$208+ Cheap flights from Madison (MSN) to Kentucky
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SDF
Dec 4 — Dec 111
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Kentucky with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Madison to KentuckyExplore 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 November 4, 2026.
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 November 4, 2026.
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/33:52 pm -
1 stop4h 08m
Sun 12/69:00 am -
1 stop5h 51m
Deal found 11/4![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/215:43 pm -
1 stop5h 11m
Sun 11/227:10 am -
1 stop3h 50m
Deal found 10/31![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/177:00 pm -
1 stop3h 54m
Tue 12/17:00 am -
1 stop5h 57m
Deal found 11/3![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/1712:23 pm -
1 stop7h 32m
Tue 12/17:09 pm -
1 stop6h 07m
Deal found 11/3![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/1411:16 am -
1 stop5h 15m
Wed 11/181:14 pm -
1 stop6h 07m
Deal found 10/30![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/175:00 am -
1 stop4h 59m
Sat 11/217:07 pm -
1 stop6h 09m
Deal found 11/1![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 11/2512:30 pm -
1 stop5h 02m
Thu 12/318:45 am -
1 stop3h 56m
Deal found 11/4![United Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/196:00 am -
1 stop3h 50m
Mon 11/231:30 pm -
2 stops7h 41m
Deal found 11/3![American Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/125:00 am -
1 stop4h 56m
Mon 11/164:47 pm -
1 stop7h 13m
Deal found 11/1![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/217:00 am -
1 stop5h 12m
Sat 1/210:45 am -
1 stop5h 19m
Deal found 11/3![United Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/243:47 pm -
1 stop5h 52m
Sat 12/266:00 pm -
1 stop4h 40m
Deal found 10/30![United Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:55 pm -
1 stop27h 47m
Mon 12/77:59 pm -
2 stops38h 59m
Deal found 11/4![Multiple Airlines logo]()
$384
Best flights from Madison to KentuckyDiscover carefully curated flight deals from Madison to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
Discover carefully curated flight deals from Madison to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
This Delta deal was found by Cheapflights users on 10/31. 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.
Tue 11/241:24 pm -
1 stop6h 49m
Tue 12/112:50 pm -
1 stop7h 26m
Deal found 10/31![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/32:43 pm -
1 stop5h 17m
Mon 12/75:40 pm -
1 stop5h 43m
Deal found 11/4![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/31. 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 12/176:32 am -
1 stop5h 10m
Sun 12/206:57 pm -
1 stop5h 55m
Deal found 10/31![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/33:52 pm -
1 stop4h 08m
Sun 12/69:00 am -
1 stop5h 51m
Deal found 11/4![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 11/1. 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 12/176:32 am -
1 stop4h 37m
Sun 12/206:53 am -
1 stop4h 25m
Deal found 11/1![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/31. 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 11/206:29 pm -
1 stop4h 29m
Sun 11/227:09 pm -
1 stop5h 06m
Deal found 10/31![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/215:43 pm -
1 stop5h 11m
Sun 11/227:10 am -
1 stop3h 50m
Deal found 10/31![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 11/4. 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 2/112:00 pm -
1 stop6h 28m
Thu 2/186:36 pm -
1 stop3h 30m
Deal found 11/4![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/176:00 am -
2 stops9h 15m
Tue 12/11:30 pm -
1 stop5h 23m
Deal found 11/3![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/177:00 pm -
1 stop3h 54m
Tue 12/17:00 am -
1 stop5h 57m
Deal found 11/3![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 11/4. 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.
Sat 2/133:40 pm -
1 stop6h 15m
Sat 2/206:40 am -
1 stop4h 36m
Deal found 11/4![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/196:00 am -
1 stop3h 50m
Mon 11/231:30 pm -
2 stops7h 41m
Deal found 11/3![American Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/193:52 pm -
1 stop5h 38m
Mon 11/2310:27 am -
1 stop4h 33m
Deal found 11/4![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 11/183:00 pm -
1 stop4h 52m
Sun 11/222:10 pm -
1 stop3h 52m
Deal found 11/2![United Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 10/31. 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 11/216:55 am -
1 stop5h 04m
Sun 11/225:55 pm -
2 stops7h 30m
Deal found 10/31![American Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/243:47 pm -
1 stop5h 52m
Sat 12/266:00 pm -
1 stop4h 40m
Deal found 10/30![United Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/13:52 pm -
1 stop4h 08m
Sat 12/51:59 pm -
1 stop6h 43m
Deal found 11/3![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 11/3. 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 1/17:00 am -
1 stop5h 12m
Tue 1/51:50 pm -
1 stop4h 41m
Deal found 11/3![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/31. 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.
Wed 1/278:15 am -
1 stop4h 00m
Sat 1/306:00 am -
1 stop6h 45m
Deal found 10/31![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/15:38 pm -
2 stops25h 18m
Tue 12/85:00 am -
1 stop5h 01m
Deal found 11/2![United Airlines logo]()
$590
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/198:15 am -
1 stop5h 26m
Mon 11/232:18 pm -
2 stops21h 31m
Deal found 11/4![United Airlines logo]()
$683
Last-minute flights from Madison to KentuckyDiscover last-minute flight deals from Madison to Kentucky. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Kentucky. Data last updated November 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/125:00 am -
1 stop4h 56m
Mon 11/164:47 pm -
1 stop7h 13m
Deal found 11/1![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/1411:16 am -
1 stop5h 15m
Wed 11/181:14 pm -
1 stop6h 07m
Deal found 10/30![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/177:00 pm -
1 stop3h 54m
Tue 12/17:00 am -
1 stop5h 57m
Deal found 11/3![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/1712:23 pm -
1 stop7h 32m
Tue 12/17:09 pm -
1 stop6h 07m
Deal found 11/3![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/175:00 am -
1 stop4h 59m
Sat 11/217:07 pm -
1 stop6h 09m
Deal found 11/1![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/196:00 am -
1 stop3h 50m
Mon 11/231:30 pm -
2 stops7h 41m
Deal found 11/3![American Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/215:43 pm -
1 stop5h 11m
Sun 11/227:10 am -
1 stop3h 50m
Deal found 10/31![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 11/2512:30 pm -
1 stop5h 02m
Thu 12/318:45 am -
1 stop3h 56m
Deal found 11/4![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/33:52 pm -
1 stop4h 08m
Sun 12/69:00 am -
1 stop5h 51m
Deal found 11/4![United Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:55 pm -
1 stop27h 47m
Mon 12/77:59 pm -
2 stops38h 59m
Deal found 11/4![Multiple Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/217:00 am -
1 stop5h 12m
Sat 1/210:45 am -
1 stop5h 19m
Deal found 11/3![United Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/243:47 pm -
1 stop5h 52m
Sat 12/266:00 pm -
1 stop4h 40m
Deal found 10/30![United Airlines logo]()
$383
One-way flights from Madison to KentuckySearch for one-way flight options from Madison to Kentucky. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
Search for one-way flight options from Madison to Kentucky. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/235:06 am -
1 stop4h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$208
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/243:47 pm -
1 stop5h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 11/4. 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 12/244:54 pm -
1 stop3h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Delta logo]()
$244
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/87:09 pm -
1 stop3h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/206:29 pm -
1 stop4h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/245:00 am -
2 stops8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/119:43 am -
2 stops6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![American Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:30 am -
3 stops55h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/246:10 pm -
3 stops38h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 11/2512:30 pm -
1 stop5h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 11/255:00 am -
1 stop4h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2310:38 am -
3 stops47h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$499
Find flight deals from Madison to Kentucky
Keep the following information in mind while searching for Madison to Kentucky flight deals. Data was last updated November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (United Airlines) |
One-way from | $208 (American Airlines) |
Popular in | June |
Cheapest in | August |
Average price | $318 |
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 7,457,451 searches. Data last updated November 4, 2026.
Use the filters below to find and compare flights from Madison to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Wed 12/23
5:06 am-11:04 am
1 stop4h 58m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Thu 12/24
12:25 pm-5:20 pm
1 stop3h 55m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$239
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Fri 12/11
7:00 am-2:29 pm
1 stop6h 29m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$239
Quickest round-trip
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Thu 12/24
4:54 pm-9:23 pm
1 stop3h 29m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$244
MadisonLexington
MSN Madison Truax Field - LEX Lexington Blue Grass
MSNLEX
Madison Truax Field
Tue 12/8
7:09 pm-11:51 pm
1 stop3h 42m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Tue 11/24
1:24 pm-9:13 pm
1 stop6h 49m
Louisville Intl
Tue 12/1
12:50 pm-7:16 pm
1 stop7h 26m
$319
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Thu 12/3
2:43 pm-9:00 pm
1 stop5h 17m
Louisville Intl
Mon 12/7
5:40 pm-10:23 pm
1 stop5h 43m
$319
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Thu 12/3
3:52 pm-9:00 pm
1 stop4h 08m
Louisville Intl
Sun 12/6
9:00 am-1:51 pm
1 stop5h 51m
$319
MadisonLouisville
MSN Madison Truax Field - SDF Louisville Intl
MSNSDF
Madison Truax Field
Thu 12/17
6:32 am-12:09 pm
1 stop4h 37m
Louisville Intl
Sun 12/20
6:53 am-10:18 am
1 stop4h 25m
$319
MadisonLexington
MSN Madison Truax Field - LEX Lexington Blue Grass
MSNLEX
Madison Truax Field
Sat 11/21
5:43 pm-11:54 pm
1 stop5h 11m
Lexington Blue Grass
Sun 11/22
7:10 am-10:00 am
1 stop3h 50m
$319
Showing 1-10 of 33 resultsSorted by cheapest first
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.
MSN-SDF
MSN-LEX
MSN-PAH
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
MSN-USKY
MSN-SDF
MSN-LEX
MSN-PAH
What is the cheapest month to book a flight from Madison to Kentucky?
Currently, August is the cheapest month in which you can book a flight from Madison to Kentucky (average of $298). Flying from Madison to Kentucky in June is currently the most expensive (average of $736). 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 November 4, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican 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.
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
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.
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Alternative routes for Madison to Kentucky
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Complete your trip
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Madison and Kentucky flights
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Popular flight searches
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Madison to Kentucky flights
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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 7,457,451 searches. Data last updated November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$283 | Average$438 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$288 | Average$407 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$288 | Average$486 | FlexibilityNo cancel fee | On-time69% |