PWM - PNS

$137 Find Cheap Flights from Portland to Pensacola - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Pensacola departing on 9/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$303
Typical prices: $350-$375
Breeze Airways
Tue 10/27Tue 11/3
PWM - PNS • 1 stop
Cheapest one-way
$137
Typical prices: $165-$179
Breeze Airways
Tue 9/1
PWM - PNS • 2 stops
Top airlines
Cheapest • from $303 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Portland and Pensacola. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $470 (round-trip)
Shortest trip • 5h 30m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Pensacola!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Pensacola (PWM-PNS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Pensacola that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Pensacola

Tue, Oct 27 - Tue, Nov 3
Breeze Airways Logo
5:09 pm - 9:50 am
PWM
-
PNS
17h 41m
1 stop
Breeze Airways Logo
8:48 am - 9:08 am
PNS
-
PWM
23h 20m
1 stop
$303Breeze Airways
Tue, Oct 27 - Tue, Nov 3
Multiple Airlines Logo
5:09 pm - 9:50 am
PWM
-
PNS
17h 41m
1 stop
Multiple Airlines Logo
8:48 am - 4:24 pm
PNS
-
PWM
30h 36m
2 stops
$316Multiple Airlines
Wed, Oct 14 - Tue, Oct 20
American Airlines Logo
6:00 am - 12:44 pm
PWM
-
PNS
7h 44m
1 stop
American Airlines Logo
5:32 pm - 11:46 pm
PNS
-
PWM
5h 14m
1 stop
$355American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
7:05 am - 11:20 am
PWM
-
PNS
5h 15m
1 stop
American Airlines Logo
1:56 pm - 10:00 pm
PNS
-
PWM
7h 04m
1 stop
$355American Airlines
Sat, Nov 7 - Tue, Nov 10
Delta Logo
6:01 am - 12:34 pm
PWM
-
PNS
7h 33m
1 stop
Delta Logo
7:00 am - 1:03 pm
PNS
-
PWM
5h 03m
1 stop
$355Delta
Fri, Oct 30 - Tue, Nov 3
Delta Logo
6:01 am - 12:34 pm
PWM
-
PNS
7h 33m
1 stop
Delta Logo
6:00 am - 1:02 pm
PNS
-
PWM
6h 02m
1 stop
$356Delta
Sat, Nov 7 - Tue, Nov 10
Delta Logo
2:09 pm - 8:20 pm
PWM
-
PNS
7h 11m
1 stop
Delta Logo
6:00 am - 3:16 pm
PNS
-
PWM
8h 16m
2 stops
$360Delta
Tue, Oct 27 - Tue, Nov 3
United Airlines Logo
5:30 am - 2:14 pm
PWM
-
PNS
9h 44m
2 stops
United Airlines Logo
9:00 am - 11:21 pm
PNS
-
PWM
13h 21m
2 stops
$366United Airlines
Wed, Oct 14 - Tue, Oct 20
Multiple Airlines Logo
7:00 am - 2:18 pm
PWM
-
PNS
32h 18m
2 stops
Multiple Airlines Logo
8:48 am - 9:08 am
PNS
-
PWM
23h 20m
1 stop
$372Multiple Airlines
Fri, Sep 18 - Tue, Sep 22
American Airlines Logo
5:30 am - 12:34 pm
PWM
-
PNS
8h 04m
1 stop
American Airlines Logo
5:00 pm - 11:59 pm
PNS
-
PWM
5h 59m
1 stop
$388American Airlines
Booking Insights

KAYAK's insights & trends for Portland to Pensacola flights

Get data-powered insights and trends into flights from Portland to Pensacola to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Portland, Maine to Pensacola?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland, Maine to Pensacola departing in October.

Flight prices are below average for this route right now.

Flights to Pensacola from Portland, Maine usually cost between $406 and $456 in October.
The lowest price found in the past 5 days was $303 on Breeze Airways (Oct 27-Nov 3).

What is the cheapest month to fly from Portland to Pensacola?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Pensacola, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Pensacola is October, where tickets cost $328 (return) on average. On the other hand, the most expensive months are June and September, where the average cost of round-trip tickets is $708 and $685 respectively.

Good to know

Low season

May

Cheapest flight

$137
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Portland to Pensacola

When to book flights from Portland to Pensacola

Are your dates flexible? Find out the best times to travel from Portland to Pensacola based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to Pensacola

  • What is the cheapest flight from Portland to Pensacola?

    In the last 5 days, the lowest price for a flight from Portland to Pensacola was $137 for a one-way ticket and $303 for a round-trip.

  • Do I need a passport to fly between Portland and Pensacola?

    A passport is not required to fly from Portland to Pensacola.

  • Which airports will I be using when flying from Portland to Pensacola?

    When flying out of Portland you will be using Portland. You will be landing at Pensacola, also known as Pensacola.

  • Which aircraft models fly most regularly from Portland to Pensacola?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Portland to Pensacola?

    SkyTeam, and oneworld are the airline alliances operating flights between Portland and Pensacola, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Portland to Pensacola, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Portland to Pensacola are Delta and American Airlines. With an average price for the route of $462 and an overall rating of 7.8, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $456 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Portland to Pensacola?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Pensacola.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Pensacola?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pensacola from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Pensacola?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pensacola with an airline and back to Portland with another airline. Booking your flights between Portland and PNS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Pensacola?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pensacola from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Portland to Pensacola

 
See real verified KAYAK customer reviews for airlines flying from Portland to Pensacola. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Pensacola? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8497 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.2Food
7.8Comfort
Airline reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

6.0 GoodLaura, Jul 2026
JFK - MCO
Read more Delta reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

Quick flight. No time to stress over it. Over before it begins.

Very good, boarded and took off on time and landed early

Delayed boarding because a flight attendant couldn't find the gate...sat on the plane for over an hour at the gate because AA couldn't get one of the planes behind us to move

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

The departure and arrival was on time. The fact that I could load my boarding tickets on the American airlines app.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Flight was delayed after boarding and no idea when it would take off. Crew in Portland did arrange for transport to Boston for a different set of flights to my destination.

Seats are so close together. Middle seats should be discounted.

Everything you need to know for your flight from Portland to Pensacola

Information on your arrival and departure airports