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Find cheap flights from Boston to Kentucky from $51

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Kentucky departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
vie. 6/21
vie. 6/28

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Best Kentucky Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Louisville
Louisville2 stops$128
Lexington
Lexington1 stop$200
Owensboro
Owensboro1 stop$429
Nashville
Nashvillenonstop$62

Good to know

Low season

January

High season

May

Cheapest flight

$51
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Boston to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Boston to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kentucky from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kentucky with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kentucky from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Kentucky

  • Morning departure is around 16% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Boston to Kentucky

 
Need help choosing which airline to fly with from Boston to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10585 reviews
8.6Crew
7.9Comfort
8.2Boarding
7.4Food
8.0Entertainment
Airline reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

6.0 GoodPeter, May 2024SLC - HNL
Read more about Delta reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

The overall flight went well and the aircrew was pleasant.

Very comfortable Prem economy seats for a long haul flight. Had a problem with the tv that the crew fixed so was great!

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Seats were very comfortable. Crew were excellent. Food very good.

Flight crew was especially thoughtful and attentive, made sure our seats were comfortable so we could rest on the long flight

I felt thirsty and asked the flight attendent for water, but no one came for more than half an hour.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

The flight was short. However, my bag was delayed and was put on another flight.

Flight attendant was incredible. Very efficient, friendly and pleasant. Patricia was one of the best I have ever seen. Please give her a big raise!

LIT to DFW - 3 hours late; the entire plane had been boarded before they told us there was a delay due to a weather-related ground stop in Dallas. DFW to MAY - 2+ hours late due to A/C needing to be repaired after everyone had boarded, then when we finally reach the runway, the First Officer timed out and we had to taxi all the way back to the gate and wait for a new one. I arrived in New Orleans 5+ hours later than I should have. Return flights were completely cancelled; rebooked through the app to fly through CLT instead of DFW. MSY to CLT had no issues, but CLT to LIT was delayed 1.25 hrs because flight attendants had not arrived to the airport yet. At least they didn’t make us all sit on the plane to wait for them. I should have driven.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in-flight WiFi. Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay that much for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a shitty attitude for no reason, nor will they act the way this woman did. Unacceptable.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

Never been on this flight as i had missed it due to delayed connecting flight

Horrible. Delays, no customer support and fake promises and everything. i am suffering to help as due to connecting flight getting missed no support on ground and customer support window is closed and we are sitting o ground without anything

Book cheap flights from Boston to Kentucky

Recent round-trip flight deals

6/12mié.
nonstopFrontier
2h 24mBOS-CVG
6/19mié.
nonstopFrontier
2h 13mCVG-BOS
$58
6/4mar.
nonstopSpirit Airlines
2h 50mBOS-BNA
6/5mié.
nonstopSpirit Airlines
2h 36mBNA-BOS
$62
6/11mar.
nonstopAmerican Airlines
2h 36mBOS-CVG
6/17lun.
nonstopAmerican Airlines
2h 15mCVG-BOS
$131
6/9dom.
nonstopAmerican Airlines
2h 36mBOS-CVG
6/11mar.
nonstopAmerican Airlines
2h 12mCVG-BOS
$156
9/21sáb.
nonstopDelta
2h 30mBOS-CVG
9/24mar.
nonstopDelta
2h 18mCVG-BOS
$179
8/1jue.
nonstopDelta
2h 25mBOS-CVG
8/5lun.
nonstopDelta
2h 16mCVG-BOS
$197
9/3mar.
1 stopJetBlue
8h 01mBOS-BNA
9/9lun.
nonstopJetBlue
2h 28mBNA-BOS
$212
9/1dom.
1 stopJetBlue
4h 52mBOS-BNA
9/12jue.
nonstopJetBlue
2h 31mBNA-BOS
$221
7/14dom.
1 stopUnited Airlines
5h 14mBOS-SDF
7/18jue.
1 stopUnited Airlines
4h 13mSDF-BOS
$228
7/21dom.
1 stopUnited Airlines
5h 14mBOS-SDF
7/24mié.
1 stopUnited Airlines
5h 07mSDF-BOS
$243

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Recent one-way flight deals

5/29mié.
1 stopSpirit Airlines
10h 50mBOS-BNA
$51
5/28mar.
1 stopSpirit Airlines
5h 57mBOS-BNA
$52
6/18mar.
nonstopAmerican Airlines
2h 36mBOS-CVG
$80
6/12mié.
1 stopUnited Airlines
4h 17mBOS-CVG
$89
6/22sáb.
1 stopAmerican Airlines
7h 15mBOS-BNA
$117
7/7dom.
nonstopJetBlue
2h 50mBOS-BNA
$124
6/25mar.
1 stopUnited Airlines
5h 01mBOS-CVG
$135
6/14vie.
nonstopJetBlue
2h 50mBOS-BNA
$139
8/9vie.
1 stopDelta
6h 25mBOS-TYS
$141
6/20jue.
1 stopDelta
13h 27mBOS-CVG
$184

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Last minute flights from Boston to Kentucky

Last minute flight, train and bus deals

5/27lun.
nonstopSpirit Airlines
2h 49mBOS-BNA
5/30jue.
nonstopSpirit Airlines
2h 39mBNA-BOS
$123
5/27lun.
nonstopSpirit Airlines
2h 49mBOS-BNA
5/31vie.
nonstopSpirit Airlines
2h 39mBNA-BOS
$132
5/25sáb.
nonstopJetBlue
2h 44mBOS-BNA
6/1sáb.
nonstopJetBlue
2h 39mBNA-BOS
$287
5/25sáb.
multi-stopAmerican Airlines
7h 29mBOS-BNA
5/28mar.
multi-stopAmerican Airlines
4h 44mBNA-BOS
$303
5/25sáb.
multi-stopAmerican Airlines
7h 29mBOS-BNA
5/28mar.
multi-stopAmerican Airlines
4h 44mBNA-BOS
$304
5/23jue.
multi-stopUnited Airlines
4h 41mBOS-TYS
5/28mar.
multi-stopUnited Airlines
4h 54mTYS-BOS
$343
5/25sáb.
nonstopJetBlue
2h 44mBOS-BNA
5/28mar.
multi-stopJetBlue
6h 05mBNA-BOS
$351
5/25sáb.
multi-stopDelta
5h 11mBOS-TYS
5/27lun.
multi-stopDelta
5h 39mTYS-BOS
$357
5/27lun.
multi-stopUnited Airlines
8h 02mBOS-BNA
5/31vie.
multi-stopUnited Airlines
4h 50mBNA-BOS
$381
5/24vie.
multi-stopDelta
5h 11mBOS-TYS
5/27lun.
multi-stopDelta
4h 42mTYS-BOS
$382

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Boston - Kentucky Flights

Departure:

Boston (BOS)United States

Return flight deals:

Kentucky - Boston

Cabin classes:

$626
$328
$198