$194+ 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
Jul 8 — Jul 151
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 June 8, 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 June 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 10/285:09 pm
PWM
- PNS
2 stops15h 29m
Multiple Airlines
Sun 11/13:15 pm
PNS
- PWM
1 stop16h 53m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/218:00 am
PWM
- PNS
2 stops24h 46m
Multiple Airlines
Tue 7/284:41 pm
PNS
- PWM
1 stop16h 46m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/179:52 am
PWM
- PNS
1 stop6h 38m
Breeze Airways
Mon 7/207:32 pm
PNS
- PWM
2 stops24h 47m
Breeze Airways
Deal found 6/7![Breeze Airways logo]()
$373
This Delta deal was found by Cheapflights users on 6/3. 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 7/216:59 pm
PWM
- PNS
1 stop5h 31m
Delta
Tue 7/284:18 pm
PNS
- PWM
1 stop5h 56m
Delta
Deal found 6/3![Delta logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 8/63:11 pm
PWM
- PNS
2 stops25h 19m
Multiple Airlines
Sun 8/98:26 pm
PNS
- PWM
1 stop11h 46m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/179:52 am
PWM
- PNS
1 stop6h 38m
Multiple Airlines
Mon 7/204:11 pm
PNS
- PWM
2 stops28h 08m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 6/3. 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 10/296:00 am
PWM
- PNS
1 stop5h 47m
Delta
Tue 11/36:00 am
PNS
- PWM
2 stops9h 59m
Delta
Deal found 6/3![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 6/4. 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 8/65:30 am
PWM
- PNS
1 stop6h 07m
American Airlines
Mon 8/103:06 pm
PNS
- PWM
1 stop7h 31m
American Airlines
Deal found 6/4![American Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/179:52 am
PWM
- PNS
1 stop6h 38m
Multiple Airlines
Tue 7/214:41 pm
PNS
- PWM
2 stops24h 04m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 6/4. 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 8/101:25 pm
PNS
- PWM
2 stops10h 34m
Delta
Deal found 6/4![Delta logo]()
$412
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 June 8, 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 June 8, 2026.
This Delta deal was found by Cheapflights users on 6/4. 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 8/101:25 pm
PNS
- PWM
2 stops10h 34m
Delta
Deal found 6/4![Delta logo]()
$412
This Southwest deal was found by Cheapflights users on 6/3. 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.
Fri 7/175:35 am
PWM
- PNS
2 stops8h 55m
Southwest
Tue 7/2112:05 pm
PNS
- PWM
2 stops9h 55m
Southwest
Deal found 6/3![Southwest logo]()
$427
This United Airlines deal was found by Cheapflights users on 6/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
PWM
- PNS
1 stop8h 07m
United Airlines
Tue 7/142:09 pm
PNS
- PWM
1 stop6h 32m
United Airlines
Deal found 6/5![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 6/6. 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 7/311:48 am
PWM
- PNS
2 stops12h 44m
Delta
Mon 7/64:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 6/6![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 6/7. 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.
Fri 7/175:35 am
PWM
- PNS
2 stops8h 55m
Southwest
Mon 7/2011:55 am
PNS
- PWM
2 stops11h 15m
Southwest
Deal found 6/7![Southwest logo]()
$457
This United Airlines deal was found by Cheapflights users on 6/4. 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 10/275:30 am
PWM
- PNS
2 stops8h 24m
United Airlines
Wed 10/281:56 pm
PNS
- PWM
1 stop6h 31m
United Airlines
Deal found 6/4![United Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 6/7. 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.
Wed 10/288:00 am
PWM
- PNS
2 stops9h 32m
Delta
Sun 11/16:00 am
PNS
- PWM
2 stops9h 10m
Delta
Deal found 6/7![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Wed 8/127:40 am
PWM
- PNS
1 stop6h 29m
United Airlines
Wed 8/199:00 am
PNS
- PWM
2 stops13h 59m
United Airlines
Deal found 6/4![United Airlines logo]()
$482
Last-minute flights from Portland to PensacolaDiscover last-minute flight deals from Portland to Pensacola. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Pensacola. Data last updated June 8, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/3. 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 7/21:55 pm
PWM
- PNS
1 stop6h 43m
Delta
Wed 7/89:22 am
PNS
- PWM
1 stop7h 32m
Delta
Deal found 6/3![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 6/6. 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 7/31:55 pm
PWM
- PNS
1 stop6h 43m
Delta
Mon 7/64:31 pm
PNS
- PWM
1 stop5h 34m
Delta
Deal found 6/6![Delta logo]()
$427
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/105:45 am
PWM
- PNS
1 stop5h 11m
American Airlines
Tue 7/144:42 pm
PNS
- PWM
1 stop4h 54m
American Airlines
Deal found 6/3![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 6/3. 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 7/101:55 pm
PWM
- PNS
1 stop7h 09m
Delta
Tue 7/141:54 pm
PNS
- PWM
2 stops10h 05m
Delta
Deal found 6/3![Delta logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/179:52 am
PWM
- PNS
1 stop6h 38m
Breeze Airways
Mon 7/207:32 pm
PNS
- PWM
2 stops24h 47m
Breeze Airways
Deal found 6/7![Breeze Airways logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/179:52 am
PWM
- PNS
1 stop6h 38m
Multiple Airlines
Mon 7/204:11 pm
PNS
- PWM
2 stops28h 08m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/179:52 am
PWM
- PNS
1 stop6h 38m
Multiple Airlines
Tue 7/214:41 pm
PNS
- PWM
2 stops24h 04m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/218:00 am
PWM
- PNS
2 stops24h 46m
Multiple Airlines
Tue 7/284:41 pm
PNS
- PWM
1 stop16h 46m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 6/3. 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 7/216:59 pm
PWM
- PNS
1 stop5h 31m
Delta
Tue 7/284:18 pm
PNS
- PWM
1 stop5h 56m
Delta
Deal found 6/3![Delta logo]()
$387
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 June 8, 2026.
Search for one-way flight options from Portland to Pensacola. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This Delta deal was found by Cheapflights users on 6/3. 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 6/3![Delta logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 6/4. 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
1 stop14h 07m
Breeze Airways
Deal found 6/4![Breeze Airways logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/4. 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 6/215:42 am
PWM
- PNS
1 stop5h 20m
American Airlines
Deal found 6/4![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 6/6. 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 6/6![Delta logo]()
$289
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 June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $353 (Kiwi.com) |
One-way from | $194 (Delta) |
Popular in | May |
Cheapest in | September |
Average price | $490 |
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 June 8, 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
1:25 pm-12:59 am
2 stops10h 34m
$412
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 7/17
5:35 am-1:30 pm
2 stops8h 55m
Pensacola
Tue 7/21
12:05 pm-11:00 pm
2 stops9h 55m
$427
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 7/3
11:48 am-11:32 pm
2 stops12h 44m
Pensacola
Mon 7/6
4:31 pm-11:05 pm
1 stop5h 34m
$432
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 10/28
8:00 am-4:32 pm
2 stops9h 32m
Pensacola
Sun 11/1
6:00 am-4:10 pm
2 stops9h 10m
$454
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Fri 7/17
5:35 am-1:30 pm
2 stops8h 55m
Pensacola
Mon 7/20
11:55 am-12:10 am
2 stops11h 15m
$457
Quickest round-trip
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 7/8
6:00 am-1:07 pm
1 stop8h 07m
Pensacola
Tue 7/14
2:09 pm-9:41 pm
1 stop6h 32m
$477
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Tue 10/27
5:30 am-12:54 pm
2 stops8h 24m
Pensacola
Wed 10/28
1:56 pm-9:27 pm
1 stop6h 31m
$482
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 8/12
7:40 am-1:09 pm
1 stop6h 29m
Pensacola
Wed 8/19
9:00 am-11:59 pm
2 stops13h 59m
$482
Cheapest one-way
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 9/30
6:30 am-11:46 am
1 stop6h 16m
$194
PortlandPensacola
PWM - PNS
PWMPNS
Portland
Wed 9/30
6:31 pm-7:38 am
1 stop14h 07m
$197
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 June.
| 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 $570). 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 June 8, 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.
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Crew
8.5
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
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 June 8, 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 June 8, 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 June 8, 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 June 8, 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% |