$58+ Cheap flights from Connecticut 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SDF
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Connecticut to Kentucky with Cheapflights
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Cheapest flights from Connecticut to KentuckyExplore the most affordable flight options available from Connecticut to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Connecticut to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Fri 11/136:02 am -
1 stop3h 43m
Mon 11/1610:25 am -
1 stop3h 28m
Deal found 9/19![Breeze Airways logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/171:39 pm -
1 stop6h 52m
Mon 10/1910:25 am -
1 stop3h 28m
Deal found 9/18![Breeze Airways logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/166:02 am -
1 stop3h 43m
Fri 11/207:59 pm -
1 stop27h 25m
Deal found 9/21![Breeze Airways logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/166:02 am -
1 stop3h 43m
Mon 10/1910:25 am -
1 stop3h 28m
Deal found 9/18![Breeze Airways logo]()
$259
This Southwest deal was found by Cheapflights users on 9/17. 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 11/164:00 pm -
1 stop6h 15m
Tue 11/173:10 pm -
1 stop4h 35m
Deal found 9/17![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 9/21. 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 10/147:00 am -
1 stop7h 41m
Mon 10/195:57 pm -
1 stop6h 02m
Deal found 9/21![Delta logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 12/87:05 am -
2 stops37h 42m
Mon 12/1410:25 am -
1 stop3h 28m
Deal found 9/20![Breeze Airways logo]()
$272
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.
Tue 10/135:35 am -
1 stop4h 25m
Wed 11/411:10 am -
2 stops8h 35m
Deal found 9/22![Southwest logo]()
$276
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 10/248:10 am -
1 stop6h 39m
Sat 10/313:34 pm -
1 stop5h 45m
Deal found 9/22![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/245:38 pm -
1 stop6h 31m
Sat 10/3111:14 am -
2 stops9h 44m
Deal found 9/18![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 9/21. 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 12/165:17 am -
1 stop4h 43m
Sat 12/195:52 pm -
1 stop6h 01m
Deal found 9/21![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 9/21. 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 11/1212:37 pm -
1 stop6h 33m
Mon 11/165:25 am -
1 stop5h 18m
Deal found 9/21![United Airlines logo]()
$359
Best flights from Connecticut to KentuckyDiscover carefully curated flight deals from Connecticut to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Connecticut to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 11/164:00 pm -
1 stop6h 15m
Tue 11/1711:10 am -
2 stops8h 35m
Deal found 9/17![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 9/19. 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 10/159:43 am -
1 stop4h 10m
Sat 10/176:00 am -
1 stop5h 39m
Deal found 9/19![Delta logo]()
$271
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/296:00 am -
2 stops11h 02m
Mon 11/26:00 am -
1 stop3h 41m
Deal found 9/17![United Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sun 10/181:57 pm -
1 stop18h 05m
Sun 10/259:09 pm -
2 stops20h 35m
Deal found 9/19![Breeze Airways logo]()
$456
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:34 pm -
1 stop13h 28m
Sun 11/19:11 pm -
2 stops20h 33m
Deal found 9/22![Multiple Airlines logo]()
$459
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.
Tue 10/135:35 am -
1 stop4h 25m
Wed 11/411:10 am -
2 stops8h 35m
Deal found 9/22![Southwest logo]()
$276
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.
Sat 11/146:00 am -
2 stops7h 37m
Tue 11/177:00 am -
2 stops7h 04m
Deal found 9/22![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 9/20. 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 10/248:10 am -
1 stop6h 39m
Sat 10/313:34 pm -
1 stop5h 45m
Deal found 9/20![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 9/20. 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 10/208:10 am -
1 stop6h 39m
Tue 10/273:34 pm -
1 stop5h 45m
Deal found 9/20![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 9/21. 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 11/1212:37 pm -
1 stop6h 33m
Mon 11/165:25 am -
1 stop5h 18m
Deal found 9/21![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 9/17. 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 10/1611:35 am -
2 stops9h 35m
Mon 10/195:10 pm -
1 stop6h 45m
Deal found 9/17![Southwest logo]()
$360
This Delta deal was found by Cheapflights users on 9/19. 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 12/135:10 pm -
1 stop5h 53m
Mon 12/145:56 pm -
1 stop5h 51m
Deal found 9/19![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/1412:38 pm -
1 stop7h 50m
Mon 10/196:00 am -
1 stop4h 49m
Deal found 9/18![United Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 9/18. 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 10/178:10 am -
1 stop6h 39m
Sat 10/245:53 pm -
1 stop5h 39m
Deal found 9/18![Delta logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/156:34 pm -
1 stop13h 28m
Sat 10/174:26 pm -
1 stop26h 48m
Deal found 9/19![Multiple Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/205:03 pm -
1 stop6h 52m
Tue 10/277:10 am -
2 stops6h 54m
Deal found 9/20![United Airlines logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/156:34 pm -
1 stop13h 28m
Sun 10/189:18 pm -
2 stops20h 26m
Deal found 9/18![Multiple Airlines logo]()
$521
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/2410:33 am -
2 stops9h 55m
Sat 10/3111:05 am -
2 stops7h 39m
Deal found 9/20![United Airlines logo]()
$431
This KAYAK deal was found by Cheapflights users on 9/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:24 pm -
1 stop26h 07m
Sun 10/189:09 pm -
2 stops20h 35m
Deal found 9/18![Breeze Airways logo]()
$753
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:54 pm -
2 stops38h 17m
Sun 11/19:09 pm -
2 stops20h 35m
Deal found 9/22![Breeze Airways logo]()
$785
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/186:00 am -
2 stops8h 32m
Sun 10/255:30 am -
2 stops31h 32m
Deal found 9/18![United Airlines logo]()
$597
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:04 pm -
2 stops45h 41m
Fri 10/239:22 pm -
2 stops44h 32m
Deal found 9/22![Breeze Airways logo]()
$963
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/66:00 am -
2 stops8h 32m
Sat 10/105:00 am -
2 stops12h 56m
Deal found 9/21![United Airlines logo]()
$678
This Booking.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/312:04 pm -
3 stops45h 41m
Wed 10/79:11 pm -
3 stops20h 43m
Deal found 9/18![Breeze Airways logo]()
$1,108
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/86:05 am -
1 stop8h 27m
Thu 10/155:00 am -
1 stop4h 49m
Deal found 9/20![United Airlines logo]()
$764
This United Airlines deal was found by Cheapflights users on 9/19. 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 10/46:05 am -
1 stop8h 27m
Wed 10/75:00 am -
1 stop4h 49m
Deal found 9/19![United Airlines logo]()
$839
Last-minute flights from Connecticut to KentuckyDiscover last-minute flight deals from Connecticut to Kentucky. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Kentucky. Data last updated September 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Fri 10/26:02 am -
1 stop3h 43m
Mon 10/510:25 am -
1 stop3h 28m
Deal found 9/19![Breeze Airways logo]()
$298
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.
Tue 10/135:35 am -
1 stop4h 25m
Wed 11/411:10 am -
2 stops8h 35m
Deal found 9/22![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 9/21. 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 10/147:00 am -
1 stop7h 41m
Mon 10/195:57 pm -
1 stop6h 02m
Deal found 9/21![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 9/17. 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 10/155:20 pm -
1 stop6h 39m
Mon 10/195:57 pm -
1 stop6h 02m
Deal found 9/17![Delta logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/166:02 am -
1 stop3h 43m
Mon 10/1910:25 am -
1 stop3h 28m
Deal found 9/18![Breeze Airways logo]()
$259
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/165:03 pm -
1 stop6h 56m
Sat 10/1710:13 am -
1 stop7h 40m
Deal found 9/21![United Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/171:39 pm -
1 stop6h 52m
Mon 10/1910:25 am -
1 stop3h 28m
Deal found 9/18![Breeze Airways logo]()
$215
This Southwest deal was found by Cheapflights users on 9/21. 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 10/2112:55 pm -
2 stops7h 40m
Wed 10/285:45 am -
2 stops8h 45m
Deal found 9/21![Southwest logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/236:02 am -
1 stop3h 43m
Mon 10/2610:25 am -
1 stop3h 28m
Deal found 9/18![Breeze Airways logo]()
$284
This United Airlines deal was found by Cheapflights users on 9/19. 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 10/246:00 am -
2 stops7h 15m
Tue 10/2711:15 am -
2 stops7h 27m
Deal found 9/19![United Airlines logo]()
$282
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 10/248:10 am -
1 stop6h 39m
Sat 10/313:34 pm -
1 stop5h 45m
Deal found 9/22![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/245:38 pm -
1 stop6h 31m
Sat 10/3111:14 am -
2 stops9h 44m
Deal found 9/18![American Airlines logo]()
$326
One-way flights from Connecticut to KentuckySearch for one-way flight options from Connecticut to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Connecticut to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 12/76:02 am -
1 stop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$58
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/196:02 am -
1 stop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sat 10/171:39 pm -
1 stop6h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$109
This Delta deal was found by Cheapflights users on 9/21. 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 10/137:00 am -
1 stop5h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$136
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/205:37 am -
1 stop5h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![American Airlines logo]()
$140
This Southwest deal was found by Cheapflights users on 9/21. 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 10/245:40 am -
2 stops9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$141
This Southwest deal was found by Cheapflights users on 9/18. 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 10/2911:35 am -
2 stops9h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 9/21. 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 10/209:25 am -
2 stops7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$181
This United Airlines deal was found by Cheapflights users on 9/21. 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 12/56:00 am -
2 stops7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![United Airlines logo]()
$191
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/296:00 am -
3 stops11h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![United Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 9/21. 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 12/65:17 am -
1 stop5h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$199
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:34 pm -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$265
Find flight deals from Connecticut to Kentucky
Keep the following information in mind while searching for Connecticut to Kentucky flight deals. Data was last updated September 22, 2026.
Round-trip from | $203 (Kiwi.com) |
|---|---|
One-way from | $58 (Kiwi.com) |
Popular in | March |
Cheapest in | August |
Average price | $360 |
Good round-trip deal | $217 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut 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 22, 2026.
Use the filters below to find and compare flights from Connecticut to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Tue 12/8
1:30 pm-7:13 pm
1 stop5h 43m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
Quickest round-trip
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Thu 11/5
12:45 pm-5:00 pm
1 stop4h 15m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Sat 11/14
6:00 am-10:37 am
1 stop4h 37m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Tue 10/13
7:00 am-12:54 pm
1 stop5h 54m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Thu 10/29
7:00 am-12:54 pm
1 stop5h 54m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Sat 11/14
6:00 am-1:37 pm
2 stops7h 37m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$141
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Thu 10/29
11:35 am-9:10 pm
2 stops9h 35m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$163
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Tue 10/20
9:25 am-5:10 pm
2 stops7h 45m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$181
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Wed 12/9
6:00 am-1:23 pm
2 stops7h 23m
Louisville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$191
HartfordLouisville
BDL Hartford Bradley Intl - SDF Louisville Intl
BDLSDF
Hartford Bradley Intl
Mon 11/16
4:00 pm-10:15 pm
1 stop6h 15m
Louisville Intl
Tue 11/17
11:10 am-7:45 pm
2 stops8h 35m
$270
Showing 1-10 of 46 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Connecticut with our price prediction graph.
BDL-SDF
HVN-SDF
BDL-LEX
BDL-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 Connecticut to Kentucky
USCT-USKY
BDL-SDF
HVN-SDF
BDL-LEX
BDL-PAH
What is the cheapest month to book a flight from Connecticut to Kentucky?
Currently, August is the cheapest month in which you can book a flight from Connecticut to Kentucky (average of $153). Flying from Connecticut to Kentucky in March is currently the most expensive (average of $456). 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.
How much does it cost to fly round-trip from Connecticut to Kentucky?
Airfare is below average for this route at the moment.
Connecticut to Kentucky flights typically cost between $294 and $565 in November.The cheapest round-trip price found within the last 5 days was $203 on Breeze Airways (Nov 13-Nov 16).
How far ahead should I book a flight from Connecticut to Kentucky?
The price you pay for your flight from Connecticut to Kentucky may vary depending on when you book. For the best chance of a lower fare, look to book 33 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 22, 2026.
Get a feel of what it's like to fly with Breeze Airways,Southwest, andDelta from Connecticut to Kentucky by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.8
Overall
8.2
Crew
8.8
Food
6.8
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.8
Overall
8.2
Crew
8.8
Food
6.8
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.8
Overall
8.2
Crew
8.8
Food
6.8
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.8
Overall
8.2
Crew
8.8
Food
6.8
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.8
Overall
8.2
Crew
8.8
Food
6.8
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.8
Overall
8.2
Crew
8.8
Food
6.8
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Connecticut 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 Connecticut 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 Connecticut to Kentucky by cabin class
Find flights from Connecticut to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Connecticut and Kentucky flights
Browse other Connecticut and Kentucky flight options. Last updated on September 22, 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 Connecticut after your stay in Kentucky
Connecticut to Kentucky flights
Consider these flights traveling from Connecticut to Kentucky.
Top 5 airlines flying from Connecticut to Kentucky
Discover the top 5 airlines that operate flights from Connecticut 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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$93 | Average$163 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$233 | Average$367 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$438 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$378 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$406 | FlexibilityNo cancel fee | On-time63% |