$134+ Cheap flights from Portland, ME to Pensacola (PWM - 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
May 12 — May 191
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Pensacola
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Cheapest flights from Portland to PensacolaExplore the most affordable flight options available from Portland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 12, 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 April 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 11/105:09 pm
PWM
- PNS
1 stop17h 41m
Breeze Airways
Wed 11/1810:30 am
PNS
- PWM
1 stop4h 54m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 11/105:09 pm
PWM
- PNS
1 stop17h 41m
Breeze Airways
Tue 11/178:48 am
PNS
- PWM
1 stop23h 20m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 11/105:09 pm
PWM
- PNS
1 stop17h 41m
Breeze Airways
Thu 11/198:18 am
PNS
- PWM
1 stop23h 50m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Mon 11/99:48 am
PWM
- PNS
1 stop27h 52m
Breeze Airways
Wed 11/1810:30 am
PNS
- PWM
1 stop4h 54m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 11/115:09 pm
PWM
- PNS
2 stops19h 56m
Breeze Airways
Wed 11/1810:30 am
PNS
- PWM
1 stop4h 54m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 11/116:31 pm
PWM
- PNS
1 stop14h 07m
Breeze Airways
Tue 11/178:48 am
PNS
- PWM
1 stop23h 20m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$354
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/162:24 pm
PWM
- PNS
1 stop7h 43m
American Airlines
Tue 6/303:50 pm
PNS
- PWM
1 stop7h 09m
American Airlines
Deal found 4/7![American Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 11/105:09 pm
PWM
- PNS
1 stop17h 41m
Breeze Airways
Fri 11/208:58 am
PNS
- PWM
1 stop23h 10m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$386
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 April 12, 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 April 12, 2026.
This Delta deal was found by Cheapflights users on 4/9. 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.
Mon 5/45:21 am
PWM
- PNS
1 stop5h 41m
Delta
Mon 5/114:35 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 4/9![Delta logo]()
$442
This United Airlines deal was found by Cheapflights users on 4/11. 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 5/911:34 am
PWM
- PNS
2 stops11h 25m
United Airlines
Tue 5/122:11 pm
PNS
- PWM
1 stop6h 08m
United Airlines
Deal found 4/11![United Airlines logo]()
$467
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/45:30 am
PWM
- PNS
2 stops8h 39m
United Airlines
Mon 5/112:11 pm
PNS
- PWM
2 stops8h 48m
United Airlines
Deal found 4/9![United Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 4/12. 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 5/126:00 am
PWM
- PNS
1 stop8h 09m
United Airlines
Wed 5/202:11 pm
PNS
- PWM
1 stop6h 08m
United Airlines
Deal found 4/12![United Airlines logo]()
$523
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated April 12, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated April 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 4/249:47 am
PWM
- PNS
1 stop6h 49m
Multiple Airlines
Tue 4/286:36 am
PNS
- PWM
1 stop26h 41m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 4/9. 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.
Mon 5/45:21 am
PWM
- PNS
1 stop5h 41m
Delta
Mon 5/114:35 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 4/9![Delta logo]()
$442
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:02 pm
PWM
- PNS
1 stop5h 22m
American Airlines
Mon 5/114:31 pm
PNS
- PWM
1 stop5h 15m
American Airlines
Deal found 4/8![American Airlines logo]()
$456
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:02 pm
PWM
- PNS
1 stop5h 22m
American Airlines
Mon 5/114:31 pm
PNS
- PWM
1 stop5h 15m
American Airlines
Deal found 4/8![American Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 4/9. 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.
Sat 5/96:02 am
PWM
- PNS
1 stop6h 17m
Delta
Sat 5/164:55 pm
PNS
- PWM
1 stop5h 14m
Delta
Deal found 4/9![Delta logo]()
$428
This United Airlines deal was found by Cheapflights users on 4/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:40 am
PWM
- PNS
1 stop8h 15m
United Airlines
Tue 5/122:11 pm
PNS
- PWM
1 stop6h 08m
United Airlines
Deal found 4/8![United Airlines logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Fri 5/229:52 am
PWM
- PNS
1 stop7h 01m
Multiple Airlines
Mon 5/255:58 pm
PNS
- PWM
2 stops45h 18m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$427
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 April 12, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated April 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/305:01 pm
PWM
- PNS
2 stops23h 52m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Fri 4/249:47 am
PWM
- PNS
1 stop12h 51m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 6/105:01 pm
PWM
- PNS
2 stops21h 58m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Thu 6/117:56 pm
PWM
- PNS
2 stops44h 57m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/89:52 am
PWM
- PNS
1 stop7h 01m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$181
This American Airlines deal was found by Cheapflights users on 4/9. 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 6/107:15 am
PWM
- PNS
1 stop6h 05m
American Airlines
Deal found 4/9![American Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Fri 5/229:52 am
PWM
- PNS
1 stop7h 01m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 6/105:01 pm
PWM
- PNS
3 stops25h 02m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$210
Find flight deals from Portland to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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 April 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $367 (American Airlines) |
One-way from | $134 (Kiwi.com) |
Popular in | March |
Cheapest in | August |
Average price | $492 |
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 April 12, 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
PWM - PNS
PWMPNS
Portland
Mon 5/4
5:21 am-10:02 am
1 stop5h 41m
Pensacola
Mon 5/11
4:35 pm-11:09 pm
1 stop5h 34m
$442
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sat 5/9
11:34 am-9:59 pm
2 stops11h 25m
Pensacola
Tue 5/12
2:11 pm-9:19 pm
1 stop6h 08m
$467
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Mon 5/4
5:30 am-1:09 pm
2 stops8h 39m
Pensacola
Mon 5/11
2:11 pm-11:59 pm
2 stops8h 48m
$515
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Tue 5/12
6:00 am-1:09 pm
1 stop8h 09m
Pensacola
Wed 5/20
2:11 pm-9:19 pm
1 stop6h 08m
$523
Cheapest one-way
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 5/8
9:52 am-3:53 pm
1 stop7h 01m
$181
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 6/10
5:01 pm-5:03 pm
3 stops25h 02m
$210
Quickest one-way
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Thu 6/11
6:57 pm-11:32 pm
1 stop5h 35m
$224
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sat 5/30
5:01 pm-5:03 pm
3 stops25h 02m
$226
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sun 6/21
5:15 am-1:02 pm
2 stops8h 47m
$284
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Thu 4/30
2:51 pm-9:59 pm
2 stops8h 08m
$285
Showing 1-10 of 12 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 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 Portland, Maine-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-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, Maine-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.
PWM-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
What is the cheapest month to book a flight from Portland, Maine to Pensacola?
Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $66). Flying from Portland, Maine to Pensacola in November is currently the most expensive (average of $252). 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, Maine to Pensacola?
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 April 12, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Portland to Pensacola. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Comfort
7.9
Crew
8.5
Overall
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Crew
8.5
Overall
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Crew
8.5
Overall
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Portland to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Navarre
Foley
Navarre Beach
Perdido Key
Warrington
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Portland and Pensacola flights
Browse other Portland and Pensacola flight options. Last updated on April 12, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on April 12, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Portland to Pensacola
Discover the top 2 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 April 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$298 | Average$442 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$448 | FlexibilityNo cancel fee | On-time71% |