$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 4/24. 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
Frontier Logo
7:24 pm - 5:34 am
PNS
-
PHL
9h 10m
1 stop
Frontier Logo
5:05 am - 9:17 am
PHL
-
PNS
5h 12m
1 stop
$160Frontier
Fri, May 8 - Sun, May 10
Frontier Logo
3:13 pm - 7:27 am
PNS
-
IAD
15h 14m
1 stop
Frontier Logo
8:09 am - 2:15 pm
IAD
-
PNS
7h 06m
1 stop
$160Frontier
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
9:40 am - 5:54 pm
PNS
-
IAD
7h 14m
1 stop
Multiple Airlines Logo
8:30 pm - 8:34 pm
IAD
-
PNS
25h 04m
1 stop
$167Multiple Airlines
Sun, Apr 19 - Wed, May 13
Frontier Logo
10:12 am - 1:52 pm
PNS
-
PHL
26h 40m
1 stop
Frontier Logo
5:29 pm - 2:15 pm
PHL
-
PNS
21h 46m
1 stop
$171Frontier
Fri, Apr 17 - Mon, Apr 20
Multiple Airlines Logo
6:00 am - 12:46 pm
PNS
-
IAD
5h 46m
1 stop
Multiple Airlines Logo
8:12 am - 9:15 pm
IAD
-
PNS
14h 03m
1 stop
$180Multiple Airlines
Tue, Mar 31 - Tue, Apr 7
Spirit Airlines Logo
7:00 am - 4:26 pm
PNS
-
PHL
8h 26m
1 stop
Spirit Airlines Logo
5:21 pm - 9:14 pm
PHL
-
PNS
4h 53m
1 stop
$212Spirit Airlines
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
2:45 pm - 10:45 pm
PNS
-
DCA
7h 00m
1 stop
Southwest Logo
1:10 pm - 8:20 pm
DCA
-
PNS
8h 10m
1 stop
$269Southwest
Tue, Apr 21 - Tue, Apr 28
American Airlines Logo
6:00 am - 9:29 am
PNS
-
DCA
2h 29mnonstop
American Airlines Logo
3:54 pm - 5:25 pm
DCA
-
PNS
2h 31mnonstop
$273American Airlines
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
11:35 am - 9:55 pm
PNS
-
DCA
9h 20m
2 stops
Southwest Logo
6:00 am - 9:30 am
DCA
-
PNS
4h 30m
1 stop
$275Southwest
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
5:53 pm - 11:12 pm
PNS
-
DCA
4h 19m
1 stop
American Airlines Logo
3:54 pm - 5:25 pm
DCA
-
PNS
2h 31mnonstop
$283American Airlines
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$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 in the morning, when round-trip flights cost $428 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 $446.

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 4301 reviews
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
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

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

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!!!

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

I am an AA flyer for a very long time... AA has yet to disappoint.

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

They charged late fees for selecting seats (no $0 options). They also changed my gate within the last half hour and are refusing to reimburse my costs to drive across the country with two small children in a rental car.

I was waiting in line for the restroom onboard, the flight attendant told me to step back two rows and stay on the carpet. She was rude and I expected a tik tok experience with me getting thrown off the plane. She was rude and frankly there was no where else to stand.

It was cancelled a few hours before take off. Spirit has yet to confirm I will be refunded for the trip

We flew Spirit because it was cheaper but the seats were so uncomfortable. I don;t need to be fed snacks on a plane but when it's a 3-4 hour trip then at least a drink is nice. The flight attendants had nothing to do the whole flight except for gossip loudly to each other right behind our seats, and they talked so much my husband couldn't even rest! I was fine with no tv or entertainment but the seats were so uncomfortable with no recline, no padding, and I am short but even for me to leg room was tough for a 3-4 hour trip. We probably would fly spirit again if we had to, but it's definitely not our favorite!

There was absolutely nothing good about this fight. They delayed us for over 2 hours to give our plane to a flight going to Tampa. By the time we got to norfolk conditions were too bad to land so they took us to Charlotte to refuel so they could fly back to Fort lauderdale. There was almost no communication from the pilot, no wifi, no chargers, and they wouldn't even give us free water when we were stuck in Charlotte refueling.

The flight itself and the crew were great. Sitting on the tarmac for over an hour until our gate opened up was really frustrating. Missed our scheduled bus and got home two hours later

This flight cancelled. I am in the airport right now and my kids sleep on the floor. We are waiting for information in the line 4 hours and rude woman from spirit airline offers us flight to Austin on 23 February. No water no food offer. The offer to book hotel and they will refund 150$. The nearest hotel 450$ per night. So I got flight to San Antonio 02/22 at 7am. I hate this company, they are rude and no empathy. So many people with kids were there. And I don’t sleep and it is cold here. I don’t have warm clothes for me and my kids. And I don’t have money for transport from San Antonio to my Austin.

It was the most turbulent terrifying flight I’ve ever been on. I will never fly spirit again.

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!!!

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

Information on your arrival and departure airports