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$250+ Cheap flights from Owensboro (OWB) to Connecticut

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BDL
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find flight deals from Owensboro to Connecticut

Cheapest flights from Owensboro to Connecticut
Explore the most affordable flight options available from Owensboro to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/173:10 pmOWB - LGA
1 stop6h 32mMultiple Airlines
Fri 11/217:30 amLGA - OWB
1 stop5h 55mMultiple Airlines
Deal found 11/2$250
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/173:10 pmOWB - JFK
1 stop17h 53mMultiple Airlines
Fri 11/214:07 pmJFK - OWB
1 stop21h 18mMultiple Airlines
Deal found 11/2$255
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/183:10 pmOWB - JFK
1 stop17h 53mMultiple Airlines
Sat 11/224:07 pmJFK - OWB
1 stop27h 53mMultiple Airlines
Deal found 11/3$256
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/183:10 pmOWB - LGA
1 stop6h 32mMultiple Airlines
Sat 11/224:51 pmLGA - OWB
1 stop27h 09mMultiple Airlines
Deal found 11/3$262
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/178:40 amOWB - EWR
1 stop8h 00mMultiple Airlines
Fri 11/2111:35 amEWR - OWB
1 stop8h 25mMultiple Airlines
Deal found 11/2$273
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/63:10 pmOWB - LGA
1 stop27h 32mMultiple Airlines
Thu 1/155:30 pmLGA - OWB
2 stops19h 55mMultiple Airlines
Deal found 11/3$372
This Mytrip deal was found by Cheapflights users on 11/3. 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 11/183:10 pmOWB - EWR
2 stops21h 40mMultiple Airlines
Sat 11/2211:05 amEWR - OWB
2 stops26h 20mMultiple Airlines
Deal found 11/3$408
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/63:10 pmOWB - EWR
2 stops39h 38mMultiple Airlines
Thu 1/1510:00 pmEWR - OWB
1 stop15h 25mMultiple Airlines
Deal found 11/3$465

Cheap flight deals from Owensboro to Connecticut

Keep the following information in mind while searching for Owensboro to Connecticut flight deals. Data was last updated November 4, 2025.

Round-trip from

$250
(Kiwi.com)
From Owensboro Daviess County to Connecticut
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Owensboro to Connecticut 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 November 4, 2025.
Use the filters below to find and compare flights from Owensboro to Connecticut that are best for you.

Fly from

Owensboro

Fly to

Connecticut

Route

Depart

Return

Price

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Mon 11/17

3:10 pm-10:42 pm

1 stop6h 32m

New York LaGuardia

Fri 11/21

7:30 am-12:25 pm

1 stop5h 55m

$250

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Mon 11/17

3:10 pm-10:03 am

1 stop17h 53m

New York John F Kennedy Intl

Fri 11/21

4:07 pm-12:25 pm

1 stop21h 18m

$255

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Tue 11/18

3:10 pm-10:03 am

1 stop17h 53m

New York John F Kennedy Intl

Sat 11/22

4:07 pm-7:00 pm

1 stop27h 53m

$256

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Tue 11/18

3:10 pm-10:42 pm

1 stop6h 32m

New York LaGuardia

Sat 11/22

4:51 pm-7:00 pm

1 stop27h 09m

$262

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Mon 11/17

8:40 am-5:40 pm

1 stop8h 00m

Newark

Fri 11/21

11:35 am-7:00 pm

1 stop8h 25m

$273

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Sat 12/6

3:10 pm-7:42 pm

1 stop27h 32m

New York LaGuardia

Thu 1/15

5:30 pm-12:25 pm

2 stops19h 55m

$372

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Tue 11/18

3:10 pm-1:50 pm

2 stops21h 40m

Newark

Sat 11/22

11:05 am-12:25 pm

2 stops26h 20m

$408

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Sat 12/6

3:10 pm-7:48 am

2 stops39h 38m

Newark

Thu 1/15

10:00 pm-12:25 pm

1 stop15h 25m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Best time to book a flight from Owensboro to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Owensboro 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 Owensboro to Connecticut

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

Currently, July is the cheapest month in which you can book a flight from Owensboro to Connecticut (average of $104). Flying from Owensboro to Connecticut in November is currently the most expensive (average of $288). 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 Owensboro to Connecticut. 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 from for flights from Owensboro to Connecticut?

    For a flight from Owensboro to Connecticut, you will be flying from Daviess County. Owensboro Daviess County (OWB) is just 3.6 mi from the center of the city.

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

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

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Owensboro to Connecticut (average of $104). Flying from Owensboro to Connecticut in November is currently the most expensive (average of $288). 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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