Find cheap flights from San Jose to Key West

SJC - EYW

Find cheap flights from San Jose to Key West

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San Jose (SJC)
Key West
Fri 3/5
Fri 3/12
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Good to know

Low season

JulyBest time to beat the crowds with an average 54% drop in price.

High season

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

Average price round-trip

$607(avg. price over the last 2 weeks)

Good deal round-trip

$394or less

Good deal one-way

$202or less

When to book flights from San Jose to Key West

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 $202 or less one-way and $394 or less round-trip.
  • High season is considered to be July, August and September. The cheapest month to fly is July.
  • Morning departure is around 22% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking flights from San Jose to Key West

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Top 3 airlines serving San Jose to Key West

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,047 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "NA"
Cons: "Informing that the flight would delayed by three hours ahead of time would have been amazing. Instead of extending the delayed time every 45 min making us miss all the other opportunities to fly out"

Pros: "Leg room"
Cons: "Not sitting in an airplane without AC for 30 minutes after everyone loaded"

Pros: "Crew was great, very generous with snacks and beverages, and prior to boarding we were able to switch flights and seats without problem. All the Delta agents were extremely helpful, and had great customer service!"

Cons: "Far in advance I requested a seat with extra leg room for a back condition that is supported by a physicians note. The seat did not appear to me to have extra leg room. I was very uncomfortable."

Pros: "Very fast and efficient boarding process. We began moving right when they closed the door. Smooth flight, friendly attendants."
Cons: "Stop charging $2 for headphones lol"

Pros: "Handing by any cap was great to get us on the plane on time."
Cons: "The plane we got on time to board was delayed enough to miss our connecting flight, so delayed another 3 hours when missing the next flight."

Pros: "pilot was great... made the landing at key west seem easy!"
Cons: "Flight attendants seemed to really like their jobs!"

Pros: "Flight was mostly uneventful, which is great! Right after takeoff we made a complete circle and no information was given as to why, but we assumed it was air traffic."

Cons: "Great flight"

Cons: "It was so cold! People all over were asking for blankets and commenting on the coldness"

Cons: "I wanted an aisle seat."

Pros: "Everything! I appreciate that the ticketing agent helped me get an earlier flight and I appreciated the gate agent making sure I had a good seat! I love Delta!"
Cons: "Nothing honestly"

Pros: "New plane with good features. I was very comfortable."

Pros: "The seats are probably the most comfy of all the flights I’ve taken. All the crew was super nice."
Cons: "On my delta app it said we’d have the TVs again but we didn’t have any this time."

Pros: "The crew asked a passenger to move so we could all sit together. It was awesome. :)"

Cons: "Duration"

Pros: "Delta is my favorite airline. Smaller planes with two seats two a row."
Cons: "I was told to check my luggage even though there was still overhead bin space."

Pros: "On time, good flight"
Cons: "No power on outlets at waiting room airport, charge 2 dollars for earplugs"

Cons: "Delta always has 1 or maybe 2 people checking everyone in, including the baggage drop. So, EVERYONE has to wait for one person to finish checking in the first class passenger with a thousand needs. Very poor service as is their norm."

Pros: "- great customer service - friendly staff - Positive energy"
Cons: "- No room in the seats - No food served on plane - Crowded -"

Pros: "Got me to my destination, just not comfortably"
Cons: "Seating is ridiculously cramped and overhead storage is small"

Pros: "Travel got delayed by an hour but we were satisfied by the crew and food"
Cons: "The delay of the flight. Not sure on the reason"

Pros: "No food, no entertainment but the crew were nice and the process was painless. Recommended"

Pros: "What can I say...I love Delta!"

Pros: "I got a good seat from LA to GTA on 1st jan. it was in the front and spacious and I was also served food."

Pros: "Makes all the difference to have Flight attendants and pilots all wonderful. Gratefully, ~Elana"

Cons: "They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia.............."

Pros: "Quick friendly service from crew and captain."
Cons: "First class seat was broken was reclined and super uncomfortable the whole flight the plane was super outdated and old."

Pros: "Crew was friendly and helpful"
Cons: "Our flight was delayed by almost 2 hours and caused me to miss my connecting flight. Next available flight was a 6 hour layover that I was not expecting."

Pros: "Flight management and service is better relatively"
Cons: "Gate agents are useless"

Pros: "Flights were on time and friendly attendants!"

Pros: "I was a little concerned flying West Jet due to poor experiences in the past with Delta, but the flights were on time, staff friendly and accommodating and the plane very comfortable."
Cons: "Nothing negative to say!"

Pros: "The flight was very quick."
Cons: "They didn't serve us water."

Pros: "I liked the boarding process."
Cons: "Bigger seats are more helpful."

Cons: "Delay over one hour."

Pros: "Very on-time and fast, respectful crew."
Cons: "The airplane was old and with no entertainment."

Cons: "The crew didn't even have the decency to wait for passengers to deplane. They were long gone by the time we got off. I found this pretty terrible service. Oh yeah and they announced the wrong arrival gate too. I'll never fly Delta again. There are better airlines that treat customers with more respect."

Pros: "Courtesy seating"

Pros: "Movie selection"
Cons: "They want us there at 4:20 for a 6:20am flight but Clear doesn't open until 5. I was through checkin by 4:23. Why bother if one can't get to the breakfast facilities for another half hour plus? Then Peet's had no pastries."

Pros: "Everything was just as I have come to expect -- efficient, polite, and courteous crewe"

Cons: "At least 10, including my entertainment systems didn't work as soon as we took off. A 4 1/2 hour flight cross country with no entertainment, very disappointing. The crew was very unorganized, they couldn't even figure out how to give drinks and snacks in an efficient manner with initially skipping several rows without asking about either. Seat headrests were not adjustable up and down."

Cons: "Sold us a flight with unassigned seats"

Pros: "Take off and landing was incredibly done. Almost unnoticeable that didn't make me nervous at all."

Cons: "Very rude flight attendant - unnecessary attitude"

Pros: "Staff hospitality"
Cons: "Deboarding delay, seems typical"

Pros: "New and improved food options!"
Cons: "Boarding took more time than usual. They were able to accommodate less carry on baggage."

Pros: "the embraer 175 is VERY comfortable, despite being a smaller jet."
Cons: "Just an FYI - the small overhead bin space on the Embraer 175 made it so that many passengers bags needed to be checked at the gate to baggage."

Cons: "horrible boarding management in SJC."

Pros: "the flight on Delta and Virgin Atlantic was nothing other than brilliant!"
Cons: "everything - service - facilities - food - amenities - an overall wonderful experience!"

Cons: "Smallest plane ever. Absolutely no leg room or overhead space."

Pros: "The flight back to Columbus made up for the flight from CLT to SJC."
Cons: "This was a multi city, round trip starting out of CLT. My connection was way too close, and we missed the connection due to a mechanical problem. The lines to get vouchers were super long, and the hotel was not the best. It was way after midnight when I got to the hotel, and I did not feel safe staying at a Quality Inn. I had to walk to my room outside, and had leave in the morning in the dark as well. I was traveling alone. Please put your passengers in a better hotel, closer to the airport. I did not expect that from American Airlines."

Pros: "Flight attends are very friendly."

Pros: "Great flight"

Cons: "Running out of bin space by Group 3 is just wrong."

Pros: "It didn’t happen"
Cons: "It didn’t happen"

Cons: "The crew, the whole experience,"

Pros: "Easy check in and boarding"
Cons: "Flight was delayed 45 minutes while sitting on runway"

Pros: "delivered as expected"
Cons: "drink cart earlier and more often"

Cons: "Nothing the flight was great and very fast."

Pros: "Comfortable flight and was able to get a couple hours of sleep in."

Pros: "Take offs were a few minutes late but we arrived on time at each destination due to savvy pilots and great tailwinds. Staff was in a good mood and so were the passengers, no Scrooge’s!"
Cons: "The only BBQ in Dallas Airport Terminal C is a chain spot....boooo!"

Pros: "Friendly crews"

Cons: "Baggage claim took over an hour. Wasted so much time."

Cons: "Another delay on second segment of cross country flight — this time for maintenance issues that were never fully explained. took off an hour late from DFW."

Pros: "Good service."
Cons: "No power outlets."

Pros: "Great flight overall"
Cons: "We were told that we get one checked bag free, but at check-in were told we had to pay. So much for low prices!"

Pros: "The flight itself was fine."
Cons: "All the choices to eat were laden with gluten, salt, and sugar. Surely a salad is no heavier than what they carry, but might not last as long. For those of us gluten-sensitive, watching our glucose levels, or salt intake there’s nothing. A 40 minute gate change from B29 to A11 in PHX was barely long enough to walk far less find and buy a healthy meal. Yet again I arose at 4am and had nothing to eat until after 4pm. ALL the airlines can do better."

Cons: "There should be more number of check in bags for passengers. At the least the overhead bins should be allowed to the passengers."

Pros: "Flight was routine except that I was astonished and pleased that the movie was “Love Simon”. Thank you American for maybe helping to change some attitudes in the center of the country."
Cons: "The food is still laden with gluten. The only gluten-free option was peanuts."

Pros: "Nothing"
Cons: "Flight was delayed six hours. Flight crew arrived late further delaying trip. Connecting flight missed. Promised hotel reservation by American were non-existent when arriving in Dallas. Had to try to sleep in airport. Will never willingly fly American again"

Cons: "5 delays with the flight. Had to Switch to a flight leaving from SFO and pay $60 for an Uber to get to SFO"

Pros: "I was upgraded and dinner was delicious."

Pros: "Friendliness of crew"
Cons: "Fourth roundtrip flight where I have been unable to use my upgrades to upgrade to first class on any of the four segments. What good are the upgrades?"

Pros: "I was taking students and we had seats all over but they rearranged so my students could sit together. It was a nice flight with a friendly crew."

Pros: "British Airways I feel did everything to make it as best as possible."
Cons: "American Airlines (British Airlines partners) are a horrible airline. My 8 am flight has a mechanical issue. Which they kept up on the plane till 11. Now no mater what other plane I catch idmiss my connection in Dallas. Which means I don’t get to Paris on time. Which ruined my plans to surprise my gf and propose to her. It took one call to British Airlines to get me rebooked. Something american was taking hours. I still won’t make it on time but at least I’ll make it. American then misplaced my luggage and it took two hours to retrieve it. Turns out it was sitting behind the counter the whole time the kept telling me it would be on the baggage flame area."

Pros: "Everything was on point"
Cons: "Nothing"

Pros: "Early departure and arrival. Great flight and crew on a full flight."
Cons: "Nothing"

Pros: "Entertainment was available in front of us on a screen versus an onboard app, which was much appreciated."
Cons: "Oh man, I have so many things I need to say. I tried giving AA a chance, but compared to when I flew on WestJest two months prior for almost the exact same trip (I flew to San Francisco versus San Jose that time), WestJet was by far more superior in terms of customer service, boarding organization, and friendliness. First of all, what bugged me profusely was the lack of seat selection and the crazy pricing for certain seats. On WestJet, the emergency exit seats were available without any additional cost, yet AA was charging $66 USD to sit there. Furthermore, seats closer to Business class also carried a charge of $25 (or something like that) - ONLY because you get to board sooner. I would understand if there was extra legroom involved, but really, it's just a matter of sitting and getting off before anyone else. If anything, those seats should be given to passengers who have tight connecting flights and need to get off asap. even in those cases, you shouldn't be charging someone almost $30 just so they can make it to their next flight that YOUR company arranged within such a short time frame. But the most annoying thing about my trip with AA was the fact that I had to take out all of my belongings from my carry-on and carry them in my arms because there was no room left in the overhead compartments. Excuse me?? How is there not enough room? So I had to walk with my laptop, my iPad, my Beats headphones, my laptop and iPad charger, amongst other things, in my hands to the aircraft. Thank goodness I found a plastic bag, because otherwise I probably would have lost something expensive on that plane. Furthermore, as I walked to my seat, there was most definitely places that I could have stowed my carry-on luggage in the overhead compartments. You shouldn't let people put things like purses and bags of food in the overhead, when those can be stowed underneath the seats in front."

Cons: "The plane had several problems mechanically. After we boarded we spent another hour waiting for the problems to be repaired. It added an extra hour to sitting."

Pros: "Although the flight was delayed from San Jose and Chicago yet they reached as per original schedule time"

Pros: "Flight boarded on time and landed 30 minutes early. Best part is the gate was open in Chicago so we truly arrived early. Flight crew was great too. Very helpful and courteous."
Cons: "Nothing."

Pros: "Ease of boarding and on time flights"
Cons: "Leg room and entertainment"

Cons: "Airline throughout mentioned connecting flight passengers are okay as the flight will land almost at the scheduled arrival time but once onboard bluntly announced that we don't have further information. This is cheating"

Cons: "No pre boarding for family with kids"

Pros: "On time. Polite gate reps. Helpful crew. Smooth flight and on time."

Pros: "Nothing"
Cons: "- This was an older Boeing 738 plane that American Airlines refurbished. It still has the old style overhead bins and just feels old, - Like on many on these older planes, the power outlets don't work. - No food offered, even for Executive Platinum member. Unpleasant crew."

Pros: "Legroom was decent and the flight was fairly empty. So lot of space."
Cons: "No vegetarian food though it was mentioned earlier."

Pros: "Smooth sailing. Staff pleasant and professional. Orderly flight"
Cons: "Nothing."

Pros: "We had a very pleasant staff!"

Cons: "My direct flight was cancelled. My rescheduleday flight was delayed and I missed my connection and had to spend the night in the airport. My 2 1/2 hour flight turned into a 16 hour trip."

Pros: "Boarding was fine. We started late but they managed to get us to our destination on time so I made my connection with no problem."
Cons: "I had on a jacket but I was so cold I was shivering. I asked if I could have a blanket but I guess they don't have those anymore. The stewardess did ask them to give us a little more heat but it must have gotten turned back because I was shivering again by the end of the flight."

Pros: "The gate agent was able to find me another option."
Cons: "The phone agent was really bad at helping."

Cons: "The flight was not smooth, it seemed like the pilot didn't know what he was doing. I arrived an hour early for my flight and my bag got left behind. I'm only here for a day and a half and my bag won't reach me for another 24 hours. Really poor experience with AA."

Cons: "Looks ghetto and no wifi"

Pros: "Water and sodas"
Cons: "Onboarding crew made me pay 200 usd for extra weight without telling me that I could move lbs from one bas to another and pay less."

Pros: "efficient, courteous staff"

Pros: "On time."

Cons: "This flight was added as they cancelled my flight directly to London then they dropped this flight and had just Phoenix to Lindon! It took many calls, one with over an hour wait, where were told different stories and expectations. I did not receive an actual ticket until the very morning if this flight!! It was very stressful!"

Cons: "The delay my fly canceling poor communication I miss my dates etc"

Pros: "Seat was okay. We sat on the tarmack when we arrived and missed our connection flight. United was able to get us on a flight home in 2 more hours. The immigration counter was the real roadblock. One agent and 500 people"
Cons: "Being able to make our flight"

Cons: "More food options would have been great. I asked for the everything bun burger but didn’t get it brought to me."

Pros: "I liked the service of the flight attendants and the crew."
Cons: "The wifi partially worked but I was trying to download songs onto my device and the wifi didn’t let me download anything."

Pros: "Crew amazing, space great."
Cons: "Security line"

Pros: "The crew was excellent; courteous and professional."
Cons: "More room for overhead bags so checking carry-on isn’t necessary"

Pros: "Good pilots"
Cons: "Service is dismal and run down interior. Rips in seats. Lags way behind Asian or certain European airlines"

Cons: "Stop pretending I can take a carry on. I'm boarding last, and guaranteed I'm going to have to check my carry-on."

Cons: "The seats are getting smaller and the leg space is nonexistent."

Pros: "Everyone was nice, and the flight was on time. Checked in with the app and just a carry on, so my day was hassle free."
Cons: "Can't really think of anything. It was a good flight."

Pros: "We took off on time and landed early."
Cons: "This new Basic Economy is really awful. You have to check any carry on and you cannot pick a seat. I’m 6’3” and to be stuck in a window seat with two next to me is painful. There is absolutely no leg room if you’re over 5’10."

Pros: "Flight crew was very nice Seats were comfortable"
Cons: "Nothing"

Cons: "Would not allow upgrade even thought seats available because my economy ticket was not appropriate for upgrade. Seems that if all those who could upgrade hf upgraded had done so, why not allow the upgrade. Would have been more money for airlines and I would have enjoyed the trip more."

Cons: "Delayed flight caused missed connection. Auto booked on late flight next day and had to change airlines to get better times. Voucher given for hotel off airport and shuttle never arrived and had to take Uber. Hotel very low quality."

Pros: "Boarding went smoothly and there was overhead space for my big backpack. Attendants were nice."
Cons: "We received drinks twice but never got snacks. A bit of food during a long early morning flight like this would have been very welcome."

Pros: "Awesome Plane and flight"

Pros: "Cost On time"
Cons: "Seats in the last row."

Pros: "Efficient boarding, early departure. Early arrival"
Cons: "Spotty internet, somewhat limited entertainment."

Pros: "Left 5 minutes early and landed 45 minutes early!"

Pros: "Fast boarding"
Cons: "Plane was a little drafty."

Pros: "On Time"
Cons: "Dear United crew, there are definitely a bunch of great people amongst you. Can you please tell your fellow colleagues to start treating passengers as customers ... no need to leave your good spirits at home, just bring it on the plane ... starting with a smile! And yes, in seat power was not working. PS I wonder who decided on the power outlet placement ... 1.5M flying miles on United."

Pros: "Customer service was very helpful"
Cons: "To get an extended flight I instead"

Pros: "Service was terrific."
Cons: "Nothing"

Pros: "on time, got the seat I wanted"
Cons: "steward was somewhat aggressive, but was responsive one on one. Focus on size of carry on baggage was anxiety producing."

Pros: "Plane was a lot cleaner than I’ve been accustomed to. Boarding was great."
Cons: "I want real food on 4 hour flights where there’s only 1 hour between connections. Starving from 4am pacific to 5pm eastern time is not good for my blood glucose levels. Salt and gluten laden over priced snacks are not good enough"

Cons: "Video stopped working, power plugs didn’t work"

Pros: "Arrived on time"
Cons: "Narrow seat"

Pros: "I liked the flight was a fast one from San Antonio to Denver and that it wasn’t too crowded."
Cons: "I didn’t like all the excessive noise from the plane and kids."

Pros: "The plane ride was great really liked the connecting times"

Pros: "Didnt try entertainment. Everything else perfect but airline food always average at best."

Pros: "Flight attendants were awesome. Understanding and kind."
Cons: "Small seats"

Pros: "Half the flight booked, they let us switch to better seats!"

Pros: "The free in-flight entertainment was great. I appreciate it being free as it makes up for some of the other issues of not being able to sit next to fellow travelers on the low-fare"

Cons: "No food on the fligh"

Pros: "the large Wide body plan"

Pros: "Had no food so don't know. Entertainment system was available, but did not use it."
Cons: "Would have been nice if I could turn it off the entertainment system."

Pros: "Food for purchase available is a good idea on long flights"
Cons: "People don't like surprises. Charging extra for seats, charging extra for luggage resulting in jammed overcrowded overhead bin space are not good ideas. United seats are smaller more cramped than your competitors making for an uncomfortable flight. Flight had no in flight entertainment or ability to charge mobile devices"

Pros: "The crew was very nice and helpful. They saw I am a large person using a crutch for my foot and upgraded me to business economy with an empty seat next to me. The plane was only about half full, so this was easy for them."
Cons: "The in-flight entertainment had an annoying habit of pausing frequently to buffer the movie. I tried to pause it purposely to gain buffer, but to no avail. Because of this, I was unable to watch the entire film. I chose the length to be well below the flight time, so the lack of closure was annoying. There are not enough chocolate choices in the snack menu."

Pros: "It was good overall"

Pros: "Very helpful wheelchair boarding -- very fendly and professional ticket counter/check-in personnel"
Cons: "Very cramped seating"

Pros: "Staff nice and seat was comfortable."
Cons: "The computers were down in SJC so everyone was waiting in line to check in and drop off luggage. It was a very long and slow process, but staff were friendly and professional even with difficult passengers. The thing that bugged me was they kept telling us not to worry and that the flight would be delayed so that we all could make it. I was the last one on the plane and I know there had to be at least 10 that didn't make it in time. I think the flight was only delayed by like 15min or so. I don't think they should tell people not to worry because the plane will wait for them, when it didn't wait for all. I get it that you want to also please those in the plane already and those waiting at destination so I'm not upset. Just giving feedback."

Pros: "Leg room & comfortable seating. Staff were nice & helpful"
Cons: "They should serve sufficient quantity of snacks in long journey"

Pros: "The crew was very nice and kept me informed"
Cons: "The leg room was limited"

Pros: "After I boarded the plane I discovered my seat had been assigned to another passenger as well as myself! A bit unnerving but nicely solved by an upgrade to business class!"

Pros: "All the new amenities on united airlines are great the new seats are much more comfortable and have better leg room"
Cons: "No security for the wifi, I work In Silicon Valley and the soft security could be an issue but then again all the airlines lack passwords."

Pros: "All went smoothly this trip"
Cons: "The ability to standby for earlier flights with no added fee"

Cons: "Anything"

Pros: "The crew was awsome"
Cons: "my first flight was delayed so when I landed I had to run to the terminal to see if I can Catch my second flight I was worried my whole flight because I thought that I was going to miss the second flight and that my vacation was going to be delayed. Luckily they had not taken off and I think that they waited for us thank God and the crew"

Pros: "The seats were very comfortable. I was in the last row and was lulled to sleep by the engines."
Cons: "I had to check my second bag because they had no room for it in the bins. It turned out to be a blessing in disguise because I got to take it for no charge, and didn't have to lug it through the sirport."

Pros: "The service"
Cons: "The they need more people espeak spanish"

Cons: "Ticket agents did not communicate with passengers on why there was a delay and weren't willing to help passengers find alternate routes to their destination."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from San Jose to Key West

Airlines flying from San Jose to Key West 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 San Jose to Key West

Mandatory masks

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

Social distancing seating

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

Pre-flight testing

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

Book cheap flights from San Jose to Key West

Recent round-trip flight deals

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Recent one-way flight deals

4/26
Mon
2 stops
Multiple Airlines
16h 21m
SJC - EYW
4/2
Fri
2 stops
Multiple Airlines
11h 32m
SJC - EYW
4/2
Fri
3 stops
Multiple Airlines
39h 32m
SJC - EYW
4/26
Mon
2 stops
Delta
13h 28m
SJC - EYW
4/27
Tue
3 stops
United Airlines
32h 37m
SJC - EYW
4/17
Sat
3 stops
United Airlines
32h 37m
SJC - EYW
4/26
Mon
3 stops
United Airlines
26h 00m
SJC - EYW
4/26
Mon
1 stop
American Airlines
11h 28m
SJC - EYW
4/26
Mon
1 stop
American Airlines
11h 28m
SJC - EYW
4/26
Mon
3 stops
United Airlines
23h 25m
SJC - EYW
4/16
Fri
3 stops
United Airlines
28h 50m
SJC - EYW
4/2
Fri
1 stop
American Airlines
29h 17m
SJC - EYW
4/16
Fri
1 stop
American Airlines
29h 17m
SJC - EYW
4/25
Sun
3 stops
United Airlines
24h 15m
SJC - EYW
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