Madison

$144+ Cheap flights from Kentucky to Madison (MSN)

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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MSN
Jul 14 — Jul 211
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Cheap flight deals from Kentucky to Madison

Cheapest flights from Kentucky to Madison
Explore the most affordable flight options available from Kentucky to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 14, 2026.

This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/116:11 pm
BNA
-
MSN
1 stop5h 48m
American Airlines
Sat 7/187:00 am
MSN
-
BNA
1 stop6h 30m
American Airlines
Deal found 6/10$285
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/86:49 am
SDF
-
MSN
1 stop5h 30m
Delta
Wed 7/155:48 am
MSN
-
SDF
1 stop5h 03m
Delta
Deal found 6/10$289
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 7/46:00 am
CVG
-
MSN
1 stop6h 10m
American Airlines
Mon 7/66:43 pm
MSN
-
CVG
1 stop4h 47m
American Airlines
Deal found 6/11$289
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/155:35 am
LEX
-
MSN
1 stop3h 16m
American Airlines
Tue 7/216:43 pm
MSN
-
LEX
1 stop4h 42m
American Airlines
Deal found 6/10$289
This American Airlines deal was found by Cheapflights users on 6/13. 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 7/37:07 pm
CVG
-
MSN
1 stop6h 06m
American Airlines
Sun 7/55:00 am
MSN
-
CVG
1 stop3h 29m
American Airlines
Deal found 6/13$293
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/75:00 am
LEX
-
MSN
2 stops8h 32m
American Airlines
Mon 7/136:43 pm
MSN
-
LEX
1 stop4h 42m
American Airlines
Deal found 6/10$294
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/306:43 pm
TYS
-
MSN
1 stop5h 32m
American Airlines
Sun 7/55:00 am
MSN
-
TYS
1 stop5h 05m
American Airlines
Deal found 6/11$297
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/237:19 pm
BNA
-
MSN
1 stop4h 23m
American Airlines
Sat 7/257:00 am
MSN
-
BNA
1 stop6h 30m
American Airlines
Deal found 6/11$297
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 7/181:56 pm
CVG
-
MSN
1 stop6h 01m
United Airlines
Sat 7/258:10 am
MSN
-
CVG
1 stop3h 50m
United Airlines
Deal found 6/9$297
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/46:00 am
CVG
-
MSN
1 stop6h 10m
American Airlines
Sun 7/55:00 am
MSN
-
CVG
1 stop3h 29m
American Airlines
Deal found 6/10$298
This Delta deal was found by Cheapflights users on 6/9. 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 8/206:50 am
SDF
-
MSN
1 stop5h 30m
Delta
Sun 8/235:15 pm
MSN
-
SDF
1 stop6h 19m
Delta
Deal found 6/9$299
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 7/46:22 am
TYS
-
MSN
1 stop5h 48m
American Airlines
Fri 7/1012:43 pm
MSN
-
TYS
1 stop4h 37m
American Airlines
Deal found 6/9$302

Find flight deals from Kentucky to Madison

Keep the following information in mind while searching for Kentucky to Madison flight deals. Data was last updated June 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$285
(American Airlines)

One-way from

$144
(Kiwi.com)

Popular in

January

Cheapest in

December

Average price

$449
Provider with most accurate pricing for Louisville Intl-Madison Truax Field flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-Madison Truax Field flights.
From Kentucky to Madison Truax Field
One-way flight from Kentucky to Madison Truax Field
Highest demand for flights based on searches. 7% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Madison 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 June 14, 2026.
Use the filters below to find and compare flights from Kentucky to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvilleMadison

SDF - MSN

SDFMSN

Louisville Intl

Wed 7/8

6:00 am-10:22 am

1 stop5h 22m

Madison Truax Field

Sat 7/11

5:48 am-12:31 pm

1 stop5h 43m

$289

CincinnatiMadison

CVG - MSN

CVGMSN

Cincinnati Cinci./N. Kentucky

Thu 7/9

7:00 am-11:49 am

1 stop5h 49m

Madison Truax Field

Wed 7/15

8:10 am-1:00 pm

1 stop3h 50m

$289
Quickest round-trip

CincinnatiMadison

CVG - MSN

CVGMSN

Cincinnati Cinci./N. Kentucky

Fri 7/3

12:04 pm-2:25 pm

1 stop3h 21m

Madison Truax Field

Sun 7/5

5:00 am-9:29 am

1 stop3h 29m

$289

LouisvilleMadison

SDF - MSN

SDFMSN

Louisville Intl

Mon 7/13

6:54 pm-10:38 pm

1 stop4h 44m

Madison Truax Field

Sun 7/19

6:00 am-12:00 pm

1 stop5h 00m

$289

CincinnatiMadison

CVG - MSN

CVGMSN

Cincinnati Cinci./N. Kentucky

Thu 8/27

2:05 pm-6:56 pm

1 stop5h 51m

Madison Truax Field

Sun 8/30

6:30 am-11:26 am

1 stop3h 56m

$289

LouisvilleMadison

SDF - MSN

SDFMSN

Louisville Intl

Tue 10/6

6:26 pm-8:45 pm

1 stop3h 19m

Madison Truax Field

Sat 10/10

5:45 am-11:36 am

1 stop4h 51m

$289

LouisvilleMadison

SDF - MSN

SDFMSN

Louisville Intl

Wed 8/26

6:00 am-10:27 am

1 stop5h 27m

Madison Truax Field

Mon 8/31

5:43 am-12:21 pm

1 stop5h 38m

$289

CincinnatiMadison

CVG - MSN

CVGMSN

Cincinnati Cinci./N. Kentucky

Sat 7/4

6:00 am-11:10 am

1 stop6h 10m

Madison Truax Field

Sun 7/5

5:00 am-9:29 am

1 stop3h 29m

$293

KnoxvilleMadison

TYS - MSN

TYSMSN

Knoxville McGhee Tyson

Sat 7/4

6:22 am-11:10 am

1 stop5h 48m

Madison Truax Field

Fri 7/10

12:43 pm-9:33 pm

1 stop7h 50m

$297

CincinnatiMadison

CVG - MSN

CVGMSN

Cincinnati Cinci./N. Kentucky

Sat 7/18

1:56 pm-6:57 pm

1 stop6h 01m

Madison Truax Field

Sat 7/25

8:10 am-1:00 pm

1 stop3h 50m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 55 resultsSorted by cheapest first
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Best time to book a flight from Kentucky to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Kentucky 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 Kentucky to Madison

How much does it cost to fly round-trip from Kentucky to Madison?

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Madison. 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 into for flights to Madison from Kentucky?

    Madison Truax Field (MSN) is the airport you will fly into if you book a flight from Kentucky to Madison. It is only a 5.4 mi journey from Truax Field (MSN) to Madison’s city center.

  • How long is the flight from Kentucky to Madison?

    Airlines like Delta, United Airlines, and American Airlines fly from Kentucky to Madison in about 3h 21m. The time it takes to get you to your destination can typically vary by up to 2h 28m. The distance between Kentucky and Madison is about 372 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

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

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Sun Prairie
Middleton
Baraboo
Fitchburg

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Alternative routes for Kentucky to Madison

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Kentucky to Madison

Discover the top 3 airlines that operate flights from Kentucky to Madison. 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 June 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$198Average$416FlexibilityNo cancel feeOn-time69%
DeltaCheapest$228Average$293FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$370FlexibilityNo cancel feeOn-time71%

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