$80 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 1/15. 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

Sat, Jan 24 - Tue, Jan 27
Spirit Airlines Logo
5:33 pm - 11:47 pm
PNS
-
BWI
5h 14m1 stop
Spirit Airlines Logo
11:30 am - 4:37 pm
BWI
-
PNS
6h 07m1 stop
$165Spirit Airlines
Thu, Jan 15 - Tue, Jan 20
Multiple Airlines Logo
5:33 pm - 12:35 am
PNS
-
PHL
6h 02m1 stop
Multiple Airlines Logo
10:35 am - 4:37 pm
PHL
-
PNS
7h 02m1 stop
$170Multiple Airlines
Tue, Jan 20 - Wed, Jan 28
Multiple Airlines Logo
5:33 pm - 10:37 am
PNS
-
PHL
16h 04m1 stop
Multiple Airlines Logo
1:40 pm - 3:08 pm
PHL
-
PNS
26h 28m1 stop
$171Multiple Airlines
Thu, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
5:33 pm - 7:55 am
PNS
-
IAD
13h 22m1 stop
Multiple Airlines Logo
8:35 am - 4:37 pm
IAD
-
PNS
9h 02m1 stop
$171Multiple Airlines
Tue, Jan 6 - Mon, Jan 12
Multiple Airlines Logo
1:58 pm - 11:14 pm
PNS
-
PHL
8h 16m1 stop
Multiple Airlines Logo
8:20 am - 3:08 pm
PHL
-
PNS
7h 48m1 stop
$172Multiple Airlines
Wed, Jan 28 - Mon, Feb 2
Spirit Airlines Logo
5:33 pm - 11:47 pm
PNS
-
BWI
5h 14m1 stop
Spirit Airlines Logo
9:26 am - 3:08 pm
BWI
-
PNS
6h 42m1 stop
$172Spirit Airlines
Thu, Jan 22 - Sat, Jan 31
Frontier Logo
6:17 pm - 9:59 pm
PNS
-
DCA
26h 42m1 stop
Frontier Logo
2:00 pm - 5:22 pm
DCA
-
PNS
28h 22m1 stop
$219Frontier
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
7:10 pm - 12:04 pm
PNS
-
DCA
15h 54m1 stop
Frontier Logo
1:00 pm - 3:49 pm
DCA
-
PNS
27h 49m1 stop
$252Frontier
Sat, Jan 10 - Sat, Jan 17
Delta Logo
10:06 am - 2:45 pm
PNS
-
IAD
3h 39m1 stop
Delta Logo
8:00 am - 1:49 pm
IAD
-
PNS
6h 49m1 stop
$322Delta
Wed, Apr 1 - Sat, Apr 4
Delta Logo
6:15 am - 11:51 am
PNS
-
IAD
4h 36m1 stop
Delta Logo
1:00 pm - 6:37 pm
IAD
-
PNS
6h 37m1 stop
$355Delta
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 $450 respectively.

What’s the cheapest day of the week to fly from Pensacola to Maryland?

The average price of all round-trip flights from Pensacola to Maryland clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Maryland on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Pensacola to Maryland. For your return ticket, we recommend flying on a Tuesday and avoiding Fridays for the best deals.

Good to know

Low seasonAugust
Cheapest flight$80
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 3% 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 at night, when round-trip flights cost $317 on average. Morning departures are around 5% 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 $436.

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. $163 one-way - $386 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.
7.9
SouthwestOverall score based on 4250 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

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

10.0 ExcellentMichael, Nov 2025
LAX - BWI
Read more Southwest reviews

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.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

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!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

The seats are the most uncomfortable seats I’ve ever sat in. Don’t believe I’ll ever fly spirit again!!

Customer feedback I sent to Spirited today: “I will never fly Spirit Airlines again and will work hard to convince my friends and family to boycott/avoid Spirit Airlines at all costs. I booked three seats for me and my 8 and 10 year old children on NK 1222 from Orlando to Kansas City for 12/7/25 leaving Orlando at 10:37AM. This itinerary was abandoned by Spirit and we were rebooked onto Spirit flight NK 213 leaving at 9:06PM without any notice. Then the nightmare really began. Flight 213 was delayed a total of 12 times, finally leaving at 6:35AM the following day. The gate was changed 5 times and our electronic boarding passes were invalidated at midnight. The worst part was that the 12 separate delays were incremental making it impossible to plan for accommodations for my family. My kids missed a day of school and barely slept under the harsh lights with lots of noise on the filthy airport floor. The customer service agent at Spirit Airlines told us we would be emailed a voucher for a hotel which never happened. I asked about it multiple times and it never arrived in my email inbox. This whole unfortunate situation could’ve been avoided if spirit had taken a realistic approach and delayed the flight from 9 PM until 6 AM from the beginning. My son gleefully deleted the Spirit app from my phone once we landed and we will never fly with Spirit again.”

Everything was smoothly and convenient! Just stay in this way!

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Speaker airport didn't work well, so we couldn't hear the boarding call but the plane was on time leaving and on time arriving took a while for them to open the door and there was a non-disruptive guy who was inebriated a few rows ahead of us. Overall the flight was good and we appreciate the on-time-ness

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

Very uncomfortable seat. Hard bar under cushion. Flight had no solution except to walk a around at times

Endless, trip oof my life, we still are in in plane waiting for getting off.after 3 hours delay. Not even a glass of water.

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

Flight was delayed. (To be excepted because of TSA shortage) I’m super short and still struggled with leg room, there was no screen, and the seat didn’t recline at all.

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

Information on your arrival and departure airports