Find cheap flights from Kentucky to Key West

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Find cheap flights from Kentucky to Key West

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Boston (BOS)
Key West
Wed 12/2
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Good to know

Low season

August Best time to beat the crowds with an average 4% drop in price.

High season

December Most popular time to fly with an average 17% increase in price.

Average price round-trip

$378 (avg. price over the last 2 weeks)

Good deal round-trip

$118 or less

Good deal one-way

$58 or less

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Top 3 airlines serving Kentucky to Key West

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,802 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Pretty straight forward. Clean. Efficient."

Pros: "The crew very professional. My flight was on time."

Cons: "People wiping down their seats during the flight .... how silly"

Cons: "3 1/2 hr delay"

Pros: "They did not clean with antiseptic the tray tables and tv screens between flights. Because of corona virus scare. I asked stewardess and she said no"

Pros: "The food was exceptional! I’d order it again at a restaurant if I could!"
Cons: "Still normal awkward/tight economy seat. It’s to be expected but the coat hook and free slippers make it better than a lot of other airlines."

Pros: "Fueron muy amables en el aeropuerto y en el avión"
Cons: "La atención de las personas a cargo"

Cons: "the food"

Pros: "Yes crew was amazing"
Cons: "May be more frequent hydration"

Cons: "Nothing"

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

Pros: "Great crew."
Cons: "More food choices, but what we had was good."

Pros: "The crew was great!"
Cons: "The boarding was the worst I’d ever seen! No structure, only 1 person was taking tickets to board and would stop every third person to go back to the counter and checkndomething, holding up the entire boarding process. We were supposed to start boarding at 8:05, but started at 8:35...."

Pros: "Great movies."
Cons: "Seats won’t stay reclined."

Pros: "See Below.. Inflight WiFi Entertainment Options"
Cons: "Flight was delayed hour due to missing crew. Boarding involved a bus taking to stairs-only-access tiny plane, in pouring down rain. Grumpy flight attendant. All Carryons taken. Ran out of snacks and beverage service."

Cons: "Not enough seating at the airport gate in KC. No coffee on the flight."

Pros: "Friendly staff. Very comfortable seats"

Cons: "1,5 hours delay"

Pros: "The flight attendants were very kind and hoped to make up for the pilot’s negligence."
Cons: "Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo."

Pros: "Excellent gate personnel, spacious and clean plane"
Cons: "Some crew members were a bit curt"

Pros: "Good flight."
Cons: "Nothing."

Cons: "Customer service was lack luster..."

Cons: "I received a message flight would be early but it was actually late...luckily it did not affect my connection"

Pros: "Free movies. Clean and modern look to airplane."
Cons: "Could not get wifi to work."

Pros: "Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West."
Cons: "Nothing"

Pros: "Flight was fine."
Cons: "My one complaint is the bathroom layout of the A320. Two tiny closet bathrooms in the back for all of coach and a much larger one much larger one first class (which is like 5 rows with a mesh curtain for separation). The coach bathrooms are so small a normal person can barely get in and turn around to close the door. I question whether a larger person would be able to actually use them. I also saw the flight attendant actively turn away coach passengers trying to use the first class bathroom when it was open (not standing in the aisle or anything annoying like that). That's ridiculous to have 2 tiny bathrooms for all of coach and also to make people walk all the way to the back of the plane when you are seated much closer to the first class bathroom."

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

Pros: "Staff. Beautiful excellent"
Cons: "Need more food"

Cons: "They lost my bag."

Pros: "I got upgraded to comfort + which was great. quick flight, was even early"

Cons: "Haven't made it yet... still on standby in later flight"

Pros: "Pilots skill - it was raining hard when we landed"

Pros: "Free movies helped make the flight go faster. Also when possible my girlfriend and I were seated together despite having seats assigned at the gate."
Cons: "Being in zone three meant checking bags on every flight. That's a side effect of picking the cheapest tickets so not really Delta's fault but it says that I have to put something here."

Pros: "Boarding went well, departed on time and arrived pretty much on time."
Cons: "My entertainment system didn't work. I brought it to the attention of a flight attendant since all the attendant lights weren't". So they were having a glitch I the system. He said he had them reset mine. Hee must have furthermore until they did the beverages. They tried twice, nothing worked. No movies, no audio, no light. Nothing done, no compensation. NYC to Seattle, a long flight tho not even read my magazines."

Pros: "Nice and attentive staff, smooth on and off."

Pros: "The crew was very friendly and kept making rounds with water so we didn't have to get up looking for it. Free entertainment at our seats made the flight go by faster."
Cons: "No complaints, I was stuck in a middle seat but somebody has to sit there!"

Pros: "I fly non Rev so it's great to fly economy comfort for free"
Cons: "Seats were available so not a bad experience. Sometimes not knowing if I'll make the flight is unnerving. It's worth it however for the flight benefit I book directly through Delta so very curious how and why Kayak is requesting this survey"

Pros: "Excellent service"

Pros: "Crew"
Cons: "Having delayed flights"

Pros: "The moviea"
Cons: "The time of night"

Pros: "The plane got me & my family safely to our destinations. Easy & fast check-in."
Cons: "Flight delays on both departing & return flights to Los Angeles. Delta didn't offer any compensation for the delays. Crew was not very friendly especially on my return flight. The flight attendant couldn't even give me a bag of peanuts."

Pros: "It was my first time to fly Air France. They exceeded my exceptions. The service was great and they made sure we were very comfortable. I will definitely fly Air France again."

Pros: "It was as fast!!"
Cons: "Nothing was offered, my bag was checked at the door but no big deal"

Cons: "Not enough water on the flight and we landed in a parking lot and shuttled back to the airport."

Pros: "I love the crew! They are so kind and helpful. Feel like been friends forever. And they have the hardest jobs in the world! Seats are comfortable love the Westin bedding and drink selection"
Cons: "They ran out of Port wine :("

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

Pros: "I got home. That's the highlight. We didn't have any incidents."
Cons: "Took off late because the bus to transport flight attendants were late. Backed up once into New York. Had to circle several times. Once landed we waited in a queue behind 10 aircraft."

Pros: "Individual screen and USB port"
Cons: "No issues that could be controlled I.e. Person in seat in front for mine leaning way ......"

Cons: "No westjet checkin area and no signage. Staff didn't know what was going on."

Cons: "The wifi was never turned on so we never had any entertainment available. This made the flight less enjoyable."

Cons: "Nothing"

Pros: "I was in first class this time. The seat was comfortable for the flight of roughly 2-1/2 hours. We were served a continental breakfast that was filling and healthy with cereal, fresh fruit, Brie, soft crackers and yogurt. I'd rather have something simple but satisfying than something overcomplicated and possibly not that good. The crew was polite and efficient. I did have to use the lavatory at one point and I was happy that it was clean."
Cons: "The entertainment system was down, but it wasn't American - it was gogoflight or whatever it's called. I ended up listening to my Audible so it turned out alright, but on a 2+ hour flight, it could have been frustrating."

Pros: "I was traveling with my mother who is handicap. The staff did so much to really help her. Although, the staff did everything and I mean everything to help us. TSA was an issue. Plus there was an language barrier."
Cons: "The assistant that they gave us was communicating with the TSA officer in Spanish who did not speak any English. The problem was she was over 75 and she does not have to remove her shoes. Instead of explaining to her what was going on she just took her shoes, which made my mother upset mad."

Cons: "We had to wait for a flight attendant in Louisville going to Chicago, which made us a little late to OHare. Then we had to wait at OHare for another plane to leave. I ran from the one set of gates to the other, but I missed the boarding, even though the plane was still there. I was extremely disappo"

Cons: "Everyone was very rude and would not answer questions and flight very delayed. No bad weather conditions"

Pros: "Would’ve loved if the flight from Louisville to Charlotte weren’t delayed 2 hours for mechanical reasons!"
Cons: "The flight could’ve waited for us instead of leaving on time for Allentown!"

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

Pros: "Very good value for money. Excellent Business class with all the expected amenities. Friendly crew. Good (for airline norms) food. Plenty of entertainment options."

Cons: "Beverages"

Pros: "Overall clean and comfortable"
Cons: "A coffee or a snack"

Pros: "Friendly crew, excellent food options, very clean cabin."
Cons: "I had to pay for water."

Pros: "Gate agents were timely."
Cons: "There was not a wheelchair at the arrival as previously agreed with American. No food on board - just drinks. Boarding took forever."

Cons: "Supposed to leave saturday, but didnt cause the lady at airlines said i need a visa when i did not need a visa.now its tuesday in austrailia and im stuck in airport because quantos doest know where my bags are. This trip is turning or turned into a total disaster!"

Pros: "Leg room in coach"
Cons: "No movie selection"

Pros: "Flight on time"
Cons: "No power outlets our video screens at seats. No food served on 4 hour flight."

Cons: "The staff member at the gate counter in Philly was very short and rude. She asked for people volunteer to check their carry-on bags and when I took mine up she was very curt. She asked me for my seat number (I didn't hear her) and her tone got worse. A woman who did not speak English need assistance and was turned away by this person with s shrug. The Latina finally stood in the middle of the gate area asking for help from anyone who could speak English. I just spent 18 days I Madrid and never once was rejected when I asked for assistance. I was not happy with your employee and I was ashamed to hear an American treat someone that way. In the employee's defense, she was alone at the dest up until boarding time and was juggling a lot of balls without any other support. Not a good experience."

Cons: "Made us wait over 2 hours on the tarmac before take off inside the airplane."

Pros: "The crew were friendly and did their job effectively"
Cons: "Lack of seat space Planes seemed old Minimal overhead storage room—carry on fits all other airlines overhead but struggled to get bag in compartment Also, no help from crew with this Seats recline nearly into lap of person behind"

Cons: "Departed late and missed connection due to an overage of fuel. The crew took an additional 45 minutes to defuel the plane of 8000 gallons. Wth?! Have to stay overnight in Chicago now."

Pros: "On time"

Cons: "After being delayed without any explanation, I was told that I would not have my purchased 1st Class seat. To add to that I received no service In economy."

Cons: "The service was mediocre and the food was horrible! It made me sick!"

Pros: "I wish I had caught his name, but our flight attendant was extremely kind and provided great service. Even came through the cabin prior to landing to thank everyone."

Cons: "For an international flight it was very cramped seating - much worse than the connecting domestic flight."

Pros: "I Was expecting a bad flight being an aa plane but it was honestly one of the best flights Ive ever had. Modern and clean plane with awesome entertainment. Kind staff, tons of snacks and yummy food"

Cons: "I don't like the fact that American Airlines try to get me to put my small carry on bag below both ways in the cargo area it is against FAA to have batteries down there. I have 30,000.00 in cameras and they tried to get me to do this both times saying the bag will not fit. The Flight Attendant each time say that it fits JUST FINE! I'm going to try to avoid American Airlines as much as I can!"

Pros: "My flight wasn't completely full, so I had a row to myself. The pilot was excellent; takeoff and landing were very smooth."
Cons: "I had to gate check my luggage because of the small plane size. Had I had a shorter layover this could have caused an issue for me."

Pros: "I loved the crew on my trip"
Cons: "Nothing everything was grate"

Cons: "AC didn't work and no beverage service or WiFi"

Pros: "Flight attendants were ok, performed duties as expected."
Cons: "AA's seats are sooooooo close together, that there is nowhere near enough room to stretch or raise legs. AA's seats are the most uncomfortable (in regard to space and lumbar support) of the three major airlines."

Cons: "Completely ignored for beverage service"

Pros: "Great service and friendly stafg"
Cons: "Loved the yourt for breakfadt...rest of it was ok"

Pros: "We were on time. Traveled safely. Uneventful."
Cons: "Comfort is in the past... seats are uncomfortable. No space. we are always crammed in like sardines. Seats were in poor condition and did not appear clean. Video equipment at my seat did not work. Did not seem to have enough crew. . . took forever to get the limited service - - crew seemed complacent - no enjoyment in their jobs - doing what they always do. Having enjoyed five years with Delta - I enjoyed my job and the people. No one seems to like their job now. Shame. Takes even more fun out of flying these days. It's a job - more people - more coffee - more sodas.... Don't LIKE it. . . give someone else the chance to fill that position. Flying Should be Fun. . . it's special!! every time."

Pros: "Everything was fine except it was inexplicably late!"
Cons: "It was over 30mins late for no reason!"

Pros: "Courteous crew, easy experience smooth "get in and get out" process"
Cons: "Flight was late due to weather but that's beyond anyone's control obviously"

Pros: "The food was actually really good and not just by airline standards. The entertainment choices were excellent and by the time i finished viewing " the comedisn" and 12 years a slave", the pilot was descending inyo Heathrow.."
Cons: "The aisles are very narrow with the food carts constantly banging into my arm as I was seated in an aisle seat. . One of the 2 nearby bathrooms was out of order, which led to a rather long line awaiting to use same."

Cons: "I can't rate it because they canceled my entire itinerary without so much as an email. I did not take my flight to Wilmington via my original flight. I had to book another flight because the change fees were too expensive. I did not know that my return flight to Denver had been canceled until I was checking in a few hours before my flight. I was told my ticket had no value. Awesome! It really stings that I then had to book a new return flight, and because I am a teacher who makes about $23,000 a year, I had to book the cheapest flight, which was with American. I do not plan on giving them any of my hard-earned money in the future if I can help it."

Pros: "wifi was great"

Pros: "Very comfortable and enough drink service."

Cons: "Flight was changed. Didn't get the seats I had already picked out. Woman on flight was very rude to me when I asked where the restroom was. NOT a good experience over all."

Pros: "Flight was on time."
Cons: "Seats are uncomfortable, too narrow, and little leg room."

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

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: "Nothing special. Horrible food (the worst in years). Cabin crew try to manage but a refurbished plane doesn't justify more than double for a substandard bussines class."

Pros: "Boarding process was quick and staff was decent."
Cons: "Tiny seats, everyone was uncomfortable because of this. No in flight entertainment."

Pros: "The service AA provides is very constant in time and that is good"
Cons: "Chairs could have more comfort"

Pros: "The staff was friendly and helpful"
Cons: "There was a ton of turbulence"

Pros: "On time."

Pros: "My original flight was canceled and I was assigned a seat on another flight that would have been very uncomfortable for me for the 5-hour flight to Phoenix. The gate agent searched until she found a more acceptable seat for me."

Pros: "Good crew"
Cons: "No wifi"

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

Pros: "No, uncomfortable seats and cramped, forced to check bags"
Cons: "Another airline"

Cons: "The WiFi did not work the entire flight (4 hours from Chicago to Seattle) and despite passengers inquiring multiple times, we were never informed whether to expect it to start working or not. Streaming TV was also poor quality on the United app."

Pros: "The crew was friendly and helpful."
Cons: "I have no complaints!"

Pros: "nothing"
Cons: "A direct flight from california to chicago turned out to be a flight with a fuel stop in Denver which was then an hour and a half delayed, missing my connection! How the hell does that happen?"

Pros: "Crew amazing, smooth flight and on-time"
Cons: "Legroom and the fact that there is even s lower version of economy now! Yikes"

Pros: "I did not like anything abut the trip. I guess if I have to come up with something good it could be that the trip ended without physical death... emotional and psychological death, to be sure, but not physical."
Cons: "The outrageous, unconscionable, customer unfriendly lack of leg room, general torture-like comfort levels of the seating, surly airline employees, vomit comet style landing, and spending enough time driving around the tarmac we probably could have just drove the plane there, skipping flying all together."

Pros: "On time departure & arrival"

Pros: "Pleasant flight crew and comfy seats, even in coach."

Pros: "They did allow myself and children to board earlier 5/4."

Cons: "they changed our flight without notifying us! they messed up our seats and asked my mother to deplane! when we were flying with twin babies! they also gave us grief about gate checking something on the trip home that we had no problems with on the way there. honestly i will never fly united again."

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

Cons: "Single-handedly some of the most uncomfortable seats I’ve ever sat in. I’m not sure if there’s any cushion but my rear end was killing me after 2 1/2 hours."

Pros: "Legitimately, nothing was liked."
Cons: "My plane broke, worked multiple mechanicals, returned to the gate, my severely delayed departure caused all my connections to be missed thus creating more compounded issues. HUGE HUGE headache. Almost forgot, I'm still missing my luggage 2 whole days later."

Pros: "Dr usus I"
Cons: "The keys"

Pros: "The space on the plane, we left on timeand arrived early and I was able to sit by myself."
Cons: "One of the stewardesses spoke very harshly to me. I felt very embarrassed and offended."

Pros: "At least UA rebooked me next day no charge."
Cons: "Had to cancel trip until next day due to initial flight so delayed I would have missed connection in Denver. Since UA claimed was weather related, I woulda been responsible for hotel."

Cons: "The delay!!!"

Pros: "Nothing"
Cons: "Cancelled the flight two hours before departure. Weren't apologetic."

Cons: "Had to pay for entertainment. This was my 50th flight this year and first time any airline has no free entertainment. Probably will boycott united on future flights"

Pros: "Since the plane was an hour late, many with connecting flights worried about making their connections. It'd be helpful if there was a way to communicate with flights to know whether one would make the connection or not. trying to get off the plane in a hurry is stressful."

Pros: "Polite and friendly staff."

Pros: "I overslept my flight and United was able to find the next available flight into Denver which helped me tremendously. The guy on the phone was very pleasant and helped so much."
Cons: "Boarding was disorganized and hard to understand. Flight was delayed because of paperwork that wasn't signed, which caused me to miss my connecting flight."

Pros: "There is no food essentially. No entertainment unless you have your own electronic hand-held device."
Cons: "See above."

Cons: "The plane wasn't very clean. And I might have liked another option besides a weird trail mix for a snack."

Cons: "It was freezing on the plane."

Cons: "Seats are too close."

Pros: "The Embraer ERJ-170 has comfortable seats!"

Cons: "More leg room"

Cons: "Return Flight delayed almost 4 hours. Seating cramped and uncomfortable. Sound on video system very poor. Could not watch any movies because of the quality of the sound, even though the stewardess was kind enough to let me try several pairs of earbuds."

Cons: "There was a delay with the flight. I wish there had been earlier communication about what was going on, i.e. Why it was delayed, how long will the delay be."

Pros: "Was good"
Cons: "Leg room"

Pros: "The flight was bumpy but otherwise pleasant"
Cons: "There was a rude passenger that yelled at me as I was exciting the flight suggesting that I cut her off as we were getting off the plane thinking that I took her bag. It was outrageous and completely ruined the flight for me. I realize this has nothing to do with the flight but it just made me feel so crumby and attached that I felt the need to share it. Also the leg room was a joke. We barely had any room to move. I probably won't fly coach on united again due to the bad taste it left in my mouth. Unfortunate because it's hub is in chicago."

Pros: "The seats were comfortable and spacious place were awesome :) The snack was very good, the best I had so far while flying. Service was great :)"
Cons: "I didn't like that because I was 4th group to get in the plane, all the space above my seat was full and I had to go put my carry-on quite further down. It didn't cause me any problem because my connection flight had a long layover, but if had not been, I could have been late."

Pros: "friendly flight crew. good informations nice plain"
Cons: "- entertanment only with pay??? this is a step backwords...."

Pros: "I was very nervous, but the flight attendant made me feel at ease."

Pros: "On time!"
Cons: "Old plane- lots of noises/raddles. Flight attendant not especially friendly, but that's ok? Wish United went direct from Louisville to Ft Myers. Need to add trip to Frequent Flyer Account"

Pros: "Nothing"
Cons: "Held up at check in because of understaffing. Long TSA line. When we finally got to gate wouldn't let us board. Then agent was extremely rude about putting us on a different flight. Have always flown Delta and am sorry I ever strayed. It will never happen again."

Pros: "service was great"

Cons: "We had a two and half hour wait for the plane and no one could tell me anything"

Cons: "There was no air circulating on the plane the entire flight. The plane was over 90 degrees when we got on. Everyone on the flight asked for the air to be on and we were told it was. No air was coming out of the vents. Horrible flight."

Pros: "Crew was friendly"
Cons: "A lot of turbulence for the 1st hour of flight"

Pros: "I have no compliants at all. :)"

Pros: "The flight attendant was great!!"
Cons: "The delay and the issue with the plane computer"

Pros: "The piolets and staff were kimd"
Cons: "The airline kept delaying and canceling the flights with little to no notification, resulting in people missing work, connecting flights, and other important situations. there weren't many employees working at the airport to assist the people who were in unfortunate situations involving the flight, including myself. Overall it was a poor experience flying with United airlines, but that won't stop me from future planning."

Pros: "It was a pleasant surprise to find out I had a choice of movies to watch on my iPhone. Be sure to install the United Airlines App so that you can take advantage of this service."
Cons: "We were among the last 10 people to board and with the small plane size we had to gate check bags, but not a big deal."

Pros: "The flight attendants were great!"
Cons: "If you can tell that overhead storage space is going to be full so much as to pass out the green tags to check at the gate, why not just insist upon it? Instead of making me walk all the way to the back of the airplane and then having to walk all the way back to the front with the bag. Not everyone is familiar with all of your procedures without any explanation for them."

Pros: "Nothing"

Pros: "Nothing."
Cons: "Everything."

Read more about Delta

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26h 25m
LEX - EYW
12/6
Sun
2 stops
United Airlines
26h 10m
SDF - EYW
12/6
Sun
1 stop
American Airlines
5h 47m
SDF - EYW
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