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$144+ Cheap flights from Connecticut to Owensboro (OWB)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OWB
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Connecticut to Owensboro

Keep the following information in mind while searching for Connecticut to Owensboro flight deals. Data was last updated August 20, 2025.

Round-trip from

$306
(Kiwi.com)

One-way from

$144
(Kiwi.com)
From Connecticut to Owensboro Daviess County
Search Deals
One-way flight from Connecticut to Owensboro Daviess County
Search Deals

Find flight deals from Connecticut to Owensboro

Cheapest flights from Connecticut to Owensboro
Explore the most affordable flight options available from Connecticut to Owensboro. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Tue 9/303:13 pmLGA - OWB
1 stop21h 27mMultiple Airlines
Sun 10/52:00 pmOWB - LGA
1 stop23h 08mMultiple Airlines
Deal found 8/18$306
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Fri 9/123:13 pmLGA - OWB
1 stop21h 27mMultiple Airlines
Tue 9/162:00 pmOWB - LGA
1 stop23h 18mMultiple Airlines
Deal found 8/20$315
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/210:59 amLGA - OWB
2 stops25h 41mMultiple Airlines
Fri 9/52:00 pmOWB - LGA
1 stop23h 17mMultiple Airlines
Deal found 8/20$320
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Tue 9/303:13 pmLGA - OWB
1 stop21h 27mMultiple Airlines
Fri 10/37:30 amOWB - LGA
1 stop5h 48mMultiple Airlines
Deal found 8/18$321
This Mytrip deal was found by Cheapflights users on 8/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/22:00 pmEWR - OWB
2 stops22h 40mMultiple Airlines
Fri 9/57:30 amOWB - EWR
2 stops24h 30mMultiple Airlines
Deal found 8/20$344
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Tue 9/303:13 pmLGA - OWB
1 stop21h 27mMultiple Airlines
Sat 10/42:00 pmOWB - LGA
1 stop23h 08mMultiple Airlines
Deal found 8/18$361
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Wed 10/17:59 pmLGA - OWB
2 stops23h 01mMultiple Airlines
Sun 10/57:30 amOWB - LGA
1 stop5h 38mMultiple Airlines
Deal found 8/18$393
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/23:13 pmLGA - OWB
1 stop21h 27mMultiple Airlines
Sun 10/57:30 amOWB - LGA
1 stop5h 38mMultiple Airlines
Deal found 8/18$397
This Orbitz deal was found by Cheapflights users on 8/20. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:36 pmJFK - OWB
2 stops18h 04mMultiple Airlines
Fri 9/57:30 amOWB - JFK
2 stops14h 29mMultiple Airlines
Deal found 8/20$975

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 August 20, 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 9/30

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Sun 10/5

2:00 pm-2:08 pm

1 stop23h 08m

$306

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Wed 10/1

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Sun 10/5

2:00 pm-2:08 pm

1 stop23h 08m

$306

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Fri 9/12

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Tue 9/16

2:00 pm-2:18 pm

1 stop23h 18m

$315

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Tue 9/2

10:59 am-11:40 am

2 stops25h 41m

Owensboro Daviess County

Fri 9/5

2:00 pm-2:17 pm

1 stop23h 17m

$320

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Wed 10/1

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Fri 10/3

7:30 am-2:18 pm

1 stop5h 48m

$321

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Tue 9/30

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Fri 10/3

7:30 am-2:18 pm

1 stop5h 48m

$321

NewarkOwensboro

EWR - OWB

EWROWB

Newark

Tue 9/2

2:00 pm-11:40 am

2 stops22h 40m

Owensboro Daviess County

Fri 9/5

7:30 am-9:00 am

2 stops24h 30m

$344

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Tue 9/30

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Sat 10/4

2:00 pm-2:08 pm

1 stop23h 08m

$361

New YorkOwensboro

LGA - OWB

LGAOWB

New York LaGuardia

Thu 10/2

3:13 pm-11:40 am

1 stop21h 27m

Owensboro Daviess County

Sun 10/5

7:30 am-2:08 pm

1 stop5h 38m

$397

New YorkOwensboro

JFK - OWB

JFKOWB

New York John F Kennedy Intl

Tue 9/2

6:36 pm-11:40 am

2 stops18h 04m

Owensboro Daviess County

Fri 9/5

7:30 am-10:59 pm

2 stops14h 29m

$975

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 13 results
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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
No data available for this route at this time. Please check back soon.

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 Hartford Bradley Intl - Owensboro Daviess County, Newark - Owensboro Daviess County or New York John F Kennedy Intl - 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.

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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