$126 Cheap Flights to Pleasureville, KY

View $126 flight on Wed, Mar 25, 2026Opens in a new window

Popular airlines to Pleasureville

How much is the cheapest flight to Pleasureville?

Prices were available within the past 7 days and start at $126 for one-way flights and $189 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Mar 25 - Sat, Mar 28
ORD
Chicago
LEX
Lexington
$189 Roundtrip, just found
$189
Roundtrip
just found
Select American Airlines flight, departing Wed, Mar 25 from Chicago to Lexington, returning Sat, Mar 28, priced at $189 just found
United
Fri, Apr 24 - Sun, Apr 26
ORD
Chicago
LEX
Lexington
$189 Roundtrip, just found
$189
Roundtrip
just found
Select United flight, departing Fri, Apr 24 from Chicago to Lexington, returning Sun, Apr 26, priced at $189 just found
United
Wed, Apr 1 - Mon, Apr 6
ORD
Chicago
LEX
Lexington
$197 Roundtrip, just found
$197
Roundtrip
just found
Select United flight, departing Wed, Apr 1 from Chicago to Lexington, returning Mon, Apr 6, priced at $197 just found
United
Thu, May 28 - Sat, May 30
ORD
Chicago
LEX
Lexington
$202 Roundtrip, found 8 hours ago
$202
Roundtrip
found 8 hours ago
Select United flight, departing Thu, May 28 from Chicago to Lexington, returning Sat, May 30, priced at $202 found 8 hours ago
Delta
Fri, Jul 17 - Mon, Jul 20
ORD
Chicago
LEX
Lexington
$209 Roundtrip, found 2 hours ago
$209
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Jul 17 from Chicago to Lexington, returning Mon, Jul 20, priced at $209 found 2 hours ago

Alternative airports near Pleasureville

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Blue Grass LEX. Cheapest option available. Average driving time to city center is 1 hour 7 minutes. Flights from $299
LEX
Blue Grass
Cheapest
Average driving time to city center1 h 7 min
Flights from $299

Find the cheapest month to fly from Columbus (CMH) to Cincinnati (CVG)

September is typically the cheapest month to fly

From $206 - $904 per traveler.

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Frequently asked questions

Where can I learn more about changing or canceling my flight to Pleasureville?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
How do I find cheap flights to Pleasureville that have flexible change policies?
We understand that travel schedules can change from one minute to the next, so choosing a flexible fare with Expedia makes good sense. Simply check the "No change fee" box directly below the "Flexible change policies" filter. Your low-cost, flexible flight to Pleasureville is only a few clicks away.
What is the name of Pleasureville's airport?
If you're traveling by plane, you won't have to worry which airport to choose. Pleasureville has just one – Louisville Intl. Airport (SDF).
What airport is best to fly into Pleasureville?
A flight to Pleasureville means coming in to land at Louisville Intl. Airport (SDF). Jump off the plane, collect your bags and you'll be 35 mi from the downtown streets.
How many airlines fly to Pleasureville?
There are 8 airlines that fly to Pleasureville from 30 airports across the globe.
How many nonstop flights are there to Pleasureville?
Flying to somewhere new is much simpler when there aren't any stopovers to worry about. If you're heading to Pleasureville, the great news is that there are around 503 nonstop flights each week.
Where are the most popular flights to Pleasureville departing from?
A large number of flights to Pleasureville leave from Chicago, Atlanta and Charlotte airports.
How long is the flight to Pleasureville Airport?
Where you depart from determines how much of the in-flight entertainment you'll get to see. From Chicago to Pleasureville, the average flight time is 1 hour and 17 minutes. From Atlanta it's more like 1 hour and 20 minutes, and from Dallas it's 2 hours and 3 minutes.
How to book the cheapest flight to Pleasureville?
Don't leave locking in your flight to Pleasureville until the last moment. That's one trick savvy jet-setters use to get the best deals. Booking ahead means more choices and cheaper flights. Another fantastic way to nab the most affordable fare is to shop around. If where you're headed has multiple airports, don't forget to look into the cost of flying into a smaller terminal. Last but not least, be prepared to secure your seat quickly if you stumble on a real bargain. It might not be available for too long! With a bit of knowledge and a little good fortune, the ideal airfare will be yours.
How to survive the flight to Pleasureville?
If you're not prepared, airports and flying can be a real challenge. But don't hit the panic button just yet. Follow these useful tips and enjoy a hassle-free start to your getaway in Pleasureville.What to pack in your hand luggage:

  • The trick to having a pain-free travel experience is to pack ahead. So, let's start with the basics: passport, boarding pass, cash and important medications. Next, bring items that'll help while away those hours, like your laptop or a good read. It's also smart to pack your chargers, a comfy neck pillow and a pair of earphones. And of course, be sure to squeeze in toiletries like a toothbrush, cleansing wipes and a fresh set of clothes.

Do not pack the following items in your hand luggage:

  • While the list of restricted items differs between airlines, the general rule of thumb is avoid carrying anything flammable, sharp or explosive. This includes screwdrivers, drills, fireworks and fuel. Sports equipment like hockey sticks, and objects that could harm other people, such as firearms and swords, are also banned from the cabin.

What to wear on a flight:

  • Your aim here is to feel as comfortable as you can. Layer up in breathable clothing and remember to bring a cardigan in case it gets cool in the cabin. Pick well-fitting, flat shoes as your feet may swell during the journey. Leave the high heels and chunky boots in your main luggage.
  • Unfortunately, a risk of flying long-haul is developing deep vein thrombosis (DVT), a blood clot condition caused by prolonged inactivity. To prevent this from happening, take every opportunity to stretch your legs and walk around the cabin. Compression tights and socks are another easy way to help lower your risk.

How to get through airport security fast when flying to Pleasureville?
The trick is to be well organized before you get to the security gate. That way, you'll be stepping onto that plane to Pleasureville in a flash. Follow these helpful tips and get your trip off to a great start:

  • Security personnel first need to know that you have a valid passport and travel documents before anything else. Have them within easy reach, ready for inspection.
  • The X-ray machine comes next. Empty your pockets and remove anything metal that is likely to set off the scanner's alarm. This includes things like earphones or headphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • Electronic devices like laptops and phones will also need to go on a tray to be scanned. No need to worry though, you'll be back online before you know it.
  • Any gels or liquids, such as toothpaste or perfume, that you want to take on board need to be in containers no larger than 3.4 ounces (100 milliliters). Also, everything must fit inside a quart-size (one liter), clear zip-lock bag.
  • There's a possibility that you'll be required to remove your shoes for scanning, so wearing lightweight sneakers is always a smart idea.
  • Sharp items like knives are not allowed on board. They'll be confiscated at security, so pack them in your checked suitcase.

Frequently asked questions

What month is the cheapest to fly to Pleasureville?
August is the cheapest month to fly to Pleasureville, with average fares around $396. This month often sees lower travel demand, making it a great time to find deals. You can also look for good prices in January, February, and May.*Prices based on flights available on Expedia in the last year.
Which US cities have the cheapest flights to Pleasureville?
Looking for affordable flights to Pleasureville? Consider flying from these US cities:

  • Chicago (MDW, ORD)
  • Kansas City (MCI, MKC)
  • White Plains (HPN)
  • Madison (MSN)
  • Bismarck (BIS)

with prices usually starting around $89.
Which US cities fly direct to Pleasureville?
Several US cities offer direct flights to airports serving Pleasureville. Here are the options:To Cincinnati - Northern Kentucky Intl. (CVG)
  • Newark (EWR)
  • New York (JFK, LGA)
  • Chicago (MDW, ORD)
  • Denver (DEN)
  • Boston (BOS)

To Louisville Intl. (SDF)
  • Newark (EWR)
  • Chicago (MDW, ORD)
  • New York (JFK, LGA)
  • Dallas (DAL, DFW)
  • Atlanta (ATL)

To Blue Grass (LEX)
  • Chicago (ORD)
  • Dallas (DFW)
  • Atlanta (ATL)
  • Charlotte (CLT)
  • Washington (DCA)

How to find a cheap flight to Pleasureville?
To find a cheap flight to Pleasureville, be flexible with your dates. Traveling in the off-season or shoulder season can help you save. Mid-week flights are usually less expensive, too. Use flight search engines, like Expedia, to compare airlines, flight times and routes all in one place to find affordable rates. You may find that flights with layovers are cheaper than direct flights. You can also set up Price Tracking and receive alerts when fares go up or down.
Which airlines fly to Pleasureville?
Several airlines offer flights to Pleasureville:

  • American Airlines
  • Delta
  • Delta Air Lines
  • Frontier Airlines
  • Spirit Airlines
  • United
  • United Airlines

Where do you fly into Pleasureville?
If you're heading to Pleasureville, you have several airport options:

  • The closest major airport is Cincinnati, OH (CVG-Cincinnati - Northern Kentucky Intl.), about 58 miles from the city center, which is a hub for American Airlines, Delta, and United, with other airlines like Frontier Airlines, WN also operating here.
  • Louisville, KY (SDF-Louisville Intl.) is another option, about 45 miles away, serving as a hub for American Airlines, United, and Delta, with WN, YX also operating here.
  • Lexington, KY (LEX-Blue Grass), about 42 miles away, serving as a hub for American Airlines, Delta, and United, with MQ, OO also operating here.

What is the cheapest airport to fly to in Pleasureville?
The most affordable airport to fly into in Pleasureville is typically Louisville, KY (SDF-Louisville Intl.), which is about 45 miles from the city center. The average price for a one-way flight to Louisville is usually around $216.*Prices based on flights available on Expedia in the last year.
Which budget airlines fly to Pleasureville?
Looking for affordable flights to Pleasureville? There are 8 budget carriers to choose from:

  • Southwest Airlines: serves Louisville (SDF), Cincinnati (CVG)
  • Frontier Airlines: flies to Cincinnati (CVG)
  • Spirit Airlines: flies to Louisville (SDF)
  • Breeze: serves Louisville (SDF), Cincinnati (CVG)
  • WestJet: serves Lexington (LEX), Louisville (SDF), Cincinnati (CVG)
  • Sun Country Airlines: serves Louisville (SDF), Cincinnati (CVG)
  • GOL Linhas Aereas Inteligentes: serves Louisville (SDF), Cincinnati (CVG)
  • GOL Linhas Aereas S.A.: serves Louisville (SDF), Cincinnati (CVG)
  • Viva Aerobus: flies to Cincinnati (CVG)

What is the best month to visit Pleasureville?
October is the best month to visit Pleasureville, Kentucky, as this is when fall foliage peaks, providing scenic beauty and milder weather. The town experiences a temperate climate, making this shoulder season ideal for outdoor activities.
How far in advance should I book a flight to Pleasureville?
For domestic travel to Pleasureville, booking 1-2 months in advance typically offers lower prices. For international flights to Pleasureville, aim to book around 1 month ahead if you want the best prices. For added peace of mind, use Expedia's Price Drop Protection™ when you make your booking. It's free to use for Gold and Platinum members on the Expedia app. Once a qualifying flight is purchased, we'll automatically check your flight on Expedia until the day of your departure and notify you if there are price changes. If your flight price drops after you book, we'll automatically award the price difference in OneKeyCash™* into your One Key account after your trip ends.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What day of the week is cheapest day to buy a plane ticket to Pleasureville?
Thursday is typically the cheapest day to buy a plane ticket to Pleasureville, averaging around $417. This day tends to have less competition for seats compared to the busy weekend travel days. If Thursday isn't suitable, you might also find good deals on Wednesday. Use Expedia's Price Tracking tool to monitor prices for your trip and receive alerts when fares go up or down.*Cheapest day to book based on flights available on Expedia in the last year.
What is the most expensive month to fly to Pleasureville?
December is the most expensive month to fly to Pleasureville, with average return ticket prices around $463. This is about 8% higher than the average price over the past year, as holiday travel increases demand. For better deals, consider visiting in January or February when prices are typically lower.*Prices based on flights available on Expedia in the last year.
What public holidays or seasonal events might make flights to Pleasureville more expensive?
In Pleasureville, expect flight prices to rise around major U.S. holidays like Thanksgiving (late November) and Labor Day (the first Monday in September). These holidays often see increased travel, which can affect availability and pricing.
How can I track flight prices to Pleasureville?
Our Price Tracking tool allows you to monitor fares to Pleasureville. You can view flight price history and see predictions of future prices as available. When you're signed into your Expedia account, you can set up flight price alerts too. This way, you'll receive notifications when prices go up or down, so you know when it's the right time to book.
How to get a cheap last-minute flight to Pleasureville?
It is possible to find cheap, last-minute flights to Pleasureville, especially if you can be flexible with your dates, times and route. Whether you're planning a spontaneous getaway or need to travel for business, there are plenty of last-minute flight deals on Expedia. You can also bundle your flight and hotel for even more savings with a package deal.
Can I earn miles booking a flight to Pleasureville with Expedia?
You can earn miles when booking a flight to Pleasureville on Expedia. Before confirming your booking, just select the frequent flyer program name and enter your program number. For even more rewards, join One Key™—our free travel rewards program. One Key members earn OneKeyCash™* on eligible bookings for every dollar spent.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Can I save money by booking a Pleasureville trip package?
Book a Pleasureville flight and hotel package deal on Expedia, and you can make significant savings. It's simple to bundle your accommodations and flights, and you can also add car rentals and activities to create your own customized Pleasureville trip. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Pleasureville?
It's often possible to cancel or change your flight to Pleasureville using Expedia. Many airlines let you cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer to reschedule your flight rather than provide a direct refund. To find affordable flights to Pleasureville with flexible change policies, select "No cancel fee" or "Changes included" when you search. Need more information? Visit our Customer Service Portal.

*Flight schedules are subject to change.

Book with confidence

Tips to find the cheapest flights to Pleasureville

The cheapest day to fly

Get started finding a cheap flight to Pleasureville on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

March is the cheapest month to fly to Pleasureville. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Pleasureville. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Pleasureville, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Pleasureville

The lowest price for round-trip flights to Pleasureville in 2026 starts from from $189, while one-way tickets start from from $126. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Pleasureville. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Pleasureville

American Airlines, Delta, United are just some of the airlines that can typically offer cheap tickets to Pleasureville. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Pleasureville and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Pleasureville, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Pleasureville. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Pleasureville plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Pleasureville

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Pleasureville.

Stopover savings

The cheapest tickets to Pleasureville are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Pleasureville. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Pleasureville for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Pleasureville. Simply download the free Expedia app to your smart device and activate Pleasureville flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Pleasureville. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Pleasureville

Travel information

Destination airport
Blue Grass
Destination airport IATA code
LEX
Destination city name
Lexington
Roundtrip price
$189

Trending flights to Pleasureville

Prices were available within the past 7 days and start at $126 for one-way flights and $189 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Apr 24 - Sun, Apr 26
ORD
Chicago
LEX
Lexington
$189 Roundtrip, just found
$189
Roundtrip
just found
Select United flight, departing Fri, Apr 24 from Chicago to Lexington, returning Sun, Apr 26, priced at $189 just found
*Available to One Key members.