$76 Find Cheap Flights from Pensacola to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pensacola to Maryland departing on 2/27. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Maryland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Maryland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Maryland, as well as popular online travel agencies
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Flight Deals

Book Cheap Pensacola to Maryland Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pensacola to Maryland 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 Pensacola to Maryland

Thu, Feb 26 - Mon, Mar 2
Spirit Airlines Logo
5:20 pm - 11:31 pm
PNS
-
BWI
5h 11m
1 stop
Spirit Airlines Logo
11:30 am - 5:42 pm
BWI
-
PNS
7h 12m
1 stop
$132Spirit Airlines
Thu, Feb 26 - Mon, Mar 2
Multiple Airlines Logo
6:37 pm - 7:20 am
PNS
-
IAD
11h 43m
1 stop
Multiple Airlines Logo
8:15 am - 5:42 pm
IAD
-
PNS
10h 27m
1 stop
$145Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
6:00 am - 6:37 pm
PNS
-
BWI
11h 37m
1 stop
Multiple Airlines Logo
10:00 pm - 9:21 pm
BWI
-
PNS
24h 21m
1 stop
$146Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
2:23 pm - 12:39 pm
PNS
-
PHL
21h 16m
1 stop
Multiple Airlines Logo
8:06 am - 3:54 pm
PHL
-
PNS
8h 48m
1 stop
$149Multiple Airlines
Thu, Feb 26 - Mon, Mar 2
Multiple Airlines Logo
6:37 pm - 7:20 am
PNS
-
IAD
11h 43m
1 stop
Multiple Airlines Logo
2:58 pm - 5:42 pm
IAD
-
PNS
27h 44m
2 stops
$154Multiple Airlines
Thu, Feb 19 - Mon, Feb 23
Multiple Airlines Logo
6:37 pm - 7:20 am
PNS
-
IAD
11h 43m
1 stop
Multiple Airlines Logo
8:54 am - 5:42 pm
IAD
-
PNS
9h 48m
1 stop
$156Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
Frontier Logo
4:44 pm - 1:02 pm
PNS
-
DCA
19h 18m
1 stop
Frontier Logo
2:00 pm - 6:17 pm
DCA
-
PNS
29h 17m
1 stop
$223Frontier
Wed, Feb 25 - Mon, Mar 2
Frontier Logo
4:23 pm - 4:59 pm
PNS
-
DCA
23h 36m
1 stop
Frontier Logo
8:00 am - 3:49 pm
DCA
-
PNS
8h 49m
1 stop
$291Frontier
Fri, Feb 20 - Tue, Feb 24
Southwest Logo
5:45 pm - 11:55 pm
PNS
-
DCA
5h 10m
1 stop
Southwest Logo
6:05 am - 9:50 am
DCA
-
PNS
4h 45m
1 stop
$303Southwest
Fri, Feb 20 - Tue, Feb 24
Southwest Logo
10:25 am - 8:05 pm
PNS
-
DCA
8h 40m
1 stop
Southwest Logo
6:00 am - 3:15 pm
DCA
-
PNS
10h 15m
2 stops
$308Southwest
Booking Insights

KAYAK's insights & trends for Pensacola to Maryland flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pensacola to Maryland, 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 Pensacola to Maryland is September, when tickets cost $307 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $532 and $496 respectively.

Good to know

Low seasonAugust
Cheapest flight$76
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Pensacola to Philadelphia

FAQs - booking Maryland flights

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

    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 Pensacola to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pensacola to Maryland 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 Pensacola to Maryland?

    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 from Pensacola to Maryland with an airline and back with another airline.

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

    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 from Pensacola to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Maryland?

    The cheapest time of day to fly to Maryland is generally in the morning, when round-trip flights cost $427 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the evening, which is peak travel time and where the average cost of a ticket is $441.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from Pensacola to the following destinations at these prices or less: Washington, D.C. $167 one-way - $400 round-trip; Philadelphia $239 one-way - $417 round-trip

Reviews of the top 4 airlines serving from Pensacola to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Pensacola to Maryland. 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 Pensacola to Maryland? 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.
8.0
SouthwestOverall score based on 4275 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

All very good except they didn’t load our walker so haven’t gotten it yet

For the cost you can't e too critical, but the inablitiy to recline the seat and minimal cushioning in the seats made for a less than comfortable flight. Other than that we had an ealry departure and arrival, boarding was smooth.

Nothing everything cost money a bottle of water is 5 dollars and there wasn't even an outlet to plug 🔌 in my 📱 phone

Extra legroom with my upgrade bundle. Clean aircraft, on-time departure, early arrival. Good value for the price.

Even though the plane was delayed from the previous airport, the staff recognized this and kept us informed. The flight crew was absolutely awesome from on my flight from Ft. Meyers to AC. Great experience all around!

Not seat assigned because overbooking. We could go because some people decided to give their seats.

Spirit loves to pick and choose when to harass you about your personal item. I’ve flown numerous times with the same bag with no problem yet flying out of Orlando they forced me to pay $99 for a carry on and then ran out of overhead space. Do better!

didn't order food on board. there's no way to hold a water botton on the way. otherwise it was a pleasant flight, thanks to the crew.

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

Information on your arrival and departure airports