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$98+ Cheap flights from Madison (MSN) to Kentucky

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SDF
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Madison to Kentucky

Keep the following information in mind while searching for Madison to Kentucky flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$214
(Booking.com)

One-way from

$98
(Mytrip)

Popular in

March

Cheapest in

August

Average price

$391
Provider with most accurate pricing for Madison Truax Field-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Louisville Intl flights.
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From Madison Truax Field to Kentucky
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One-way flight from Madison Truax Field to Kentucky
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Highest demand for flights based on searches. 12% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Madison to Kentucky

Cheapest flights from Madison to Kentucky
Explore the most affordable flight options available from Madison to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Booking.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/148:00 pmMSN - CVG
1 stop17h 32mFrontier
Sun 11/166:05 amCVG - MSN
1 stop14h 10mFrontier
Deal found 10/28$214
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/102:48 pmMSN - SDF
1 stop6h 41mUnited Airlines
Wed 11/197:00 amSDF - MSN
1 stop4h 00mUnited Airlines
Deal found 10/27$234
This Mytrip deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:00 pmMSN - BNA
1 stop18h 47mFrontier
Sun 11/28:33 pmBNA - MSN
1 stop22h 42mFrontier
Deal found 10/27$238
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:00 amMSN - CVG
1 stop7h 36mAmerican Airlines
Sun 11/166:45 amCVG - MSN
1 stop3h 33mAmerican Airlines
Deal found 10/28$239
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/112:48 pmMSN - SDF
1 stop4h 56mUnited Airlines
Sat 11/152:02 pmSDF - MSN
1 stop4h 48mUnited Airlines
Deal found 10/27$239
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:34 pmMSN - SDF
2 stops6h 25mAmerican Airlines
Sat 11/1510:51 amSDF - MSN
1 stop7h 07mAmerican Airlines
Deal found 10/27$244
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:58 pmMSN - TYS
1 stop3h 35mUnited Airlines
Sun 11/236:45 amTYS - MSN
1 stop5h 58mUnited Airlines
Deal found 10/29$249
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:14 pmMSN - BNA
1 stop4h 30mDelta
Sun 12/146:25 amBNA - MSN
1 stop4h 34mDelta
Deal found 10/28$249
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:59 pmMSN - BNA
1 stop5h 46mAmerican Airlines
Tue 11/186:29 pmBNA - MSN
1 stop5h 01mAmerican Airlines
Deal found 10/27$254
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:32 pmMSN - BNA
1 stop4h 27mDelta
Wed 12/106:32 pmBNA - MSN
1 stop4h 25mDelta
Deal found 10/27$257
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:37 pmMSN - CVG
1 stop4h 41mAmerican Airlines
Mon 11/105:06 pmCVG - MSN
1 stop7h 24mAmerican Airlines
Deal found 10/27$259
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:58 pmMSN - SDF
1 stop5h 31mUnited Airlines
Tue 11/117:00 amSDF - MSN
1 stop5h 45mUnited Airlines
Deal found 10/27$259

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Madison to Kentucky that are best for you.

Fly from

Madison

Fly to

Kentucky

Route

Depart

Return

Price

MadisonCincinnati

MSN - CVG

MSNCVG

Madison Truax Field

Fri 11/14

8:00 pm-2:32 pm

1 stop17h 32m

Cincinnati Cinci./N. Kentucky

Sun 11/16

6:05 am-7:15 pm

1 stop14h 10m

$214

MadisonCincinnati

MSN - CVG

MSNCVG

Madison Truax Field

Wed 11/12

8:00 am-4:36 pm

1 stop7h 36m

Cincinnati Cinci./N. Kentucky

Sun 11/16

6:45 am-9:18 am

1 stop3h 33m

$239

MadisonLouisville

MSN - SDF

MSNSDF

Madison Truax Field

Tue 11/11

2:48 pm-8:44 pm

1 stop4h 56m

Louisville Intl

Sat 11/15

2:02 pm-5:50 pm

1 stop4h 48m

$239

MadisonLouisville

MSN - SDF

MSNSDF

Madison Truax Field

Tue 11/11

4:34 pm-11:59 pm

2 stops6h 25m

Louisville Intl

Sat 11/15

10:51 am-4:58 pm

1 stop7h 07m

$244

MadisonKnoxville

MSN - TYS

MSNTYS

Madison Truax Field

Wed 2/18

7:00 am-4:19 pm

1 stop8h 19m

Knoxville McGhee Tyson

Sat 2/21

7:30 am-1:01 pm

1 stop6h 31m

$249

MadisonKnoxville

MSN - TYS

MSNTYS

Madison Truax Field

Thu 11/20

3:58 pm-8:33 pm

1 stop3h 35m

Knoxville McGhee Tyson

Sun 11/23

6:45 am-11:43 am

1 stop5h 58m

$249

MadisonKnoxville

MSN - TYS

MSNTYS

Madison Truax Field

Sat 1/17

3:30 pm-11:09 pm

1 stop6h 39m

Knoxville McGhee Tyson

Thu 1/29

7:30 am-12:51 pm

1 stop6h 21m

$249

MadisonKnoxville

MSN - TYS

MSNTYS

Madison Truax Field

Fri 1/16

3:57 pm-9:44 pm

1 stop4h 47m

Knoxville McGhee Tyson

Mon 1/19

7:54 am-12:46 pm

1 stop5h 52m

$249

MadisonNashville

MSN - BNA

MSNBNA

Madison Truax Field

Mon 3/30

5:17 pm-10:39 pm

1 stop5h 22m

Nashville Intl

Sat 4/4

6:00 am-10:06 am

1 stop4h 06m

$249

MadisonNashville

MSN - BNA

MSNBNA

Madison Truax Field

Wed 2/18

8:15 am-12:28 pm

1 stop4h 13m

Nashville Intl

Sat 2/21

4:44 pm-9:07 pm

1 stop4h 23m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from Madison to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to Kentucky

What is the cheapest month to book a flight from Madison to Kentucky?

Currently, November is the cheapest month in which you can book a flight from Madison to Kentucky (average of $166). Flying from Madison to Kentucky in March is currently the most expensive (average of $262). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated October 29, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Madison to Kentucky by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Madison to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Kentucky?

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Kentucky. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Kentucky?

    Airlines like Frontier, American Airlines, and United Airlines fly from Madison to Kentucky in about 4h 56m. The time it takes to get you to your destination can typically vary by up to 12h 36m. Madison and Kentucky are separated by a distance of 391 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Madison to Kentucky one-way?

    One-way options have recently been found by users for as low as $98 on Frontier. Other airlines that offer cheap prices include Delta from $126 and United Airlines from $129 one-way.

  • What are the most popular routes from Madison to Kentucky?

    The most popular route from Madison to Kentucky is Madison Truax Field - Nashville Intl. You may also consider Madison Truax Field - Blountville Tri Cities TN/VA or Madison Truax Field - Knoxville McGhee Tyson.

  • Can I find deals for flights from Madison to Kentucky that include hotel bookings?

    Yes. In addition to deals on Madison to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Kentucky.

  • Can I find deals for business class flights from Madison to Kentucky?

    Yes. Cheapflights offers flight deals from Madison to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Kentucky?

    Currently, November is the cheapest month in which you can book a flight from Madison to Kentucky (average of $166). Flying from Madison to Kentucky in March is currently the most expensive (average of $262). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Madison to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Kentucky

Discover the top 3 airlines that operate flights from Madison to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$209Average$293FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$409FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$235Average$346FlexibilityNo cancel feeOn-time69%

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