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$212+ Cheap flights from Connecticut to Owensboro (OWB)

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OWB
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Connecticut to Owensboro

Best flights from Connecticut to Owensboro
Discover carefully curated flight deals from Connecticut to Owensboro that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Tue 1/137:30 amLGA - OWB
1 stop28h 40mMultiple Airlines
Sat 1/241:55 pmOWB - LGA
1 stop6h 04mMultiple Airlines
Deal found 12/19$212
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Tue 1/1310:00 amJFK - OWB
2 stops26h 10mMultiple Airlines
Sat 1/241:55 pmOWB - JFK
1 stop24h 24mMultiple Airlines
Deal found 12/19$229
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Tue 1/1310:30 pmEWR - OWB
1 stop13h 40mMultiple Airlines
Sat 1/241:55 pmOWB - EWR
2 stops26h 59mMultiple Airlines
Deal found 12/19$281

Find flight deals from Connecticut to Owensboro

Keep the following information in mind while searching for Connecticut to Owensboro flight deals. Data was last updated December 21, 2025.

Round-trip from

$212
(Kiwi.com)
From Connecticut to Owensboro Daviess County
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Owensboro that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from Connecticut to Owensboro that are best for you.

Fly from

Connecticut

Fly to

Owensboro

Route

Depart

Return

Price

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Tue 1/13

7:30 am-11:10 am

1 stop28h 40m

Owensboro Daviess County

Sat 1/24

1:55 pm-8:59 pm

1 stop6h 04m

$212

New YorkOwensboro

JFK - OWB

JFKOWB

New York John F Kennedy Intl

Tue 1/13

10:00 am-11:10 am

2 stops26h 10m

Owensboro Daviess County

Sat 1/24

1:55 pm-3:19 pm

1 stop24h 24m

$229

NewarkOwensboro

EWR - OWB

EWROWB

Newark

Tue 1/13

10:30 pm-11:10 am

1 stop13h 40m

Owensboro Daviess County

Sat 1/24

1:55 pm-5:54 pm

2 stops26h 59m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Best time to book a flight from Connecticut to Owensboro

Have a flexible travel schedule? Discover the best time to fly to Owensboro from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Connecticut to Owensboro?

Currently, June is the cheapest month in which you can book a flight from Connecticut to Owensboro (average of $109). Flying from Connecticut to Owensboro in July is currently the most expensive (average of $338). 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.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Owensboro. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Owensboro from Connecticut?

    Owensboro Daviess County (OWB), located 3.6 mi from the city center, is the airport you fly into when you book flights from Connecticut to Owensboro.

  • What are the most popular routes from Connecticut to Owensboro?

    When deciding which route to take from Connecticut to Owensboro consider Newark - Owensboro Daviess County, New York John F Kennedy Intl - Owensboro Daviess County or New York LaGuardia - Owensboro Daviess County as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut to Owensboro 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 Owensboro?

    Currently, June is the cheapest month in which you can book a flight from Connecticut to Owensboro (average of $109). Flying from Connecticut to Owensboro in July is currently the most expensive (average of $338). 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

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Alternative routes for Connecticut to Owensboro

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