$131+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
Aug 11 — Aug 181
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Pensacola
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to PensacolaExplore the most affordable flight options available from Portland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 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 July 12, 2026.
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Thu 8/67:28 am
PWM
- PNS
1 stop8h 08m
American Airlines
Mon 8/101:56 pm
PNS
- PWM
1 stop7h 04m
American Airlines
Deal found 7/10![American Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 7/9. 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 11/141:35 pm
PWM
- PNS
1 stop7h 07m
Delta
Tue 11/171:59 pm
PNS
- PWM
2 stops8h 07m
Delta
Deal found 7/9![Delta logo]()
$266
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:01 am
PWM
- PNS
2 stops9h 19m
Delta
Mon 8/104:00 pm
PNS
- PWM
1 stop6h 13m
Delta
Deal found 7/8![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 7/9. 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 8/85:30 am
PWM
- PNS
1 stop6h 07m
American Airlines
Fri 8/143:06 pm
PNS
- PWM
1 stop7h 31m
American Airlines
Deal found 7/9![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:00 am
PWM
- PNS
1 stop7h 34m
Delta
Sat 10/247:05 am
PNS
- PWM
1 stop4h 59m
Delta
Deal found 7/8![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 10/186:00 am
PWM
- PNS
1 stop7h 44m
American Airlines
Sat 10/247:10 am
PNS
- PWM
1 stop7h 21m
American Airlines
Deal found 7/10![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Tue 9/16:00 am
PWM
- PNS
1 stop8h 09m
United Airlines
Wed 9/22:20 pm
PNS
- PWM
1 stop6h 03m
United Airlines
Deal found 7/8![United Airlines 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 July 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 July 12, 2026.
This Delta deal was found by Cheapflights users on 7/9. 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 11/146:00 am
PWM
- PNS
1 stop7h 51m
Delta
Tue 11/173:35 pm
PNS
- PWM
1 stop5h 48m
Delta
Deal found 7/9![Delta logo]()
$261
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:55 am
PWM
- PNS
2 stops8h 35m
Southwest
Mon 8/101:10 pm
PNS
- PWM
2 stops8h 15m
Southwest
Deal found 7/7![Southwest logo]()
$431
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Tue 9/16:00 am
PWM
- PNS
1 stop8h 09m
United Airlines
Wed 9/22:20 pm
PNS
- PWM
1 stop6h 03m
United Airlines
Deal found 7/11![United Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:01 am
PWM
- PNS
2 stops9h 19m
Delta
Mon 8/107:00 am
PNS
- PWM
2 stops8h 50m
Delta
Deal found 7/8![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 7/9. 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.
Sun 10/186:00 am
PWM
- PNS
1 stop7h 34m
Delta
Sat 10/2411:58 am
PNS
- PWM
2 stops11h 12m
Delta
Deal found 7/9![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
PWM
- PNS
1 stop5h 39m
Delta
Tue 9/155:30 pm
PNS
- PWM
1 stop5h 00m
Delta
Deal found 7/7![Delta logo]()
$424
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated July 12, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated July 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
Wed 7/2211:07 am
PWM
- PNS
1 stop29h 07m
Multiple Airlines
Sun 7/268:26 pm
PNS
- PWM
1 stop11h 46m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$421
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Thu 8/67:28 am
PWM
- PNS
1 stop8h 08m
American Airlines
Mon 8/101:56 pm
PNS
- PWM
1 stop7h 04m
American Airlines
Deal found 7/10![American Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:01 am
PWM
- PNS
2 stops9h 19m
Delta
Mon 8/104:00 pm
PNS
- PWM
1 stop6h 13m
Delta
Deal found 7/8![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:55 am
PWM
- PNS
2 stops8h 35m
Southwest
Mon 8/101:10 pm
PNS
- PWM
2 stops8h 15m
Southwest
Deal found 7/7![Southwest logo]()
$431
This American Airlines deal was found by Cheapflights users on 7/9. 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 8/85:30 am
PWM
- PNS
1 stop6h 07m
American Airlines
Fri 8/143:06 pm
PNS
- PWM
1 stop7h 31m
American Airlines
Deal found 7/9![American Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:06 pm
PWM
- PNS
1 stop11h 55m
Breeze Airways
Fri 8/147:32 pm
PNS
- PWM
2 stops21h 26m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$464
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 July 12, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 12, 2026.
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:30 am
PWM
- PNS
1 stop6h 16m
Delta
Deal found 7/8![Delta logo]()
$131
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:05 am
PWM
- PNS
1 stop5h 38m
Delta
Deal found 7/7![Delta logo]()
$166
This Delta deal was found by Cheapflights users on 7/9. 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 10/76:28 am
PWM
- PNS
1 stop6h 19m
Delta
Deal found 7/9![Delta logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
Wed 9/306:31 pm
PWM
- PNS
3 stops43h 14m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/77:00 am
PWM
- PNS
2 stops36h 41m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$263
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:59 pm
PWM
- PNS
1 stop5h 31m
Delta
Deal found 7/8![Delta logo]()
$264
This Delta deal was found by Cheapflights users on 7/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:59 pm
PWM
- PNS
1 stop5h 31m
Delta
Deal found 7/11![Delta logo]()
$286
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 July 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (American Airlines) |
One-way from | $131 (Delta) |
Popular in | June |
Cheapest in | October |
Average price | $446 |
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 July 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
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sat 11/14
6:00 am-12:51 pm
1 stop7h 51m
Pensacola
Tue 11/17
3:35 pm-10:23 pm
1 stop5h 48m
$261
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Thu 8/6
11:01 am-7:20 pm
2 stops9h 19m
Pensacola
Mon 8/10
7:00 am-4:50 pm
2 stops8h 50m
$340
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sun 10/18
6:00 am-12:34 pm
1 stop7h 34m
Pensacola
Sat 10/24
11:58 am-12:10 am
2 stops11h 12m
$379
Quickest round-trip
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Thu 9/10
6:00 am-10:39 am
1 stop5h 39m
Pensacola
Tue 9/15
5:30 pm-11:30 pm
1 stop5h 00m
$424
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Thu 8/6
5:55 am-1:30 pm
2 stops8h 35m
Pensacola
Mon 8/10
1:10 pm-10:25 pm
2 stops8h 15m
$431
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Tue 9/1
6:00 am-1:09 pm
1 stop8h 09m
Pensacola
Wed 9/2
2:20 pm-9:23 pm
1 stop6h 03m
$437
Cheapest one-way
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 9/30
6:30 am-11:46 am
1 stop6h 16m
$131
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 8/7
6:05 am-10:43 am
1 stop5h 38m
$166
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 10/7
6:28 am-11:47 am
1 stop6h 19m
$200
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 9/30
6:31 pm-12:45 pm
3 stops43h 14m
$246
Showing 1-10 of 13 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 July.
| 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, October is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $328). Flying from Portland, Maine to Pensacola in June is currently the most expensive (average of $708). 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 July 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.
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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
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 Portland
Pensacola flight routes
Popular flights
Alternative routes for Portland to Pensacola
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Pensacola by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Pensacola by cabin class
Find flights from Portland to Pensacola, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Pensacola flights
Browse other Portland and Pensacola flight options. Last updated on July 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 July 12, 2026.
Other flights to Pensacola
Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 12, 2026.
Popular flight searches
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 July 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$298 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$328 | Average$455 | FlexibilityNo cancel fee | On-time71% |