PNS
- PWM
1 stop5h 34m
Delta
Mon 6/811:48 am
PWM
- PNS
2 stops11h 06m
Delta
Deal found 4/23![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 4/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/174:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Mon 6/221:55 pm
PWM
- PNS
1 stop7h 10m
Delta
Deal found 4/26![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 4/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:29 pm
PNS
- PWM
1 stop8h 04m
Delta
Fri 7/316:25 am
PWM
- PNS
1 stop6h 05m
Delta
Deal found 4/26![Delta logo]()
$447
Last-minute flights from Pensacola to PortlandDiscover last-minute flight deals from Pensacola to Portland. Data last updated April 27, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Portland. Data last updated April 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/65:07 am
PNS
- PWM
1 stop5h 08m
American Airlines
Tue 5/126:00 am
PWM
- PNS
1 stop5h 16m
American Airlines
Deal found 4/22![American Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Sat 5/910:26 am
PNS
- PWM
1 stop4h 50m
Multiple Airlines
Wed 5/135:01 pm
PWM
- PNS
2 stops23h 52m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 4/24. 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 5/126:06 am
PNS
- PWM
1 stop7h 31m
American Airlines
Tue 5/196:00 am
PWM
- PNS
1 stop5h 32m
American Airlines
Deal found 4/24![American Airlines logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/231:46 pm
PNS
- PWM
2 stops23h 40m
Multiple Airlines
Sat 5/309:52 am
PWM
- PNS
1 stop7h 01m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:10 am
PNS
- PWM
2 stops10h 07m
American Airlines
Sat 5/308:04 am
PWM
- PNS
2 stops9h 05m
American Airlines
Deal found 4/23![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 4/25. 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.
Mon 5/256:00 am
PNS
- PWM
1 stop6h 05m
Delta
Mon 6/16:02 am
PWM
- PNS
1 stop6h 17m
Delta
Deal found 4/25![Delta logo]()
$405
This Delta deal was found by Cheapflights users on 4/24. 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.
Tue 5/2611:44 am
PNS
- PWM
2 stops11h 59m
Delta
Tue 6/26:00 am
PWM
- PNS
1 stop5h 39m
Delta
Deal found 4/24![Delta logo]()
$437
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 April 27, 2026.
Search for one-way flight options from Pensacola to Portland. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Thu 5/147:38 pm
PNS
- PWM
1 stop12h 34m
Breeze Airways
Deal found 4/23![Breeze Airways logo]()
$171
This Delta deal was found by Cheapflights users on 4/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/124:35 pm
PNS
- PWM
1 stop5h 37m
Delta
Deal found 4/23![Delta logo]()
$180
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:00 am
PNS
- PWM
2 stops9h 09m
American Airlines
Deal found 4/23![American Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Thu 5/141:26 pm
PNS
- PWM
2 stops27h 07m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/184:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 4/27![Delta logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Sun 5/36:36 am
PNS
- PWM
1 stop25h 31m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Thu 6/183:31 pm
PNS
- PWM
2 stops47h 45m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$250
This Southwest deal was found by Cheapflights users on 4/27. 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 6/1811:05 am
PNS
- PWM
2 stops12h 00m
Southwest
Deal found 4/27![Southwest logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Tue 5/127:36 pm
PNS
- PWM
3 stops19h 40m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$292
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 April 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Kiwi.com) |
One-way from | $171 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $731 |
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 2,558,603 searches. Data last updated April 27, 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 - PWM
PNSPWM
Pensacola
Tue 6/2
6:00 am-4:07 pm
2 stops9h 07m
Portland
Tue 6/9
6:00 am-3:17 pm
2 stops10h 17m
$298
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Sat 5/9
10:26 am-4:16 pm
1 stop4h 50m
Portland
Wed 5/13
11:07 am-3:53 pm
1 stop29h 46m
$306
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Tue 8/25
2:26 pm-11:59 pm
2 stops8h 33m
Portland
Wed 8/26
5:15 am-1:17 pm
2 stops9h 02m
$387
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Mon 6/1
4:35 pm-11:09 pm
1 stop5h 34m
Portland
Mon 6/8
11:48 am-9:54 pm
2 stops11h 06m
$397
Quickest round-trip
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Wed 6/17
4:31 pm-11:05 pm
1 stop5h 34m
Portland
Mon 6/22
1:55 pm-8:05 pm
1 stop7h 10m
$407
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Sat 7/25
12:29 pm-9:33 pm
1 stop8h 04m
Portland
Fri 7/31
6:25 am-11:30 am
1 stop6h 05m
$447
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Mon 6/1
1:15 pm-11:25 pm
2 stops9h 10m
Portland
Mon 6/8
5:35 am-3:45 pm
2 stops11h 10m
$500
Cheapest one-way
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Thu 5/14
7:38 pm-9:12 am
1 stop12h 34m
$171
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Thu 5/14
5:58 pm-4:16 pm
3 stops45h 18m
$227
PensacolaPortland
PNS - PWM
PNSPWM
Pensacola
Thu 6/18
3:31 pm-4:16 pm
2 stops47h 45m
$250
Showing 1-10 of 17 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 April.
| 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 April 27, 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.
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - 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
Brunswick
Lewiston
Conway
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Pensacola
Popular flights
Portland flight routes
Alternative routes for Pensacola to Portland
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Portland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pensacola to Portland by cabin class
Find flights from Pensacola to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pensacola and Portland flights
Browse other Pensacola and Portland flight options. Last updated on April 27, 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 April 27, 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 April 27, 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 2,558,603 searches. Data last updated April 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$247 | Average$438 | FlexibilityNo cancel fee | On-time71% |