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$269+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BDL
May 17 — May 241
Sun 5/17
Sun 5/24
1 adult, Economy
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Cheap 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 April 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/299:00 am
OWB
-
LGA
1 stop7h 20m
Multiple Airlines
Sun 5/34:59 pm
LGA
-
OWB
2 stops20h 56m
Multiple Airlines
Deal found 4/14$269
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/12:15 pm
OWB
-
LGA
1 stop17h 45m
Multiple Airlines
Tue 5/57:59 pm
LGA
-
OWB
1 stop23h 51m
Multiple Airlines
Deal found 4/16$292
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/292:15 pm
OWB
-
EWR
1 stop20h 56m
Multiple Airlines
Sun 5/36:00 am
EWR
-
OWB
2 stops13h 50m
Multiple Airlines
Deal found 4/14$319
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/302:15 pm
OWB
-
EWR
1 stop20h 56m
Multiple Airlines
Mon 5/412:31 pm
EWR
-
OWB
2 stops25h 24m
Multiple Airlines
Deal found 4/15$333
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/19:00 am
OWB
-
EWR
1 stop5h 54m
Multiple Airlines
Tue 5/52:57 pm
EWR
-
OWB
2 stops28h 53m
Multiple Airlines
Deal found 4/16$351
This Kiwi.com deal was found by Cheapflights users on 4/12. 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.
Thu 4/232:15 pm
OWB
-
LGA
1 stop17h 45m
Multiple Airlines
Fri 4/243:29 pm
LGA
-
OWB
2 stops22h 26m
Multiple Airlines
Deal found 4/12$398
This KAYAK deal was found by Cheapflights users on 4/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:00 am
OWB
-
JFK
1 stop23h 33m
Multiple Airlines
Wed 6/108:59 pm
JFK
-
OWB
1 stop16h 56m
Multiple Airlines
Deal found 4/14$544
This KAYAK deal was found by Cheapflights users on 4/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/189:00 am
OWB
-
JFK
1 stop23h 20m
Multiple Airlines
Mon 6/227:30 pm
JFK
-
OWB
1 stop18h 25m
Multiple Airlines
Deal found 4/15$597
This KAYAK deal was found by Cheapflights users on 4/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:00 am
OWB
-
JFK
1 stop23h 20m
Multiple Airlines
Sun 6/217:30 pm
JFK
-
OWB
1 stop18h 25m
Multiple Airlines
Deal found 4/15$624
This KAYAK deal was found by Cheapflights users on 4/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/179:00 am
OWB
-
JFK
1 stop12h 13m
Multiple Airlines
Sun 6/217:30 pm
JFK
-
OWB
1 stop18h 25m
Multiple Airlines
Deal found 4/15$695
This KAYAK deal was found by Cheapflights users on 4/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/189:00 am
OWB
-
JFK
1 stop26h 00m
Multiple Airlines
Fri 5/2212:45 pm
JFK
-
OWB
1 stop25h 10m
Multiple Airlines
Deal found 4/13$743
This Expedia deal was found by Cheapflights users on 4/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:00 am
OWB
-
JFK
2 stops21h 20m
Multiple Airlines
Sun 5/36:00 am
JFK
-
OWB
1 stop7h 55m
Multiple Airlines
Deal found 4/14$806

Find flight deals from Owensboro to Connecticut

Keep the following information in mind while searching for Owensboro to Connecticut flight deals. Data was last updated April 17, 2026.

Round-trip from

$269
(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 April 17, 2026.
Use the filters below to find and compare flights from Owensboro to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Wed 4/29

9:00 am-5:20 pm

1 stop7h 20m

New York LaGuardia

Sun 5/3

4:59 pm-12:55 pm

2 stops20h 56m

$269

OwensboroNew York

OWB - LGA

OWBLGA

Owensboro Daviess County

Fri 5/1

2:15 pm-9:00 am

1 stop17h 45m

New York LaGuardia

Tue 5/5

7:59 pm-6:50 pm

1 stop23h 51m

$292

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Wed 4/29

2:15 pm-12:11 pm

1 stop20h 56m

Newark

Sun 5/3

6:00 am-6:50 pm

2 stops13h 50m

$319

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Thu 4/30

2:15 pm-12:11 pm

1 stop20h 56m

Newark

Mon 5/4

12:31 pm-12:55 pm

2 stops25h 24m

$333

OwensboroNewark

OWB - EWR

OWBEWR

Owensboro Daviess County

Fri 5/1

9:00 am-3:54 pm

1 stop5h 54m

Newark

Tue 5/5

2:57 pm-6:50 pm

2 stops28h 53m

$351

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Sat 6/6

9:00 am-9:33 am

1 stop23h 33m

New York John F Kennedy Intl

Wed 6/10

8:25 am-12:55 pm

1 stop5h 30m

$544

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Thu 6/18

9:00 am-9:20 am

1 stop23h 20m

New York John F Kennedy Intl

Mon 6/22

7:30 pm-12:55 pm

1 stop18h 25m

$597

OwensboroNew York

OWB - JFK

OWBJFK

Owensboro Daviess County

Mon 6/15

9:00 am-9:20 am

1 stop23h 20m

New York John F Kennedy Intl

Sun 6/21

7:30 pm-12:55 pm

1 stop18h 25m

$624

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Sorted by cheapest first

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
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 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 John F Kennedy 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.

See more FAQs

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