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$474+ Cheap flights from Owensboro to Boston (OWB - BOS)

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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BOS
May 28 — Jun 41
Thu 5/28
Thu 6/4
1 adult, Economy
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Cheap flight deals from Owensboro to Boston

Cheapest flights from Owensboro to Boston
Explore the most affordable flight options available from Owensboro to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.

This KAYAK deal was found by Cheapflights users on 4/25. 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 6/49:00 am
OWB
-
BOS
1 stop26h 20m
Multiple Airlines
Sun 6/76:00 am
BOS
-
OWB
1 stop7h 55m
Multiple Airlines
Deal found 4/25$474
This KAYAK deal was found by Cheapflights users on 4/28. 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 6/19:00 am
OWB
-
BOS
1 stop13h 59m
Multiple Airlines
Wed 6/36:00 am
BOS
-
OWB
1 stop7h 55m
Multiple Airlines
Deal found 4/28$534
This KAYAK deal was found by Cheapflights users on 4/25. 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 5/22:35 pm
OWB
-
BOS
1 stop17h 40m
Multiple Airlines
Tue 5/57:35 pm
BOS
-
OWB
1 stop18h 20m
Multiple Airlines
Deal found 4/25$604
This KAYAK deal was found by Cheapflights users on 4/25. 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 5/22:35 pm
OWB
-
BOS
1 stop17h 40m
Multiple Airlines
Wed 5/66:47 pm
BOS
-
OWB
1 stop19h 08m
Multiple Airlines
Deal found 4/25$624
This KAYAK deal was found by Cheapflights users on 4/28. 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 5/22:35 pm
OWB
-
BOS
1 stop21h 40m
Multiple Airlines
Mon 5/47:35 pm
BOS
-
OWB
1 stop18h 20m
Multiple Airlines
Deal found 4/28$634

Find flight deals from Owensboro to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Owensboro (OWB) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$474
(KAYAK)
Provider with most accurate pricing for Owensboro Daviess County-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Owensboro Daviess County-Boston Logan Intl flights.
Search Deals
From Owensboro Daviess County to Boston Logan Intl
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Owensboro to Boston 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 28, 2026.
Use the filters below to find and compare flights from Owensboro to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Thu 6/4

9:00 am-12:20 pm

1 stop26h 20m

Boston Logan Intl

Sun 6/7

6:00 am-12:55 pm

1 stop7h 55m

$474

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sat 5/2

2:35 pm-9:15 am

1 stop17h 40m

Boston Logan Intl

Tue 5/5

7:35 pm-12:55 pm

1 stop18h 20m

$604

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sat 5/2

2:35 pm-9:15 am

1 stop17h 40m

Boston Logan Intl

Mon 5/4

7:35 pm-12:55 pm

1 stop18h 20m

$604

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sat 5/2

2:35 pm-9:15 am

1 stop17h 40m

Boston Logan Intl

Wed 5/6

6:47 pm-12:55 pm

1 stop19h 08m

$624

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Owensboro-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Owensboro-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Owensboro-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Owensboro-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Owensboro-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Owensboro to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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.

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Owensboro to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
Seabrook
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Waltham
Lowell
Braintree

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