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$258+ 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 13 — Dec 201
Sat 12/13
Sat 12/20
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 13, 2025.

This Mytrip deal was found by Cheapflights users on 11/10. 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.
Mon 11/178:40 amOWB - LGA
1 stop10h 20mMultiple Airlines
Wed 11/1912:59 pmLGA - OWB
1 stop7h 01mMultiple Airlines
Deal found 11/10$258
This Mytrip deal was found by Cheapflights users on 11/10. 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.
Sat 12/131:55 pmOWB - LGA
1 stop4h 47mMultiple Airlines
Wed 12/177:32 amLGA - OWB
2 stops29h 53mMultiple Airlines
Deal found 11/10$301
This Mytrip deal was found by Cheapflights users on 11/10. 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.
Sat 11/153:10 pmOWB - LGA
1 stop6h 32mMultiple Airlines
Wed 11/1912:59 pmLGA - OWB
1 stop7h 01mMultiple Airlines
Deal found 11/10$331
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/231:55 pmOWB - LGA
2 stops32h 19mMultiple Airlines
Sat 12/2711:36 amLGA - OWB
1 stop8h 24mMultiple Airlines
Deal found 11/11$335
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/231:55 pmOWB - EWR
1 stop21h 55mMultiple Airlines
Sat 12/276:55 amEWR - OWB
1 stop13h 05mMultiple Airlines
Deal found 11/11$390
This Mytrip deal was found by Cheapflights users on 11/12. 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.
Wed 11/268:40 amOWB - EWR
1 stop7h 30mMultiple Airlines
Sun 11/3011:05 amEWR - OWB
2 stops26h 20mMultiple Airlines
Deal found 11/12$419
This Mytrip deal was found by Cheapflights users on 11/12. 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.
Wed 11/268:40 amOWB - LGA
1 stop9h 20mMultiple Airlines
Sun 11/308:30 pmLGA - OWB
2 stops23h 30mMultiple Airlines
Deal found 11/12$435
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 11/283:10 pmOWB - JFK
1 stop22h 58mMultiple Airlines
Tue 12/21:00 pmJFK - OWB
2 stops24h 25mMultiple Airlines
Deal found 11/12$540
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/231:55 pmOWB - JFK
2 stops19h 05mMultiple Airlines
Sat 12/2711:00 amJFK - OWB
1 stop9h 00mMultiple Airlines
Deal found 11/11$552

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 13, 2025.

Round-trip from

$301
(Mytrip)
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 13, 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

Sat 12/13

1:55 pm-7:42 pm

1 stop4h 47m

New York LaGuardia

Wed 12/17

7:32 am-12:25 pm

2 stops29h 53m

$301

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Mon 11/17

3:10 pm-10:42 pm

1 stop6h 32m

New York LaGuardia

Wed 11/19

8:45 pm-7:00 pm

2 stops23h 15m

$327

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Tue 12/23

1:55 pm-11:14 pm

2 stops32h 19m

New York LaGuardia

Sat 12/27

11:36 am-7:00 pm

1 stop8h 24m

$335

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Tue 12/23

1:55 pm-12:50 pm

1 stop21h 55m

Newark

Sat 12/27

6:55 am-7:00 pm

1 stop13h 05m

$390

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Wed 11/26

8:40 am-5:10 pm

1 stop7h 30m

Newark

Sun 11/30

11:05 am-12:25 pm

2 stops26h 20m

$419

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Wed 11/26

8:40 am-7:00 pm

1 stop9h 20m

New York LaGuardia

Sun 11/30

8:30 pm-7:00 pm

2 stops23h 30m

$435

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Fri 11/28

3:10 pm-3:08 pm

1 stop22h 58m

New York John F Kennedy Intl

Tue 12/2

1:00 pm-12:25 pm

2 stops24h 25m

$540

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Tue 12/23

1:55 pm-10:00 am

2 stops19h 05m

New York John F Kennedy Intl

Sat 12/27

11:00 am-7:00 pm

1 stop9h 00m

$552

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

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 December is currently the most expensive (average of $328). 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 - New York LaGuardia, Owensboro Daviess County - Newark or Owensboro Daviess County - New York John F Kennedy Intl 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 December is currently the most expensive (average of $328). 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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