$36 Find Cheap Flights from Kentucky to Maryland

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Low seasonFebruary
High seasonJuly
Cheapest flight$36
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Nashville to Philadelphia

FAQs for booking flights from Kentucky to Maryland

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

    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 Kentucky to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kentucky to Maryland 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 Kentucky to Maryland?

    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 from Kentucky to Maryland with an airline and back with another airline.

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

    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 from Kentucky to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Maryland?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Maryland is Baltimore/Washington Airport (BWI), with an average flight price of $198.

  • What is the cheapest day to fly to Maryland?

    Based on KAYAK data, the cheapest day to fly to Maryland is Friday where round-trip tickets can be as cheap as $381. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $527 on average.

  • What is the cheapest time of day to fly to Maryland?

    The cheapest time of day to fly to Maryland is generally at night, when round-trip flights cost $288 on average. Morning departures are around 11% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,043.

  • What is the cheapest flight to Maryland?

    The cheapest ticket to Maryland from Kentucky found in the last 72 hours was to Baltimore, at $193 round-trip. The most popular route is Louisville (SDF) to Baltimore (BWI) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $193.

  • What is the cheapest month to fly from Kentucky to Maryland?

    The cheapest month for flights from Kentucky to Maryland is April, when tickets cost $248 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $408 and $406 respectively.

  • How far in advance should I book a flight from Kentucky to Maryland?

    To get a below average price on the flight from Kentucky to Maryland, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

  • How long is the flight to Maryland?

    An average nonstop flight from Kentucky to Maryland takes 3h 13m, covering a distance of 492 miles. The shortest route is Cincinnati (CVG) to Washington, D.C. Dulles Intl Airport (IAD) with an average flight time of 1h 25m.

  • What are the most popular destinations in Maryland?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (79% of total searches to Maryland). The next most popular destination is Philadelphia (21%).

Reviews of the top 3 airlines serving from Kentucky to Maryland

 
Need help choosing which airline to fly with from Kentucky to Maryland? 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
SouthwestOverall score based on 4272 reviews
7.6Entertainment
7.0Food
8.2Boarding
8.6Crew
8.0Comfort
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

From Atlanta to Savannah - flight connection was way to short (we weren't even late landing ) and flight was already boarding when we landed - we were told we were the last on board and so we had to gate check our bags. Once we got on the plane, there were at least seven open bag spots so that was unnecessary delay. There should be better communication between the gate agent and the crew.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

This flight never occurred because AA couldn’t get their act together.

Terrible. Cancelled my original flight. It made getting a boarding pass difficult. The AA employee (in a loud voice, so everyone around could hear) griped at me for not getting a boarding pass 24 hours before. I asked how I was supposed to do that when I had no idea what flight I was going to be on. She said (loudly), “Talk to AA customer service, not me!” I could certainly tell serving customers was not important to her. Our new flight was set to a completely different city. We had to change our rental car, and the price went way up. It took 2-1/2 hours to get checked in. By then our new flight had left. We ended up on stand by and had to split up the family to get to our destination. It cost us the whole first day of the trip. AA needs to employ people who actually care about doing a good job. I suppose those people are getting harder to find, but atleast try.

Am still mad at American airlines. You should know it's us travel nurses who are your customers and you treat us like nonsense it's not ok. American airlines took my money, no refund for whatsoever. A trip that was of 466 and I paid 466 and 833 then they chose for me where to sit and refund my seat choices and gave me expensive seats for 79 USD. Kayak doesn't help at all after booking you are on your own. Skyscanner is better

This was a horrible experience. For a first class experience, my chair was held together by 3M tape - and I have a photo. The crew weren’t very attentive, somewhat dismissive and forgot my drink and snack, the chair reclined about 3 inches on a 6-hour cross country flight. I was also not informed that there was no lounge available in Newark airport because of renovations, so all around this was one of the worst experiences and I would actively avoid both American and Alaska Air going forward.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

Book cheap flights from Kentucky to Maryland

Recent round-trip flight deals

8/14Thu
nonstopAllegiant Air
1h 44mBNA-IAD
8/21Thu
nonstopAllegiant Air
1h 49mIAD-BNA
$56
7/26Sat
nonstopAllegiant Air
1h 48mBNA-IAD
7/27Sun
nonstopAllegiant Air
1h 49mIAD-BNA
$57
9/8Mon
nonstopFrontier
2h 11mBNA-PHL
9/11Thu
nonstopFrontier
2h 24mPHL-BNA
$77
8/1Fri
1 stopFrontier
7h 46mBNA-PHL
8/3Sun
nonstopFrontier
2h 20mPHL-BNA
$92
11/8Sat
nonstopAmerican Airlines
1h 59mBNA-PHL
11/12Wed
nonstopAmerican Airlines
2h 15mPHL-BNA
$135
8/4Mon
nonstopSouthwest
1h 30mCVG-BWI
8/7Thu
nonstopSouthwest
1h 35mBWI-CVG
$137
9/25Thu
nonstopDelta
1h 33mCVG-DCA
9/29Mon
nonstopDelta
1h 39mDCA-CVG
$137
8/2Sat
nonstopSouthwest
2h 05mBNA-PHL
8/9Sat
nonstopSouthwest
2h 10mPHL-BNA
$139
10/25Sat
nonstopDelta
1h 33mCVG-DCA
10/29Wed
nonstopDelta
1h 41mDCA-CVG
$144
7/28Mon
nonstopAmerican Airlines
2h 06mBNA-PHL
8/2Sat
nonstopAmerican Airlines
2h 08mPHL-BNA
$147

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Recent one-way flight deals

10/16Thu
nonstopFrontier
2h 10mBNA-PHL
$36
10/17Fri
nonstopSpirit Airlines
1h 40mBNA-BWI
$38
7/31Thu
nonstopAllegiant Air
1h 48mBNA-IAD
$48
7/12Sat
nonstopAllegiant Air
1h 48mBNA-IAD
$49
11/17Mon
nonstopSouthwest
2h 05mBNA-PHL
$68
8/12Tue
nonstopSouthwest
1h 30mCVG-BWI
$69
8/5Tue
nonstopAmerican Airlines
1h 38mCVG-DCA
$69
8/2Sat
nonstopAmerican Airlines
2h 06mBNA-PHL
$70
8/30Sat
nonstopDelta
1h 31mCVG-DCA
$76
7/31Thu
nonstopDelta
1h 55mBNA-DCA
$79

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Last minute flights from Kentucky to Maryland

Last minute flight, train and bus deals

7/3Thu
nonstopFrontier
2h 17mBNA-PHL
7/6Sun
nonstopFrontier
2h 20mPHL-BNA
$103
7/3Thu
nonstopFrontier
2h 17mBNA-PHL
7/6Sun
nonstopFrontier
2h 20mPHL-BNA
$118
7/5Sat
nonstopAllegiant Air
1h 48mBNA-IAD
7/12Sat
nonstopAllegiant Air
1h 49mIAD-BNA
$137
7/3Thu
nonstopAllegiant Air
1h 48mBNA-IAD
8/7Thu
nonstopAllegiant Air
1h 49mIAD-BNA
$150
7/4Fri
multi-stopAmerican Airlines
6h 10mBNA-DCA
7/4Fri
nonstopAmerican Airlines
1h 51mDCA-BNA
$236
7/7Mon
nonstopAmerican Airlines
1h 40mCVG-DCA
7/12Sat
nonstopAmerican Airlines
1h 43mDCA-CVG
$249
7/7Mon
multi-stopDelta
5h 50mCVG-DCA
7/12Sat
nonstopDelta
1h 40mDCA-CVG
$259
7/7Mon
multi-stopDelta
4h 47mCVG-IAD
7/12Sat
multi-stopDelta
5h 09mIAD-CVG
$269
7/4Fri
multi-stopSouthwest
6h 15mCVG-PHL
7/28Mon
multi-stopSouthwest
9h 45mPHL-CVG
$422
7/3Thu
multi-stopSouthwest
5h 50mCVG-DCA
7/8Tue
multi-stopSouthwest
7h 00mDCA-CVG
$423

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Everything you need to know for your flight to Maryland

Cabin class types available on flights to Kentucky

Cabin classes available on flights to Kentucky. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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