$209+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
Jun 13 — Jun 201
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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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 May 14, 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 May 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 11/189:48 am
PWM
- PNS
1 stop27h 17m
Breeze Airways
Tue 12/18:48 am
PNS
- PWM
1 stop23h 20m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/35:01 pm
PWM
- PNS
2 stops21h 58m
Breeze Airways
Wed 6/1010:26 am
PNS
- PWM
1 stop4h 50m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:31 pm
PWM
- PNS
1 stop14h 07m
Breeze Airways
Sun 11/18:18 am
PNS
- PWM
1 stop23h 50m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$375
This Delta deal was found by Cheapflights users on 5/9. 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.
Tue 10/66:00 am
PWM
- PNS
1 stop7h 51m
Delta
Tue 10/131:59 pm
PNS
- PWM
1 stop7h 24m
Delta
Deal found 5/9![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:57 pm
PWM
- PNS
1 stop5h 35m
Delta
Wed 6/174:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 5/13![Delta logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:31 pm
PWM
- PNS
2 stops15h 24m
Multiple Airlines
Sun 11/13:15 pm
PNS
- PWM
1 stop16h 53m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:05 am
PWM
- PNS
1 stop5h 38m
Delta
Mon 8/106:00 am
PNS
- PWM
1 stop6h 07m
Delta
Deal found 5/13![Delta logo]()
$407
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 May 14, 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 May 14, 2026.
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:05 am
PWM
- PNS
1 stop5h 38m
Delta
Mon 8/106:00 am
PNS
- PWM
1 stop6h 07m
Delta
Deal found 5/13![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 5/9. 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.
Fri 7/32:56 pm
PWM
- PNS
2 stops9h 12m
American Airlines
Tue 7/75:22 am
PNS
- PWM
2 stops7h 54m
American Airlines
Deal found 5/9![American Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:26 pm
PWM
- PNS
1 stop14h 45m
Breeze Airways
Sat 6/610:26 am
PNS
- PWM
1 stop4h 50m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$449
This Delta deal was found by Cheapflights users on 5/9. 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.
Fri 7/36:57 pm
PWM
- PNS
1 stop5h 35m
Delta
Tue 7/74:31 pm
PNS
- PWM
1 stop5h 43m
Delta
Deal found 5/9![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am
PWM
- PNS
1 stop7h 51m
Delta
Sun 10/251:59 pm
PNS
- PWM
1 stop7h 24m
Delta
Deal found 5/13![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 5/11. 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.
Thu 6/186:57 pm
PWM
- PNS
1 stop5h 35m
Delta
Sun 6/214:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 5/11![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:50 pm
PWM
- PNS
2 stops10h 10m
Delta
Sun 11/17:00 am
PNS
- PWM
2 stops8h 10m
Delta
Deal found 5/12![Delta logo]()
$483
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated May 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
Tue 5/263:16 pm
PWM
- PNS
2 stops19h 30m
Breeze Airways
Sat 5/3010:26 am
PNS
- PWM
1 stop4h 50m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:26 pm
PWM
- PNS
1 stop14h 45m
Breeze Airways
Sat 6/610:26 am
PNS
- PWM
1 stop4h 50m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:52 am
PWM
- PNS
2 stops27h 27m
Multiple Airlines
Sat 6/610:26 am
PNS
- PWM
1 stop4h 50m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:04 am
PWM
- PNS
2 stops9h 05m
American Airlines
Sat 6/69:51 am
PNS
- PWM
2 stops11h 38m
American Airlines
Deal found 5/12![American Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/35:01 pm
PWM
- PNS
2 stops21h 58m
Breeze Airways
Wed 6/1010:26 am
PNS
- PWM
1 stop4h 50m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$364
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/31:35 pm
PWM
- PNS
2 stops8h 32m
American Airlines
Wed 6/107:10 am
PNS
- PWM
2 stops8h 27m
American Airlines
Deal found 5/10![American Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:57 pm
PWM
- PNS
1 stop5h 35m
Delta
Wed 6/174:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 5/13![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 5/11. 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.
Thu 6/186:57 pm
PWM
- PNS
1 stop5h 35m
Delta
Sun 6/214:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 5/11![Delta logo]()
$447
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 May 14, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:25 am
PWM
- PNS
1 stop5h 58m
Delta
Deal found 5/12![Delta logo]()
$209
This United Airlines deal was found by Cheapflights users on 5/12. 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 6/96:00 am
PWM
- PNS
1 stop8h 02m
United Airlines
Deal found 5/12![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:57 pm
PWM
- PNS
1 stop5h 35m
Delta
Deal found 5/13![Delta logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:00 am
PWM
- PNS
2 stops26h 01m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/229:52 am
PWM
- PNS
3 stops47h 19m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/217:58 am
PWM
- PNS
2 stops9h 11m
American Airlines
Deal found 5/13![American Airlines logo]()
$385
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 May 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $364 (Kiwi.com) |
One-way from | $209 (Delta) |
Popular in | May |
Cheapest in | September |
Average price | $633 |
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 May 14, 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
Thu 8/6
6:05 am-10:43 am
1 stop5h 38m
Pensacola
Mon 8/10
6:00 am-1:07 pm
1 stop6h 07m
$407
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 7/3
6:57 pm-11:32 pm
1 stop5h 35m
Pensacola
Tue 7/7
4:31 pm-11:14 pm
1 stop5h 43m
$417
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 10/21
6:00 am-12:51 pm
1 stop7h 51m
Pensacola
Sun 10/25
1:59 pm-10:23 pm
1 stop7h 24m
$417
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 7/3
2:56 pm-11:08 pm
2 stops9h 12m
Pensacola
Tue 7/7
5:22 am-2:16 pm
2 stops7h 54m
$428
Quickest round-trip
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Thu 6/18
6:57 pm-11:32 pm
1 stop5h 35m
Pensacola
Sun 6/21
4:31 pm-11:05 pm
1 stop5h 34m
$447
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sat 5/30
6:26 pm-8:11 am
1 stop14h 45m
Pensacola
Sat 6/6
10:26 am-4:16 pm
1 stop4h 50m
$449
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 10/28
12:50 pm-10:00 pm
2 stops10h 10m
Pensacola
Sun 11/1
7:00 am-4:10 pm
2 stops8h 10m
$483
Cheapest one-way
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sat 7/18
6:25 am-11:23 am
1 stop5h 58m
$209
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Tue 6/9
5:15 am-1:02 pm
2 stops8h 47m
$244
Quickest one-way
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Sun 6/21
6:57 pm-11:32 pm
1 stop5h 35m
$280
Showing 1-10 of 15 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 May.
| 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, September is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $312). Flying from Portland, Maine to Pensacola in May is currently the most expensive (average of $633). 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 May 14, 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
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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
Foley
Navarre Beach
Navarre
Perdido Key
Warrington
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Portland and Pensacola flights
Browse other Portland and Pensacola flight options. Last updated on May 14, 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 May 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$249 | Average$456 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$449 | FlexibilityNo cancel fee | On-time71% |