Find cheap flights from Maryland to Puerto Rico

Find cheap flights from Maryland to Puerto Rico

Search hundreds of travel sites at once for deals on flights to Puerto Rico

Round-trip
Economy
Boston (BOS)
Puerto Rico
Wed 4/14
Wed 4/21
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 7% drop in price.

High season

DecemberMost popular time to fly with an average 28% increase in price.

Average price round-trip

$566(avg. price over the last 2 weeks)

Good deal round-trip

$237or less

Good deal one-way

$155or less

FAQs for booking flights from Maryland to Puerto Rico

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Top 5 airlines serving from Maryland to Puerto Rico

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,456 reviews
8.3
Boarding
8.2
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews

Pros: "given the current situation here and around the world, the crew is doing their best which is very good."
Cons: "sanitizer at the waiting area before boarding, maintain the social distancing when board and existing, insist that it must be followed, disembark row after row"

Cons: "Boarding was a tad slow, and in-flight announcement of descent would be appreciated since it was sudden."

Cons: "Genial"

Pros: "I was to tired to even flight more than 9 hours in the airport was not in my plans"
Cons: "If they would of speak with honest and not tell us it was not pilot available that was very unprofessional and unacceptable"

Cons: "On time and very comfortable"

Pros: "Personalized service, even in economy. Friendly faces, who seemed intent on providing the best customer service."
Cons: "Not much."

Pros: "I liked the take off and the landing, the two things I hate most, especially the landing... It was smooth..."

Cons: "NA"

Pros: "Very good"

Pros: "Easy check in and appreciate the family with stroller pre-boarding."
Cons: "It does not feel like more leg space than other airlines. It was ok, just given advertising would have expected more."

Pros: "Everything ran smoothly on this flight- on time , fast luggage delivery, cheerful flight attendants."

Pros: "Clean planes nice staf..over all good"
Cons: "Best airline"

Cons: "The best air line"

Cons: "I love jetblue"

Pros: "Great! Both ways. Many thanks for making wheelchair travelsp easy."

Pros: "It was on time, quick, and painless"
Cons: "N/A"

Pros: "I loved the snack options, the channel options, the seating arrangement, etc"
Cons: "technical difficulties made some channels blurrier than others, but I could hear just fine for the music channel"

Pros: "All attention very well."
Cons: "Up date, the movie."

Cons: "Map program on screen To many ads"

Pros: "I just lost my husband and I was flying to go bury him in P.R. I told them I have been having anxiety attacks and if they can please put me in an isle sit so I wouldn't feel like I was trapped sitting between two people. So understanding and they put me in an isle sit second row of the airplane. Will never forget how kind they were to me thank you JetBlue."

Pros: "Easy boarding..quick fkight"

Pros: "We left and landed early"
Cons: "No ac power"

Pros: "Credit card machine appeared to not work, free drinks and headphones!"

Pros: "First row seat was so comfy w lots of room!"
Cons: "Nothing"

Pros: "Typical ride and employees were friendly."
Cons: "Not enough bag space. Needed to put my carry on below with the luggage."

Cons: "No WiFi"

Cons: "$25 charge for checked bag"

Cons: "That our flight kept getting pushed back. Very annoyed"

Pros: "Always excellent service"
Cons: "The wireless Internet was very spotty."

Pros: "peace and quiet for 2 hours"

Pros: "The effort to stay on track so far so good"

Cons: "Late plane. No explanation. Orlando arrrival"

Cons: "Slight delay"

Cons: "Huge delays..."

Pros: "Crew"
Cons: "My husband & I were in Row 5 & in last boarding group. When we got to our seats, all of the overhead bins were filled all the way back to Row 8. So, we put our suitcases up there. When we landed, we had to wait for everyone to get off the plane to be able to go back to those bins. And someone had already exited the plane with my husband’s suitcase. Their suitcase was left. We spent an hour with Suitcase Services, but could not find out who took my husband’s suitcase. (No ID inside theirs) I recommend that you board lower numbered rows first so that people in the back rows don’t take the front bins!"

Pros: "punctual in taking off and landing, new planes, comfy seats in the smaller aircrafts, not cramped, I like that, friendly "cabin" crew. I like a lot."

Cons: "Late departure, no overhead bin space available"

Pros: "Everything"
Cons: "Nothing"

Pros: "non stop service"

Pros: "Everything the best!"

Pros: "Overall efficiency of the trip was very good."
Cons: "Audio in seat was poor. Lots of static and could not hear show."

Cons: "Endless delays and extremely shitty boarding staff."

Pros: "Landed early. Everyone was nice."
Cons: "The plane was freezing."

Pros: "Orlando's kindness"
Cons: "Nothing"

Pros: "Exactly as scheduled"
Cons: "Na"

Cons: "3 hours delay"

Pros: "The pilot nailed the landing. I always grade the landings from 1-10. This was the first 10 I have ever given."

Pros: "I Enjoy Every Moment In Puerto Rico La Parguera En El Pueblo De Lajas , La Guancha En Ponce, Playa Crashboard En Aguadilla, El Faro En Rincon ,Playa Jobos En Isabela,Balneario De Boquerón En Cabo Rojo Me Encantan Las Playas El Agua Es Tan Clara Y La Arena Blanca ,Las Gente Es Muy Servicial."
Cons: "No Tener Más Días Para Seguir Disfrutando. I Love My Island Is Beatiful."

Pros: "From the start to the end nice right no problems at all thank you"

Cons: "Snacks need some variety"

Pros: "Quick and painless, and so appreciate Delta’s respect for social distancing while other flagship carriers have returned to booking full flights"

Cons: "Great flight all around."

Pros: "The crew was not overly friendly"

Cons: "Great"

Pros: "Smooth flying!"
Cons: "Better & more snacks.....no ice?"

Pros: "Great crew"

Pros: "Nice service"

Pros: "Love it"

Cons: "In the last months I have travel 3 times , this is the first with Delta. I can say it has been the best experience I had. Good entertainment, the access to texting and the variety of snacks make superior this airline."

Pros: "extra legroom of comfort plus zone"
Cons: "Bordung process runs smoother now that the order is made clear ahead of time. In jfk they did not have the columns marked “comfort” “priority? “Main 3”, etc, like they had at Reagan arpoirt in DC"

Pros: "Crew was very fast but not enough during boarding and people had brought oversized carry on luggage to the gate requiring stowing. We had checked a carry-on at check in and paid $30 while several people got theirs stowed for free which seemed unfair."
Cons: "The charging for checked luggage has created a situation that was unfair for all travellers and ultimately made the plane’s departure late. This policy drives people to bring too much luggage into the cabin, putting at risk the safety of others and delays."

Pros: "I like being able to charge my devices"
Cons: "Better movies"

Cons: "Stop being LATE!!!!"

Cons: "The ticketing counter gave very bad guidance for when I arrived, thus refusing to allow me to check my bag. And insisting that I had to cancel my skymiles ticket and purchasing a new ticket. Show up at least 2 hours before at DCA for intl flights, employee incompetence could cost you $$$$"

Cons: "Virgin Atlantic has had better days. Living off of a long gone reputation. Great staff but old and worn out planes. Code sharing has done them no favors!"

Cons: "Better ? Impossible!"

Pros: "The plane was very new and clean; entertainment options and food were very good; it was a good flight."
Cons: "At baggage drop-DCA: Charged me for a bag when I had a status that allows 1 bag free; she would not listen, made me pay for it in order to check my bag and then told me to go over to customer service and ask for a refund."

Pros: "Arrive early. On time departure."
Cons: "My row 34 D did not have entertainment - had to move to another seat and row."

Pros: "Baggage came quickly. Flight was on time."

Pros: "Easy boarding process, on-time departure and arrival and extremely comfortable!"
Cons: "NA"

Cons: "No food"

Pros: "The service was excellent from boarding to inflight operations everyone seemed happy and made a honest attempt to be helpful and create an enjoyable experience for me and my Travel Partner."
Cons: "Plane was late coming in and my departure time was 30 minutes off schedule."

Pros: "Staff was friendly."
Cons: "During boarding, the sign wasn’t updated after Zone 1. I was watching the board from a distance while on the phone, waiting for Zone 4 to come up. Fortunately, I heard them say “final boarding” over the intercom; otherwise I could have missed my flight."

Cons: "Delayed flight"

Pros: "The movies"
Cons: "We boarded late, then sat in a hot plane for an ester 30-40 mins because the route got cancelled. They wouldn’t serve us beverages while it was so hot inside. We landed over 49 mins later into Lax"

Pros: "Free movies"
Cons: "N/A"

Cons: "Crew wasn’t very friendly"

Pros: "Nothing"
Cons: "Everything fuckin sucks"

Pros: "Buen entretenimiento."

Pros: "Good in general."

Pros: "Giid free sandwixh. Very good entertainment system. Good seats."

Pros: "Short flight"
Cons: "Loud"

Pros: "Movie selection and cable channels"
Cons: "My connection was abruptly changed, it took a long time to straighten out, but they eventually did."

Pros: "Excelente"

Cons: "The male flight attendant my section was very unpleasant to the elderly passengers in my area and just left me very uneasy about the flight"

Pros: "Quick service - uneventful."

Pros: "Loved the Clear/Skymiles fingerprint boarding! Great line markers at DCA as well. Would love to see those in other cities."

Cons: "Small plane"

Pros: "Customer services"

Pros: "I board sky priority or sooner so it always goes well."
Cons: "Delta could do a little more to align people behind the right zone pillars when lining up for boarding. Passengers especially those not used to flying or flying with Delta are always confused. Maybe some stripping on the floor could help or pillars at the front and midway back."

Pros: "Delta fo"

Pros: "NONE"
Cons: "The service was terrible. Also a ripped off base on I was expecting to be treated as if I was on Virgin nothing compares to it . Delta plane making a loud noise we can even heard anything when pilot does announcement. I want my money back or I should be reinbuise some how."

Pros: "Crew was good."
Cons: "Plane was late"

Cons: "Never announced we were over 10Kfeet and could turn on electronic equipment, attendant seemed cross when her question "pretzels or coockie?" was answered "yes.""

Pros: "Comfortable flight, plenty of leg room and I live the individual chargers at each chair."
Cons: "When I pay more for a direct flight, I expect my flight to be non stop. Delta changed my flight and added a layover but I didn't receive any recompense from the airline. Seems very odd."

Pros: "Good experience overall. Pleasant staff. Movie features were wonderful and helped pass the time."

Pros: "I'm always happy when I get a Delta flight that has the in flight entertainment. Good selection of tv shows, movies and music. Makes the time go by fast"
Cons: "Can't really think of anything I don't like the"

Pros: "The service. The plane (seemed like an international plane). Food options. The service and the service. There was a problem getting on, they allowed premium members to board but when I got to the plane, I was scolded by the cleaning crew lady (maybe the Mgr) that they were not ready and that she had informed 'them' of that and that no one is allowed to board while they are cleaning."

Pros: "Movie selection"

Pros: "Seat cramped"

Cons: "It was amazing"

Cons: "Too cold"

Cons: "The layover was 40 minutes but from one gate to another takes 30 minutes, I was one of the last person aborting and the doors were about to close."

Cons: "Snack selection"

Pros: "Smooth ride"

Cons: "Feeling of being cramped"

Pros: "Fast boarding process, on time"

Cons: "Nothing you could do, it was a maintenance issue."

Cons: "Seating in Economy plus is tight. No electrical or UBS outlets for charging devices."

Pros: "everything"
Cons: "snacks"

Pros: "People were friendly"
Cons: "Broke arm off wheelchair"

Pros: "None"
Cons: "Long delay"

Pros: "Did not experience food or entertainment"

Cons: "Overbooking and worrying I would miss my trip"

Pros: "Movie options were good."
Cons: "The a/c was not working well and t"

Cons: "Mechanical delays caused me to miss my uncle's funeral."

Pros: "Not a challenging process from beginning to end."
Cons: "Nothing"

Pros: "Perfect from start to finish"

Cons: "We never took off"

Cons: "the usual garbage AA flights on CRJ's with poor on-time performance and frequent maintenance issues..."

Cons: "Seating is a bit cramped."

Pros: "Personalities...loved their job. Great to talk to."
Cons: "Bosrdunf staff at DCA. No communication in crowded area"

Pros: "Boarding process"
Cons: "Delay, no food,"

Cons: "Our audio did not work for movies. The food was super cheap"

Cons: "I was forced to check my carry on luggage. There was no problems on the way up to DC, just on the way back."

Cons: "So many different categories to board!! Same applies to all legs of this trip... it is annoying and completely inefficient."

Pros: "There was surprisingly a great amount of legroom"

Cons: "Food was not good at all."

Pros: "Lost baggage"
Cons: "They have it arriving with me. But cannot locate it. Normally they would know where it was."

Pros: "Nothing"
Cons: "Lost connection"

Cons: "Delay. Old airplane with sewer smell in back. Not a great experience."

Cons: "Completely ignored for beverage service"

Cons: "Shaky landing."

Pros: "Nothing"

Pros: "It did not crash"
Cons: "Delays, baggage loss, how the Airline dealt with both."

Cons: "I was trying to check two bags, and I get three free bags. My one bag was my wife's bike in a case and it as 60 pounds and the other was a suitcase that was only 20. They made us take stuff out of the bike case and move it to the suitcase to get it below 50 pounds. Ridiculously nitpicky. It's the same overall weight..."

Pros: "Thanks Daniel for making my trip to San Diego comfortable!"
Cons: "Didn't get to upgrade to 1st Class, but oh well :)--"

Pros: "Loved the individual seat back entertainment"

Cons: "No have owned screen TV"

Cons: "It was freezing."

Cons: "NA"

Cons: "Checkin"

Pros: "Everything"
Cons: "Nothing"

Pros: "todo muy bien"

Pros: "Comfortable seat"
Cons: "Lack of entertainment"

Pros: "All of it"

Cons: "America Airlines...worst service and just a horrible experience"

Cons: "Thrust"

Pros: "Everyone was amazing. Helpful. Kind professional"

Pros: "When the lady in the gate saw me almost dying of running all over the airport with my suitcase, she was very nice and comfort me."
Cons: "Nothing"

Pros: "Services , on time"

Pros: "Very nice breakfast provided. Staff was great."
Cons: "No media entertainment for 3.5 hour flight"

Pros: "On time and comfort"

Pros: "The personal are very amability"

Pros: "As expected."
Cons: "N/A"

Pros: "Nothing"

Cons: "The landing was rough!"

Pros: "Snack delicious"

Pros: "No Lufthansa?!"
Cons: "No Lufthansa?!"

Pros: "I felt comfortable. Staff was great."
Cons: "The cracker and cheese box. The snack wasn't worth the money."

Pros: "Easy to board and check in, good price"
Cons: "It was extra to check luggage"

Pros: "Everything"
Cons: "N/a"

Pros: "Everything"
Cons: "NA"

Pros: "Thank you for making this connection available from charlottesville to dulles. It beat driving! Everyone was helpful"

Pros: "Boarding"
Cons: "Excellent"

Pros: "This plane was smaller so I got to sit by myself so it was more comfortable for me"
Cons: "Lack of drinks/ comp snacks"

Pros: "I had to get my luggage in Frankfurt and was almost denied access to it in the airport because the airlines don't have agreement together."
Cons: "Luggage transfer"

Pros: "The service since I am handicap"

Pros: "Fine. Wish my earlier one wasn't so delayed."

Pros: "On time"
Cons: "The boarding process Boarding should start from the rear rows to the front irrespective of what group shows on your ticket.some ended up with no storage space as they are in group 4 or 5"

Pros: "It's seems like no one cares about passengers in this airline.... Rude services"

Cons: "we had to pay to watch any channel."

Pros: "The upgrade it made the all the difference in the world"
Cons: "Would not change a thing"

Pros: "Very organized . On time"

Pros: "Everything! My grandparents needed special assistance with wheelchair and the crew was very helpful! They spoke Spanish and they were able to get a crew member to translate"

Cons: "EVERYTHING WAS EXCELLENT"

Pros: "Good"

Pros: "Good trip"
Cons: "Nothing"

Pros: "Liked the upgrade to first class"

Cons: "Was asked to pay $25 extra for my luggage. That should have been disclosed up front on the ticket. Not happy"

Cons: "N/a"

Cons: "I never took this flight since the San Francisco flight got delayed that when I got to the gate to board the Washington flight. The gates closed on my face literally. Awesome trip.! (Sarcasm included)"

Cons: "When I boarded the plane, I noticed crumbs and grease marks on my seat and crackers all over the floor at my feet. Rather than clean my area, the stewardess handed me wet wipes."

Cons: "Bad"

Cons: "Long wait. Not communication between employees. Poor customer. Service"

Pros: "Everything"

Cons: "not offered any break on food or beverage, or wifi."

Pros: "Everything"
Cons: "N/A"

Cons: "Late departure."

Pros: "Very poor service"

Cons: "Service"

Pros: "I loved how quickly we departed and arrived at each destination!"
Cons: "The boarding process was terrible. People forgetting to even stand in line for their boarding groups getting to cut ahead of those whose group is currently in the process of boarding. That should not be allowed. It's rude and disrespectful to other passengers/customers."

Cons: "Maintenance delays and rerouting caused me to miss my reserved ground transit in LA... United claimed on the phone I would be reimbursed for a taxi, but changed their mind when I sent them a receipt a few days later."

Pros: "same comments as above"
Cons: "same comments as above"

Cons: "Tight aisle"

Pros: "Professional, friendly service."
Cons: "Nothing"

Pros: "Getting from point a to point b."
Cons: "Lack of good free snacks. Not getting free bag checked."

Pros: "Fast, friendly, on time"
Cons: "none"

Pros: "I like free wifi, aspecial food item like middle east food"

Pros: "Check in was"

Pros: "Nothing"
Cons: "Smoother ride to location"

Cons: "Nothing because everything is good."

Pros: "En realidad nada porque desde los empleados hasta las azafatas del avión brindan muy pésimo servicio"
Cons: "Todo Check in Empleados Meriendas Entretenimiento"

Pros: "Once again everyone was so wonderful and helpful"
Cons: "Lower luggage cost. I spent $110 additional on this trip since since I wasn't well informed (my fault)"

Pros: "Nothing"
Cons: "Everything"

Pros: "Nothing"
Cons: "Staff crabage"

Pros: "Yes it was. People were very nice"

Cons: "People should be restrained from jamming entrance to aircraft BEFORE their zone is called."

Cons: "Never happened, the flight was cancelled and never rebooked."

Cons: "The flight was delayed, it was a mess."

Cons: "Boarding"

Cons: "Good"

Cons: "Tremenda porquería horrendo"

Pros: "Yes"
Cons: "Food"

Pros: "No issues"

Pros: "SEAT was comfortable"
Cons: "Service"

Pros: "Estaba todo bien."
Cons: "Pero no me gusto q havia mucha turbulencia. Y mis photos queria esplotar."

Pros: "Good"

Pros: "Liked everything just wanted a better seating choice"
Cons: "The middle seat"

Pros: "Nothing."

Pros: "Nice service. Exceptionally new plane about a year old to the month."
Cons: "Need to ask people to prepare to deplane. Perhaps use rear door to expedite process"

Pros: "Noting"

Pros: "Nada"
Cons: "Everything"

Pros: "Cheap flight"
Cons: "Bag fee"

Cons: "Terrible service, unprofessional, impractical and unreasonable airline that should never be suggested."

Pros: "I país for seat 25...$12."
Cons: "I would not FL y any more for Frontier"

Cons: "The credit card sales pitch. Too long and loud. People were trying to sleep and were rudely woken up and subjected to that !"

Pros: "Comfort"
Cons: "Don't have food free inside the fly"

Pros: "Overall service"

Cons: "The check in was soooo slow, the person who was helping did not know what she was doing."

Pros: "Poor quality airline. Will never ride the airline again."
Cons: "Frontier service."

Pros: "When all the add ons are factored it is no cheaper than delta."

Pros: "Nothing good, bad baggage handling experience, miss commitment. Overall it was pretty bad."

Pros: "Picking out seat"
Cons: "No free snacks"

Cons: "40 minutes and still no bags"

Cons: "this company does not respect the customer. For both flights delay of more than 6 hours."

Cons: "2 hours on tarmac. Yuck."

Pros: "I'd rather take a shower at auschwitz than fly frontier again"
Cons: "Everything. Literally everything"

Pros: "I didn't die."
Cons: "Terrible service. Massive delays. Will not use this airline again."

Pros: "Nothing"
Cons: "Everything"

Cons: "No entertainment and you have to pay for a soda. Really"

Pros: "That we eventually arrived"
Cons: "That we arrived 3.5 hours after we were supposed to"

Pros: "N/a"
Cons: "N/a"

Pros: "Nothing!"
Cons: "They charge $40 for carry on luggage!!? They don't tell you before only when you are ready to board!!!"

Cons: "There were too many added costs. In the end it is more expensive to fly Frontier than other airlines. The pricing is deceiving."

Pros: "I like lower charges on changing bags"

Cons: "Luggage took 45 minutes to arrive"

Cons: "It was unfair to Charged us $90 for the carry on"

Pros: "Arrived early"

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Maryland to Puerto Rico

Airlines flying from Maryland to Puerto Rico have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Maryland to Puerto Rico

Mandatory masks

Masks required on board, masks provided on flights from Maryland to Puerto Rico

Social distancing seating

Middle seats unavailable to book on flights from Maryland to Puerto Rico

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Maryland to Puerto Rico

Book cheap flights from Maryland to Puerto Rico

Recent round-trip flight deals

5/8
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Frontier
8h 12m
IAD - SJU
5/24
Mon
1 stop
United Airlines
13h 15m
IAD - SJU
5/4
Tue
2 stops
American Airlines
16h 49m
DCA - SJU
5/4
Tue
2 stops
United Airlines
26h 06m
IAD - SJU
5/9
Sun
nonstop
JetBlue
3h 43m
DCA - SJU
8/18
Wed
1 stop
Delta
8h 31m
DCA - SJU
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