$104+ Cheap flights from Maryland 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SDF
Oct 27 — Nov 31
Round-trip
1 adult, Economy
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Find cheap flights from Maryland to Kentucky with Cheapflights
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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 Maryland to KentuckyExplore the most affordable flight options available from Maryland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 27, 2026.
Explore the most affordable flight options available from Maryland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 27, 2026.
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:30 pm -
Nonstop1h 50m
Mon 11/95:40 am -
Nonstop1h 30m
Deal found 9/23![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:35 am -
Nonstop1h 45m
Mon 10/266:55 pm -
1 stop5h 00m
Deal found 9/25![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:40 pm -
Nonstop1h 45m
Mon 10/195:35 am -
Nonstop1h 30m
Deal found 9/24![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 9/22. 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 10/176:00 am -
1 stop6h 54m
Sat 10/175:59 pm -
1 stop5h 29m
Deal found 9/22![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 9/23. 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 10/157:00 am -
1 stop5h 54m
Mon 10/195:57 pm -
1 stop6h 54m
Deal found 9/23![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:20 am -
2 stops7h 00m
Fri 10/305:10 pm -
Nonstop1h 35m
Deal found 9/23![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2310:30 pm -
Nonstop1h 55m
Tue 12/295:40 am -
Nonstop1h 35m
Deal found 9/25![Southwest logo]()
$245
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/2011:34 am -
1 stop6h 53m
Fri 10/238:18 pm -
1 stop3h 41m
Deal found 9/22![American Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 9/27. 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.
Tue 10/276:00 am -
1 stop4h 09m
Tue 11/33:34 pm -
1 stop4h 46m
Deal found 9/27![Delta logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/23. 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 12/75:20 pm -
1 stop5h 12m
Wed 12/168:45 am -
1 stop5h 16m
Deal found 9/23![United Airlines logo]()
$310
This United Airlines deal was found by Cheapflights users on 9/25. 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 10/237:10 pm -
1 stop4h 45m
Fri 10/301:49 pm -
1 stop5h 14m
Deal found 9/25![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/26. 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 11/256:00 am -
1 stop3h 53m
Sat 11/287:55 pm -
1 stop5h 03m
Deal found 9/26![Delta logo]()
$321
Best flights from Maryland to KentuckyDiscover carefully curated flight deals from Maryland to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 27, 2026.
Discover carefully curated flight deals from Maryland to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 27, 2026.
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:35 am -
Nonstop1h 45m
Mon 10/265:35 am -
Nonstop1h 30m
Deal found 9/25![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 9/25. 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 10/297:00 am -
1 stop5h 54m
Mon 11/21:59 pm -
1 stop4h 51m
Deal found 9/25![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 9/23. 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 12/75:20 pm -
1 stop5h 12m
Wed 12/168:45 am -
1 stop5h 16m
Deal found 9/23![United Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
1 stop3h 55m
Mon 10/265:10 pm -
Nonstop1h 35m
Deal found 9/26![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 9/26. 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 10/196:28 pm -
1 stop5h 31m
Mon 10/267:55 pm -
1 stop4h 56m
Deal found 9/26![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 9/27. 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 11/26:32 pm -
1 stop5h 27m
Wed 11/48:05 am -
1 stop5h 01m
Deal found 9/27![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/411:05 am -
Nonstop1h 55m
Fri 11/65:10 pm -
Nonstop1h 35m
Deal found 9/23![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:55 am -
2 stops10h 35m
Thu 11/54:40 pm -
1 stop6h 40m
Deal found 9/23![Southwest logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/25. 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 10/106:41 am -
1 stop5h 27m
Wed 10/145:04 am -
1 stop5h 58m
Deal found 9/25![American Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/237:10 pm -
1 stop4h 45m
Mon 10/265:30 am -
1 stop4h 59m
Deal found 9/22![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/25. 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 11/56:10 am -
1 stop3h 49m
Sun 11/85:57 pm -
1 stop6h 53m
Deal found 9/25![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1910:30 pm -
Nonstop1h 45m
Fri 10/235:40 pm -
1 stop7h 40m
Deal found 9/23![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 9/25. 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.
Sun 11/14:45 pm -
1 stop7h 14m
Wed 11/46:00 am -
1 stop3h 57m
Deal found 9/25![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:30 pm -
Nonstop1h 55m
Sun 11/156:10 pm -
1 stop5h 45m
Deal found 9/26![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 9/27. 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.
Tue 10/276:00 am -
1 stop4h 09m
Tue 11/33:34 pm -
1 stop4h 46m
Deal found 9/27![Delta logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/169:09 am -
1 stop5h 23m
Fri 10/235:00 am -
1 stop4h 30m
Deal found 9/24![United Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 9/26. 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 11/256:00 am -
1 stop3h 53m
Sat 11/287:55 pm -
1 stop5h 03m
Deal found 9/26![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 9/26. 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 10/29:09 am -
1 stop5h 23m
Mon 10/55:00 am -
1 stop4h 30m
Deal found 9/26![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 9/26. 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 1/156:22 am -
1 stop4h 38m
Mon 1/181:02 pm -
1 stop6h 12m
Deal found 9/26![American Airlines logo]()
$588
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Sun 10/49:09 am -
1 stop5h 23m
Tue 10/205:00 am -
1 stop4h 30m
Deal found 9/26![United Airlines logo]()
$469
This Delta deal was found by Cheapflights users on 9/24. 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 11/246:00 am -
1 stop3h 53m
Mon 11/307:55 pm -
1 stop5h 03m
Deal found 9/24![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 9/25. 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.
Fri 10/3012:37 pm -
1 stop4h 36m
Sun 11/17:59 pm -
1 stop4h 32m
Deal found 9/25![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 9/24. 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 11/512:37 pm -
1 stop4h 36m
Sun 11/85:59 pm -
1 stop5h 45m
Deal found 9/24![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/24. 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 11/510:09 am -
1 stop4h 32m
Sat 11/75:30 am -
1 stop15h 12m
Deal found 9/24![United Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 9/26. 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 12/36:00 am -
1 stop4h 00m
Sun 12/66:00 am -
1 stop4h 55m
Deal found 9/26![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/24. 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 11/510:09 am -
1 stop4h 32m
Sun 11/82:18 pm -
1 stop20h 18m
Deal found 9/24![United Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 9/23. 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 10/86:11 am -
1 stop5h 01m
Mon 10/126:00 pm -
1 stop4h 10m
Deal found 9/23![American Airlines logo]()
$849
This Delta deal was found by Cheapflights users on 9/26. 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.
Sun 10/256:10 am -
1 stop3h 38m
Sun 11/17:59 pm -
1 stop4h 32m
Deal found 9/26![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/23. 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 11/1310:09 am -
1 stop4h 32m
Sun 11/155:30 am -
1 stop7h 36m
Deal found 9/23![United Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Mon 10/124:45 pm -
1 stop5h 19m
Fri 10/166:00 pm -
1 stop4h 10m
Deal found 9/26![American Airlines logo]()
$967
Last-minute flights from Maryland to KentuckyDiscover last-minute flight deals from Maryland to Kentucky. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals from Maryland to Kentucky. Data last updated September 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:30 pm -
Nonstop1h 45m
Mon 10/196:15 pm -
2 stops6h 45m
Deal found 9/22![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 9/23. 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 10/157:00 am -
1 stop5h 54m
Mon 10/195:57 pm -
1 stop6h 54m
Deal found 9/23![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:40 pm -
Nonstop1h 45m
Mon 10/195:35 am -
Nonstop1h 30m
Deal found 9/24![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 9/22. 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 10/176:00 am -
1 stop6h 54m
Sat 10/175:59 pm -
1 stop5h 29m
Deal found 9/22![Delta logo]()
$227
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/2011:34 am -
1 stop6h 53m
Fri 10/238:18 pm -
1 stop3h 41m
Deal found 9/22![American Airlines logo]()
$246
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:30 pm -
Nonstop1h 45m
Fri 10/305:35 am -
Nonstop1h 30m
Deal found 9/25![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:35 am -
Nonstop1h 45m
Mon 10/265:35 am -
Nonstop1h 30m
Deal found 9/25![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:30 am -
1 stop4h 25m
Sat 10/315:35 am -
Nonstop1h 30m
Deal found 9/24![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:15 am -
1 stop3h 55m
Wed 10/282:05 pm -
2 stops6h 00m
Deal found 9/26![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:20 am -
2 stops7h 00m
Fri 10/305:10 pm -
Nonstop1h 35m
Deal found 9/23![Southwest logo]()
$241
This Delta deal was found by Cheapflights users on 9/27. 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.
Tue 10/276:00 am -
1 stop4h 09m
Tue 11/33:34 pm -
1 stop4h 46m
Deal found 9/27![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:55 pm -
2 stops6h 40m
Mon 11/27:05 am -
2 stops10h 25m
Deal found 9/25![Southwest logo]()
$237
One-way flights from Maryland to KentuckySearch for one-way flight options from Maryland to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
Search for one-way flight options from Maryland to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:40 pm -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Southwest logo]()
$104
This Delta deal was found by Cheapflights users on 9/25. 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 10/177:50 pm -
1 stop4h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$109
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/176:20 am -
1 stop4h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$114
This Delta deal was found by Cheapflights users on 9/23. 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 10/216:10 am -
1 stop3h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$116
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:30 am -
2 stops7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$119
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:30 pm -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Southwest logo]()
$123
This Delta deal was found by Cheapflights users on 9/25. 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.
Fri 12/258:05 am -
1 stop5h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Mon 11/169:52 pm -
1 stop12h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$131
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:30 pm -
2 stops6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Southwest logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 10/2710:45 am -
2 stops23h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Mon 10/269:12 pm -
2 stops36h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$149
This American Airlines deal was found by Cheapflights users on 9/27. 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 12/248:19 pm -
1 stop3h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![American Airlines logo]()
$154
Find flight deals from Maryland to Kentucky
Keep the following information in mind while searching for Maryland to Kentucky flight deals. Data was last updated September 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $207 (Southwest) |
One-way from | $104 (Southwest) |
Popular in | April |
Cheapest in | August |
Average price | $359 |
Good round-trip deal | $285 or less |
Good one-way deal | $246 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Maryland 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 September 27, 2026.
Use the filters below to find and compare flights from Maryland to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Tue 11/3
11:05 am-1:00 pm
Nonstop1h 55m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$104
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Wed 11/18
6:00 am-10:09 am
1 stop4h 09m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Sat 10/17
8:16 pm-12:07 am
1 stop3h 51m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Thu 10/22
6:00 am-10:21 am
1 stop4h 21m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Wed 12/23
10:30 pm-12:25 am
Nonstop1h 55m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$123
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Mon 12/21
10:30 pm-12:25 am
Nonstop1h 55m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$123
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Fri 10/30
2:35 pm-9:10 pm
1 stop6h 35m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Fri 10/16
6:15 am-10:10 am
1 stop3h 55m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Sat 11/7
9:10 am-5:55 pm
2 stops8h 45m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
BaltimoreLouisville
BWI Baltimore/Washington - SDF Louisville Intl
BWISDF
Baltimore/Washington
Tue 12/22
7:15 am-3:35 pm
2 stops8h 20m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
Showing 1-10 of 53 resultsSorted by cheapest first
Best time to book a flight from Maryland to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Maryland with our price prediction graph.
BWI-SDF
BWI-LEX
BWI-PAH
SBY-SDF
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 Maryland to Kentucky
USMD-USKY
BWI-SDF
BWI-LEX
BWI-PAH
SBY-SDF
What is the cheapest month to book a flight from Maryland to Kentucky?
Currently, November is the cheapest month in which you can book a flight from Maryland to Kentucky (average of $324). Flying from Maryland to Kentucky in April is currently the most expensive (average of $419). 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.
What is the cheapest time of day to fly from MD to KY?
Find hourly flight availability from Maryland to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 27, 2026.
When flying from Maryland to Kentucky, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 6% versus a flight at noon.
How much does it cost to fly round-trip from Maryland to Kentucky?
Airfare is below average for this route at the moment.
Maryland to Kentucky flights typically cost between $363 and $472 in November.The cheapest round-trip price found within the last 5 days was $207 on Southwest (Nov 2-Nov 9).
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 September 27, 2026.
Read through reviews of airlines operating flights from Maryland to Kentucky, such as Southwest,Delta, andAmerican Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentDavid,Aug 2023
BWI - SAN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentDavid,Aug 2023
BWI - SAN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentDavid,Aug 2023
BWI - SAN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentDavid,Aug 2023
BWI - SAN
Related info for your journey
Find useful and relevant information for your journey from Maryland to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Maryland to Kentucky
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Maryland to Kentucky by cabin class
Find flights from Maryland to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Maryland and Kentucky flights
Browse other Maryland and Kentucky flight options. Last updated on September 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Kentucky
Find the right flight back to Maryland after your stay in Kentucky
Maryland to Kentucky flights
Consider these flights traveling from Maryland to Kentucky.
Top 3 airlines flying from Maryland to Kentucky
Discover the top 3 airlines that operate flights from Maryland 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 September 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$233 | Average$420 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$354 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$392 | FlexibilityNo cancel fee | On-time63% |