Find cheap flights from Key West to San José

EYW - SJO

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Round-trip
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Key West (EYW)
San José Juan Santamaria Intl
Wed 4/14
Wed 4/21
Any month
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Good to know

Low season

AprilBest time to beat the crowds with an average 53% drop in price.

High season

DecemberMost popular time to fly with an average 32% increase in price.

Average price round-trip

$618(avg. price over the last 2 weeks)

Good deal round-trip

$390or less

Good deal one-way

$147or less

Book cheap flights from Key West to San José

When to book flights from Key West to San José

Estimated round-trip price
Average price per month

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $147 or less one-way and $390 or less round-trip.
  • High season is considered to be November, December and January. The cheapest month to fly is April.

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Top 3 airlines serving Key West to San José Juan Santamaria Intl

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,155 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "Passengers not jumping up as soon as we reached the gate even though they were asked to stay seated until their route was next off."

Cons: "Our depart time was 1pm and our actual departure didn’t happen until 11pm. On and off the plane multiple times for mechanical failures for 10 hours. Delta had no plan and there were no hotel rooms. They diverted a NY flight through Atlanta waiving the covid restrictions to get us all on the plane. They Put us in a hotel In Atlanta, which was nice and convenient, but it was 2am when we went to sleep and backup at 6am to catch our flight. Not the way we wanted to end our amazing Key West vacation."

Cons: "Older plane so the entertainment system was dated and the touch screen didn’t work for me in certain areas, but otherwise it was a great flight. Efficient customs in Minneapolis as well!"

Cons: "Seat could have been more comfortable"

Pros: "of everything"
Cons: "Nothing, all right"

Pros: "Great entertainment options, best in class"
Cons: "Earlier food service for more sleep"

Pros: "live tv, watched the formula one race"
Cons: "Seats were not comfortable, and the side panel at my feet was broken off and i could see through the floor of the plane"

Pros: "Everything was GREAT !!"

Pros: "On time, comfortable flight. Great crew and service."
Cons: "Nothing. Everything was great."

Pros: "After there was a problem with the plane once we had boarded, they were able to switch us to another plane at another gate. There was a short wait, and we only had a delay of 35 minutes."

Pros: "Nothing"
Cons: "Worse experience ever, flight delayed, lost connection, many hours in phone trying to fixed and anyway lost the flight, spent so many time at the airport with the front desk so disappointed"

Pros: "The crew was awesome. The entertainment was great with a huge selection of movies. The food was really good."
Cons: "Boarding was delayed while waiting for Delta agents to come and assist people off of the plane."

Cons: "Connecting flight to as delayed. And my dad was not able to get on the plane."

Cons: "Let was a typical flight. About all you can hope for is that it is on time. That makes it excellent."

Cons: "Great flight. On time and friendly staff."

Pros: "Amazing crew, on time, decent coffee, plenty of drinks"
Cons: "The drinks cart was a little slow..."

Pros: "Sat in the Key West airport for five hours because of delays. Somehow the other airlines managed to get their people on and off the island. Although they say they can’t land in a 25 mph crosswind we were watching the weather. It mostly stayed below 20 mph for hours before departure"

Pros: "Great entertainment system."

Pros: "The flight attendants were excellent. The plane was comfortable, as usual. The choice of snacks is great!"
Cons: "Actually, everything was fine. No need for improvement .... even the airfare was great!"

Cons: "Gave confusing instructions on transfer"

Pros: "Food Getting moved to the exit row for the extra leg room"
Cons: "Didn’t like having to wait so long to book my seat and ended up on the back row the worst seats on the plane"

Pros: "Boarding was super quick, as crew wanted to leave before the strong rains and winds came through, so we left early! Plane itself was very modern and surprisingly comfortable, as much as a small space can be. Good amount of entertainment, and the crew were pleasant. And flight itself was smooth with very little turbulence which helps!"
Cons: "Had to pay for food, which was a little annoying considering the cost of the flight. Entertainment was very American led... but I guess not surprising considering it’s delta."

Pros: "The crew was very nice. Quite helpful and pleasant."
Cons: "The only small item is the gate size in MSP. Always a bit crowded but still departed on time so it’s not a large issue."

Cons: "Crew"

Pros: "Flight was good. Left on time. Crew was attentive."
Cons: "Did not assign seat at check in. Had to go to gate and check in. Staff handled it well, but it was inefficient. Wasted time dealing with it."

Pros: "Had the whole Comfort section to myself!"

Pros: "Everything was great, easy boarding, great idea (board ahead of your zone if you check bag free at gate), courteous staff, good food choices, arrived ahead of schedule, good movies."

Pros: "Good service, more leg room than American Airlines."
Cons: "Everything was good."

Pros: "See above"
Cons: "See above"

Pros: "In-flight entertainment and communication."
Cons: "The online reservation had me pick seats for my family, those seats were emailed to me, then when I checked in and got our boarding passes, the seats had changed! Wouldn't have been a big deal, but I had already memorized our seats, so I looked like a moron when I insisted seats that were not ours anymore were ours!"

Pros: "Crew was very helpful."
Cons: "Food was terrible and check in can be more organized."

Pros: "Seats were comfortable"

Pros: "Premium boarding breakfast sandwich pretty good"
Cons: "My screen stopped working in the middle of an episode."

Pros: "NOTHING AT ALL!!!!"
Cons: "everything 1st of all i didnt like the fact that the stuff could act so unprofessional and very disrespectful and not knowing what type of info to give that made me lose my flight and at the end they all told me they couldnt help me to get my flight or anything not even try.."

Pros: "Left on time and arrived early. Good boarding experience. Seating had access to electrical plugs for charging my phone."
Cons: "Nothing."

Pros: "everything was very nice"

Pros: "My aisle seat on the first flight"
Cons: "No entertainment"

Cons: "Kids yelling"

Pros: "On time!"

Pros: "New plane, nice comfort seat"
Cons: "The snack selection...pretzels or cookies!"

Pros: "Slight delay, hospitable crew"
Cons: "+25 extra bag charge"

Cons: "It was a great flight. We got there earlier then arrive time. Thank You"

Pros: "No problems curling up against the bulkhead and going to sleep. Crew was very considerate about not broadcasting messages to awaken travelers during this overnight flight."
Cons: "Was a bit warm but in a full plane what can you expect?"

Pros: "Staff are friendly"
Cons: "No leg room compared with JetBlue; few free snacks"

Pros: "Excellent service and on-time"
Cons: "Baggage charge"

Cons: "The flight was delayed for 13 hours, the airline (delta) made no effort whatsoever to remedy the adverse effects of this delay. They were even charging for snacks on the flight. A horrific experience throughout."

Pros: "Great service. On time flight."
Cons: "I reserved my ticket through Kayak.com. They auto populated my name and added my maiden name. Because that did not match my passport I was charged $50 at the counter to make the name change. Additionally this took a very long time and we almost missed our flight. I am currently fighting with the airline to get reimbursed."

Pros: "Same as previous flight."

Cons: "We could not get our seat assignments till the gate I thought we would get bumped off our flight"

Pros: "Yes"

Pros: "N/A"
Cons: "Flight attendants need to enforce all policies. It makes no sense to enforce a seat being leaned back a 1/2 inch but allow a Face Mask be worn as a Chin Guard through the entire flight instead wearing it properly!"

Pros: "empty plane awesome"

Cons: "2 1/2 hour delay; confusing messaging from staff about having to get a hotel because the delay caused us to miss our connection; but then we were told to hurry and get our connection anyway; there's no padding in the seats - very uncomfortable."

Pros: "Crew was awesome...love AA crew! Always and this time superb!"
Cons: "Leg room gets worse and worse...boarding sucked since they took our bags and we felt like it was only us that were singled out!!!"

Pros: "On time, main cabin extra was great, crew was nice, entertainment was great."
Cons: "No criticism"

Cons: "Leg room. But you know that"

Cons: "Time"

Pros: "I just like flying in general"
Cons: "Flying oo high of the altitude made my ears feel like they’re about to burst."

Pros: "not a full flight"

Pros: "Crew was nice, entertainment was good"
Cons: "Food was mediocre"

Pros: "Once boarding, we didn’t wait long for take off."
Cons: "Being on time."

Cons: "My luggage was delayed. I received it the day after"

Pros: "The agent at checkin was so kind, nice, professional and superb...I will always fly American Airlines....you have the best checkin agents, best gate agents (super funny yet professional) and also the flight crew was absolutely amazing!"
Cons: "baggage claim in Costa Rica is terrible service...but that is the airports fault since this happens with other airlines.....something has to0 change!!!!"

Pros: "No major screw-ups this time!"
Cons: "It's AA, let's not try too hard here."

Cons: "Nothing, it was fast and we arrived ahead of schedule"

Pros: "4 flights and all of them in middle uncomfortable seats. I requested aisle seats many times and counter agents were unhelpful and rude."
Cons: "Better seat options and more comfortable seats"

Pros: "Nothing-never made it."
Cons: "3 flight cancellations."

Pros: "Great seats w no annoying entertainment console."
Cons: "No complaints."

Pros: "The crew was very nice and friendly"
Cons: "There was a technical difficulty with the plane, which made a short delay in our flight."

Pros: "Everything BUT the ticket agent"
Cons: "Key West Ticket agent who also did double duty as boarding agent was so rude and condescending to everyone. Very short and impatient. Speaking to us like we were all idiots. Employees like him give flying a bad rap."

Pros: "We arrived early and everything went off without a hitch."
Cons: "Seats were really tight. Made worse by the person in front who had him s seat back."

Pros: "0ntime quick boarding"
Cons: "cost to check baggage"

Pros: "Pilot John going to DFW , awesome!!!!"
Cons: "All good !!"

Pros: "On time departure, this flight tends to get delayed, not this time. Good service and pleasant flight."
Cons: "I prefer personal entertainment systems."

Pros: "On time and no hassles."
Cons: "Uncomfortable old dirty aircraft."

Pros: "everything but the cabin temperature. it was very hot and uncomfortable."
Cons: "Too warm in the cabin."

Cons: "Changing terminals atleast 4 times"

Pros: "Can’t say anything good"
Cons: "When boarding crew was rude because carry on did not fit the overhead compartment. No options to choose from for entertainment. Flight was delayed almost an hour while sitting in plane. Food options almost nonexistent"

Pros: "Should have booked AA instead of BA."
Cons: "AA couldn't find BA reservation. poor integration of services"

Pros: "I found the crew to be nice and friendly and the breakfast was good."
Cons: "It seems like American Airlines has lived up to its reputation. More seats in a plane and less comfort. On top of that, the entertainment system has not been upgraded since the 70's. TV monitors in the middle and everyone has to watch the same thing. Of course, the sound system did not work for one entire side of the plane so I could only watch the movie and not hear it. If you are not going to have individual monitors for each seat, allow your passengers to what from their mobil devises like almost all other airlines are doing."

Pros: "The flight was easy and the crew were friendly."
Cons: "Could not get the WiFi to work"

Pros: "She was amazing!! Juggled many tasks and got at least 15 of us on via standby. She was a pleasure to work with!!"

Cons: "Took. For. Ever. To board. And. Bagage took. Long. Time. To arrive. ."

Pros: "They left my 72 year old dad without the assistance that was contracted!"
Cons: "The gate attendant wouldn’t talk to me on the phone and my dad couldn’t speak due to a stroke"

Pros: "The crew was very friendly and accommodating. The food as usual just snack type food for purchase as expected. The entertainment system malfunctioned and we could not watch the movie they offered. However one flight attendant was very nice and gave my kids special cookies. Nice touch!"

Pros: "Nothing to like. If I could give them 0 stars I would"
Cons: "Tight connection from our previous flight yet the counter folks were rude and rushed us. My daughter is obviously 7 months pregnant. Because our connecting flight left milwaukee over an hour late, we had no time to even grab a sandwich, no problem we will buy food on the plane. Wrong! The food is was gone so quickly that by the time they got to us, they were out of everything. Oh did I mention we also had 3 children ages 2, 7, and 9. Oh yes and the entertainment? Small screens mounted on the ceiling of the plane. How about updating your equipment?? Plane was old. No USB to charge your phone and stream from their App. Terrible. We own a 2nd home in Maui and travel there twice per year. Looking at other options."

Cons: "Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route."

Pros: "Mostly everyrhing"
Cons: "Food was so so"

Cons: "Horribly unfriendly flight staff"

Pros: "the clerk at the boarding desk was kind"
Cons: "delayed"

Pros: "Very pleasant employees at the Hattiesburg/Laurel airport. We were thanked for our patience even though it wasn't directly their fault for the call-out."
Cons: "They kept delaying the flight in Hattiesburg because of someone who called out earlier in the day. My family had to take off of work early to take me to the airport and it was difficult to know how late they could work due to the flight delays."

Pros: "Got to La Guardia almost 26 minutes early but then waited FORTY minutes for the gate!"
Cons: "AA needs better coordination with the horrible La Guardia airport"

Pros: "The flight attendants were excellent."
Cons: "Wish the plane had been equipped with personal entertainment screens on the seatbacks."

Pros: "Nothing"
Cons: "Food is horrible Change seats without notice"

Pros: "New regional jet Efficient boarding"

Pros: "The flight was delayed, apparently due to weather. I rebooked this flight after the first two legs were canceled. I was given an economy plus seat for this flight which made it more enjoable."

Pros: "Flight was smooth, left on time and arrived early."
Cons: "No TVs in the seats to entertain the kids."

Pros: "Flight on time"

Pros: "That i was able to apply my delta sky miles account to the reservation"
Cons: "That it was actually an american flight, not alaska. Agents at desk tried to tell me i couldn't hang my hanging back and had to roll it up and put it in purse. Internet connection is horrendous. Flight attendant not willing to reimburse me after i paid $34 and received no internet. Will avoid flying American going forward at all costs."

Cons: "Food"

Pros: "Inflight movies"
Cons: "None"

Pros: "The food and the crew"
Cons: "Entertainment system, it is outdated"

Pros: "Amabilidad de la tripulacion"
Cons: "Podrían dar comida, el viaje no es tan corto. Aire acondicionado demasiado frío, muchos pasajeros solicitaron regular l temperatura, no habían suficientes mantas"

Cons: "Kept getting delayed which I understand wasn’t their fault just frustrating."

Pros: "We did not have to wait long for our luggage."
Cons: "Our flight was delayed over an hour."

Cons: "Flight was canceled due to United's mismanagement of crews."

Pros: "Clean, comfortable and on time."
Cons: "Nothing"

Cons: "No screens in the seats. Food options are the usual limited fair"

Cons: "I’m 6’3, misty in my legs, so the diminishing legroom is a problem. Can’t afford business class either. You should really have entertainment for a 5 hr flight."

Pros: "Comfortable seats with screens"
Cons: "Mediocre snack"

Cons: "I didn't get to get on the flight."

Cons: "Slow boarding, no food no drinks, no tv."

Pros: "Staff was professional"
Cons: "Flight was delayed 50 minutes"

Pros: "Nothing"

Pros: "Más espacio, al menos una película que ver, y algún bocadillo por ser un vuelo de tantas horas"

Pros: "The pilot"
Cons: "Everything else"

Pros: "crew"
Cons: "entertainment was missing movies it said it had. also kept skipping ahead throughout time. also would have been nice to have a refill"

Pros: "Entertainment worked on this flight! And once again, I had an empty seat next to me - that's always a huge plus so I can stretch a bit."

Pros: "The flight crew was very attentive and friendly. Probably one of the nicest crews I have encountered on my flights."
Cons: "Me and this other person were waiting in the back for the two bathrooms to become available. We waited over 10 minutes."

Pros: "I like that the flight got me to where I needed to go."
Cons: "Lack of legroom and $8 to watch TV seems ridiculous. JetBlue has free TV and better legroom. Probably won't fly United again."

Pros: "The plane took two hours to leave the ground due to weather. This was unfortunate and made the passengers uncomfortable but it was not the fault of the airline."
Cons: "The airline gave all the passengers access to the movies and television channels."

Cons: "My luggage didn't make connnection."

Pros: "So they lost my bag but where super helpful and nice!"

Pros: "First flight delayed once board to check a broken light. Then waisted 40 minutes taxiing on tarmac in Houston because they couldn't find a gate. Missed our connection. They put us up in a low end hotel overnight. Then we had our morning flight again delayed as we waited for planes to the take off, so further delays. Arrived in Costa Rica 1 hour late. Now with too many other flights so immigration packed and took another hour and twenty minutes (when we finished there was only a 5 minute wait). Thanks United"
Cons: "Coffee and cookies. Moscow mule"

Cons: "Snack offering was caramely sugar cookie"

Cons: "Fligh delay."

Pros: "I was allowed to get off the aircraft to collect a bag I left behind"

Pros: "Attendants were amazing"
Cons: "We spent the whole delay on the plane and wasn't notified of a problem until after an hour. A lot of my time was wasted. That's not okay. Keep your customers informed."

Pros: "The boarding process is terrible, because communication breakdown is inevitable. The crew on the plane are sometimes rude, and have no patience when passing seated passengers. One air hostess constantly bumped into my arm like a bull as she passed walking down the isle. Entertainment is practically non-existent on long flights unless you pay for it. Two of my flights were cancelled last minute with little to no remorse, and I had to wait 2 days to catch the next flight. That flight was even delayed more than an hour. I was sick by time I reached my destination. Overall, United would not be my 1st choice due to bad experiences numerous times."

Pros: "Since we were the last ones to arrive at the gate because of our delayed flight they had to check our carry-on baggage with the luggage we didn't have locks and nomally what we carry in that bag are fragile or valuable things. They should at least have plastic gauzes or fragile stickers to put on the bags. I don't know the reason but the flight attendants left about the last 6 rows of passengers without pretzels or drinks. There was no device to view movies. Leg space too tight."

Pros: "Nice and comfy seats, good service on plane, fast boarding"
Cons: "No good food and the entertainment was not the beat"

Pros: "Just the crew"
Cons: "Now when I fly united i feel like flying with spirit or jet blue o any other cheap airline, they charge for everything but sodas. They don't even carry blankets. The fact that for a long (3h- 4h and 5h) flight (took 4 overall during the holidays) united didn't offered ONE movie for free at least was very disappointing. Not one of my flights were on-time!"

Cons: "Same. No ffood ..poor Service and allso charging. To much for extra weight. $200 for 3 extra pounds. Ridiculous. Also charged for one check in bag..Todo much"

Cons: "Viajar en United es desastroso. Los asientos son demasiado pequeños, yo mido1.57 metros y no me podía ni mover."

Cons: "Some moron decided that passengers shouldn't be allowed to bring drinks on the plane. This means that after passing security and customs, after buying an overpriced cup of latte, you are told to spill it or else. And that's in a country that lives on security. Unacceptable. Unjustified and unheard of."

Pros: "The crew were nice though exasperated with cramped new planes and crowded restrooms. Flight was on time"
Cons: "After three years of flying all around US, realized United is the worst of the three major legacy carriers. I'm star alliance gold and it's still a painful experience. Crew admitted in latest redesign of planes they've managed to squeeze another six seats in coach. My seat wouldn't go back but even if it did, would feel too guilty for person behind to do it - so little legroom on newer planes. They've also cut down on restrooms so for most of the flight there was a line of 5-6 people waiting in the aisle. American Airlines seems to have older planes but at least decent legroom (and I'm not tall - anybody over 5'10 would have to sit at an angle on new United planes!). Been very impressed by Delta's service lately. United feels more like Spirit"

Pros: "Ok flight short crew nice"

Cons: "Very uncomfortable seats"

Pros: "Bien"
Cons: "Bien"

Pros: "The staff was really polite and were willig to answer all questions with a smile."
Cons: "The seat I was on could not be reclined. This was most unpleasant because it was an overnight flight. You should earn the clients - even economy passengers - when this seat is the one being assigned to them. I would payed beforehand to get a more comfortable seat if I'd known I was to fly on a no-reclining seat on an overnight flight."

Pros: "Nothing"
Cons: "They delayed the flight due to "operational difficulties". I understand this happens, however, their communication towards customers was unacceptable. They first announced a 20 min delay, followed by another 30 min, then 30 more and then 30 more than then 30 more! They basically kept us at the gate for 2 1/2 hours until the found another plane. For a business like United, and flying out of their hub this is completely unacceptable. We ended up leaving at 11pm for a flight scheduled at 8. They didnt give anything in the plane to make up for it. No food, no free wifi, nothing."

Pros: "The seat next to me was empty"
Cons: "United put my bags on the next flight to San Jose, so I had to wait an extra 2.5 hours in the airport for the next plane to land in San Jose, Costa Rica while my ride waited for me."

Cons: "The seats were so small, with no space between rows that you couldn't even recline. The tv on the seat in front was so close you couldn't watch it. Miserable flight, and I'm only 5'5"."

Pros: "The staff was pleasant and helpful."
Cons: "The flight was late but that was at no fault to the airline."

Pros: "Terrible"
Cons: "Everything"

Cons: "I felt like tuna in a can."

Pros: "She was very understanding to my 37 minute layover in Denver and upgraded me to seat row 11 from seat row 31 to make sure I could get off the plane quicker. Very much appreciated and why I always fly United with my MilagePlus card. I had been on vacation for a week and had to be at work the next day."

Pros: "The crew was nice."
Cons: "Less leg room than any other airline, complementary food is real bad, they charge you for everything, movies, alcohol and food, in other airlines they do not charge you for none of the above!"

Cons: "A delay for one hour and 30 minutes. That Sucks"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Key West to San José

Airlines flying from Key West to San José 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 Key West to San José

Mandatory masks

Masks required on board, masks provided on flights from Key West to San José

Social distancing seating

Middle seats unavailable to book on flights from Key West to San José

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Key West to San José

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