$178+ Cheap flights from Portland, ME to Pensacola (PWM - PNS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
Oct 10 — Oct 171
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
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
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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 September 10, 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 September 10, 2026.
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.
Wed 12/25:25 am -
1 stop5h 47m
Sat 12/56:11 am -
1 stop7h 21m
Deal found 9/9![American Airlines logo]()
$355
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 12/26:12 am -
2 stops7h 32m
Sat 12/55:50 pm -
1 stop4h 44m
Deal found 9/9![Delta logo]()
$360
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Wed 12/167:10 am -
1 stop5h 16m
Wed 12/304:04 pm -
1 stop6h 19m
Deal found 9/8![American Airlines logo]()
$383
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.
Wed 9/307:00 am -
2 stops31h 14m
Sun 10/42:11 pm -
1 stop17h 57m
Deal found 9/10![Multiple Airlines logo]()
$400
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.
Sat 9/266:31 pm -
1 stop14h 07m
Sat 10/31:25 pm -
2 stops32h 04m
Deal found 9/9![Breeze Airways logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/169:48 am -
1 stop11h 12m
Tue 12/298:18 am -
1 stop23h 50m
Deal found 9/8![Breeze Airways logo]()
$420
This American Airlines deal was found by Cheapflights users on 9/5. 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 10/35:06 pm -
1 stop5h 04m
Sat 10/104:45 pm -
1 stop4h 51m
Deal found 9/5![American Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/187:00 am -
2 stops30h 45m
Sat 10/2410:30 am -
1 stop4h 54m
Deal found 9/7![Breeze Airways logo]()
$431
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 September 10, 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 September 10, 2026.
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 12/26:12 am -
2 stops7h 32m
Sat 12/55:50 pm -
1 stop4h 44m
Deal found 9/9![Delta logo]()
$360
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 9/307:00 am -
1 stop5h 29m
Sun 10/45:19 am -
1 stop4h 57m
Deal found 9/10![American Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 9/245:15 am -
2 stops8h 59m
Mon 9/289:00 am -
2 stops13h 28m
Deal found 9/8![United Airlines logo]()
$677
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Sun 10/185:30 am -
1 stop8h 14m
Sat 10/247:10 am -
1 stop7h 19m
Deal found 9/8![American Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 9/7. 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.
Sun 10/1812:42 pm -
2 stops11h 48m
Sat 10/246:00 am -
2 stops9h 02m
Deal found 9/7![Delta logo]()
$683
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:15 am -
2 stops8h 54m
Sat 9/267:00 am -
2 stops10h 43m
Deal found 9/7![United Airlines logo]()
$689
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Sun 9/136:00 am -
1 stop5h 03m
Sun 9/205:19 am -
1 stop4h 57m
Deal found 9/8![American Airlines logo]()
$741
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated September 10, 2026 and is based on user searches.
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.
Sat 9/266:31 pm -
1 stop14h 07m
Sat 10/31:25 pm -
2 stops32h 04m
Deal found 9/9![Breeze Airways logo]()
$419
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.
Sat 9/266:31 pm -
1 stop14h 07m
Sun 9/272:11 pm -
1 stop17h 57m
Deal found 9/9![Multiple Airlines logo]()
$487
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.
Wed 9/307:00 am -
2 stops31h 14m
Sun 10/42:11 pm -
1 stop17h 57m
Deal found 9/10![Multiple Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 9/5. 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 10/35:06 pm -
1 stop5h 04m
Sat 10/104:45 pm -
1 stop4h 51m
Deal found 9/5![American Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/187:00 am -
2 stops30h 45m
Sat 10/2410:30 am -
1 stop4h 54m
Deal found 9/7![Breeze Airways logo]()
$431
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.
Sun 10/186:00 am -
1 stop5h 11m
Sat 10/2410:53 am -
1 stop6h 51m
Deal found 9/10![American Airlines logo]()
$485
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 September 10, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
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 10/37:00 am -
1 stop5h 29m
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 9/8. 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 10/205:15 am -
2 stops9h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$183
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.
Sat 10/37:00 am -
3 stops25h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$209
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.
Sat 9/266:31 pm -
1 stop14h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$225
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.
Thu 9/248:14 pm -
1 stop17h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:09 pm -
3 stops39h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$273
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.
Sat 9/267:00 am -
3 stops31h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$289
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 9/269:50 am -
2 stops13h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$294
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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $355 (American Airlines) |
One-way from | $178 (American Airlines) |
Popular in | June |
Cheapest in | November |
Average price | $536 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Pensacola that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 10, 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 Portland - PNS Pensacola
PWMPNS
Portland
Tue 10/20
6:00 am-1:34 pm
1 stop8h 34m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$178
Quickest round-trip
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Sat 10/3
7:00 am-11:29 am
1 stop5h 29m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$178
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Sat 10/3
5:09 pm-7:38 am
2 stops15h 29m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$223
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Sat 9/26
6:31 pm-7:38 am
1 stop14h 07m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$229
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Thu 9/24
8:14 pm-12:45 pm
1 stop17h 31m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$246
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Sat 9/26
7:00 am-1:14 pm
3 stops31h 14m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$289
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Sat 9/26
9:50 am-10:10 pm
2 stops13h 20m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$294
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Wed 12/2
6:12 am-12:44 pm
2 stops7h 32m
Pensacola
Sat 12/5
5:50 pm-11:34 pm
1 stop4h 44m
$360
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Wed 9/30
7:00 am-11:29 am
1 stop5h 29m
Pensacola
Sun 10/4
5:19 am-11:16 am
1 stop4h 57m
$537
PortlandPensacola
PWM Portland - PNS Pensacola
PWMPNS
Portland
Sun 10/18
5:30 am-12:44 pm
1 stop8h 14m
Pensacola
Sat 10/24
7:10 am-3:29 pm
1 stop7h 19m
$558
Showing 1-10 of 14 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 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 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
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 September 10, 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.
Overall
7.8
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.8
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.8
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
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 locationsNavarre
Gulf Breeze
Foley
Atmore
Navarre Beach
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Portland and Pensacola flights
Browse other Portland and Pensacola flight options. Last updated on September 10, 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 September 10, 2026.
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Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 10, 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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$326 | Average$502 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$331 | Average$463 | FlexibilityNo cancel fee | On-time71% |