Kentucky

$109+ Cheap flights from Connecticut to Kentucky

BDL — SDF
Dec 13 — Dec 201
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Cheap flight deals from Connecticut to Kentucky

Cheapest flights from Connecticut to Kentucky

Fri 12/186:02 am -
1 stop3h 43m
Fri 12/2510:25 am -
1 stop3h 28m
Deal found 11/8$190
Mon 12/76:02 am -
1 stop3h 43m
Fri 12/1110:25 am -
1 stop3h 28m
Deal found 11/9$211
Mon 11/166:02 am -
1 stop3h 43m
Wed 11/184:06 pm -
1 stop7h 36m
Deal found 11/10$218
Fri 11/206:02 am -
1 stop3h 43m
Fri 11/2710:25 am -
1 stop3h 28m
Deal found 11/8$260
Fri 12/46:44 pm -
1 stop21h 48m
Sun 12/69:09 pm -
2 stops13h 14m
Deal found 11/10$270
Mon 11/166:02 am -
1 stop3h 43m
Fri 11/207:59 pm -
1 stop27h 25m
Deal found 11/9$273
Fri 12/46:02 am -
1 stop3h 43m
Mon 12/710:25 am -
1 stop3h 28m
Deal found 11/10$284
Mon 11/96:02 am -
1 stop3h 43m
Fri 11/1310:25 am -
1 stop3h 28m
Deal found 11/8$323
Sat 12/127:00 am -
1 stop13h 47m
Mon 12/1410:25 am -
1 stop3h 28m
Deal found 11/11$330
Sat 12/195:30 am -
1 stop5h 17m
Wed 12/236:29 pm -
1 stop5h 04m
Deal found 11/11$343
Sun 11/226:34 pm -
1 stop13h 28m
Wed 12/25:12 pm -
2 stops26h 02m
Deal found 11/12$354
Fri 12/254:45 pm -
1 stop7h 14m
Wed 12/305:50 pm -
1 stop7h 02m
Deal found 11/10$360

Find flight deals from Connecticut to Kentucky

Round-trip from

$190
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$359
From Connecticut to Kentucky
One-way flight from Connecticut to Kentucky
Highest demand for flights based on searches. 20% potential increase in price ($86 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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

Price

Cheapest round-trip

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Wed 12/2

5:33 pm-11:05 pm

1 stop5h 32m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$172

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Sun 12/13

7:05 am-8:02 am

2 stops24h 57m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Wed 12/2

12:30 pm-8:40 pm

2 stops8h 10m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$177

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Sun 1/10

1:39 pm-10:59 am

2 stops21h 20m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$178

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Thu 12/24

9:16 am-5:20 pm

1 stop8h 04m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$190

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Tue 12/1

5:40 am-3:35 pm

2 stops9h 55m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$203
Quickest round-trip

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Fri 4/9

8:00 am-12:30 pm

1 stop4h 30m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$214

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Sun 1/10

7:00 am-12:37 pm

1 stop5h 37m

Louisville Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$219

New HavenLouisville

HVN Tweed-New Haven - SDF Louisville Intl

HVNSDF

Tweed-New Haven

Fri 12/4

6:44 pm-4:32 pm

1 stop21h 48m

Louisville Intl

Sun 12/6

9:09 pm-10:23 am

2 stops13h 14m

$270

HartfordLouisville

BDL Hartford Bradley Intl - SDF Louisville Intl

BDLSDF

Hartford Bradley Intl

Fri 12/4

6:02 am-9:45 am

1 stop3h 43m

Louisville Intl

Mon 12/7

10:25 am-1:53 pm

1 stop3h 28m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 48 resultsSorted by cheapest first
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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.
Estimated round-trip price

Cheapflights Insights

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

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 $459). 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 $218 and $498 in December.
The cheapest round-trip price found within the last 5 days was $190 on Breeze Airways (Dec 18-Dec 25).

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 38 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 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.

Boarding

8.4

Overall

8.2

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Overall

8.2

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Overall

8.2

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Overall

8.2

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Overall

8.2

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Overall

8.2

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Related info for your journey

  • How long is the flight from Connecticut to Kentucky?

    For as low as $348, Breeze Airways can have you in Kentucky from Connecticut in 4h 37m. There are 736 mi between Connecticut and Kentucky. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $59. United Airlines flights start at $135 while deals on Southwest start at $135 one-way.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from 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 $459). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Connecticut to Kentucky

Top 5 airlines flying from Connecticut to Kentucky

AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$93Average$167FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$233Average$380FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$426FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$270Average$436FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$286Average$392FlexibilityNo cancel feeOn-time63%

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