$67 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 4/16. 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, Apr 16 - Sun, Apr 19
Multiple Airlines Logo
9:40 am - 7:41 am
PNS
-
PHL
21h 01m
1 stop
Multiple Airlines Logo
10:38 pm - 9:15 pm
PHL
-
PNS
23h 37m
1 stop
$151Multiple Airlines
Thu, Apr 16 - Sun, Apr 19
Multiple Airlines Logo
9:40 am - 12:46 pm
PNS
-
IAD
26h 06m
1 stop
Multiple Airlines Logo
1:26 pm - 9:15 pm
IAD
-
PNS
8h 49m
1 stop
$151Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
6:00 am - 7:27 am
PNS
-
IAD
24h 27m
1 stop
Multiple Airlines Logo
8:09 am - 9:15 pm
IAD
-
PNS
14h 06m
1 stop
$158Multiple Airlines
Fri, May 8 - Sun, May 10
Delta Logo
7:30 pm - 12:51 am
PNS
-
BWI
4h 21m
1 stop
Delta Logo
6:31 pm - 9:53 pm
BWI
-
PNS
4h 22m
1 stop
$179Delta
Tue, Mar 31 - Tue, Apr 7
Spirit Airlines Logo
7:00 am - 10:52 pm
PNS
-
PHL
14h 52m
1 stop
Spirit Airlines Logo
8:53 pm - 9:14 pm
PHL
-
PNS
25h 21m
1 stop
$190Spirit Airlines
Wed, Mar 11 - Tue, Mar 17
American Airlines Logo
11:11 am - 7:04 pm
PNS
-
BWI
6h 53m
1 stop
American Airlines Logo
7:22 pm - 11:59 pm
BWI
-
PNS
5h 37m
1 stop
$193American Airlines
Fri, Apr 10 - Sun, Apr 12
Delta Logo
7:34 pm - 12:53 am
PNS
-
BWI
4h 19m
1 stop
Delta Logo
6:59 pm - 11:13 pm
BWI
-
PNS
5h 14m
1 stop
$197Delta
Fri, May 1 - Sun, May 3
American Airlines Logo
4:31 pm - 10:06 pm
PNS
-
BWI
4h 35m
1 stop
American Airlines Logo
6:12 am - 10:19 am
BWI
-
PNS
5h 07m
1 stop
$204American Airlines
Tue, Mar 17 - Wed, Apr 8
Southwest Logo
4:55 pm - 10:55 pm
PNS
-
DCA
5h 00m
1 stop
Southwest Logo
9:05 am - 2:30 pm
DCA
-
PNS
6h 25m
1 stop
$293Southwest
Tue, Mar 17 - Wed, Apr 8
Southwest Logo
5:45 am - 2:55 pm
PNS
-
DCA
8h 10m
2 stops
Southwest Logo
9:05 am - 2:30 pm
DCA
-
PNS
6h 25m
1 stop
$298Southwest
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 January, when tickets cost $258 (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 $498 respectively.

Good to know

Low seasonAugust
Cheapest flight$67
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 2% 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 4% 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 $445.

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 - $384 round-trip; Philadelphia $219 one-way - $385 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 4298 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

An entire day of delays. Cost lots of money. Meals and a hotel.

4.0 OkayLindy, Feb 2026
VPS - DAL
Read more Southwest reviews

An entire day of delays. Cost lots of money. Meals and a hotel.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

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

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

The flight was great as well as the airline staff

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.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

The smell from the bathroom kept wafting through the cabin. It made people sick.

Waited for oxygen tanks for 30 minutes after boarding was complete.

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

We sat on the tarmac for an hour and a half after landing.

Horrible experience!! In the meantime we were in Philadelphia they didn’t give us some water and the information about the fly on the plane was without empathy!!! Plus the fly started with delay!! So very unhappy moment!!!

The flight was delayed for unknown reasons while other airlines weren’t. It was very frustrating.

I was not informed via text about flight delay and gate change. There should have been a notice by the original gate letting us know that there was a change. A half hour before original flight time we realized there was no one there and were told that the gate was changed so we ran across the airport (I was traveling with my aunt who is in her upper 60s) to try to make the flight and then saw that the flight was actually delayed an hour . If you can do something for us to makeup for this we would appreciate it. Thank you

Less than acceptable. Family members had flights cancelled with no reason. Multiple hour delay, gate changes, poor communication, less than satisfactory. I will never fly with spirit again, which is a shame because it’s a budget friendly option but quite frankly with all of the hassle and hoops that come with flying spirit. Completely unacceptable.

There absolutely needs to be WiFi on flights. Not sure why this new aircraft did not have the capability, but it made for a very frustrating flight. I honestly would have paid twice as much for another airline to have WiFi as an option, especially as a mom with kids who have disabilities.

Delay at the gate without any communication such as announcement, sign, monitor, email or text. Found out later we were boarded with the knowledge of a significant delay, awaiting communication from Europe. Pilot was the only source of information regarding the delay after a long gate delay and sitting for more than 30 minutes after boarding. More than 2 hour delay, landing at 2 AM. Offered to deplane and reboard, but probably should have just waited rather than repeat the process. Not the first time experiencing the lack of communication with Spirit airlines. This morning was not as bad as showing up to a terminal without an agent (or aircraft) without any sort of communication. Much later an email was sent that stated our flight was rescheduled for a week later. Situations do arise, but simple communication can alleviate a lot of the frustration. Hard to believe a corporation doesn't understand that. But, you get what you pay for...

No complaints with pricing so don’t expect a lot of extras.

Flight out was great but this flight was canceled and nothing was available for 2 days after this so I had to purchase an expensive ticket from another airline so I could go home. The flight cancellation was said to be a crew issue, it wasn’t weather or maintenance.

Flight got cancelled 1.5 hours prior to gate open and logistics of travel got delayed.

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

Information on your arrival and departure airports