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$294+ Cheap flights from Owensboro to Boston (OWB - BOS)

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BOS
Aug 25 — Sep 11
Tue 8/25
Tue 9/1
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 July 26, 2026.

This Priceline deal was found by Cheapflights users on 7/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:00 am
OWB
-
BOS
2 stops10h 49m
Multiple Airlines
Sat 9/266:55 am
BOS
-
OWB
1 stop7h 05m
Multiple Airlines
Deal found 7/21$435
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:15 pm
OWB
-
BOS
1 stop5h 44m
United Airlines
Sun 10/259:30 am
BOS
-
OWB
1 stop5h 10m
United Airlines
Deal found 7/22$439
This Priceline deal was found by Cheapflights users on 7/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:00 am
OWB
-
BOS
1 stop7h 31m
Multiple Airlines
Wed 8/128:15 am
BOS
-
OWB
1 stop5h 45m
Multiple Airlines
Deal found 7/23$470
This United Airlines deal was found by Cheapflights users on 7/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:15 pm
OWB
-
BOS
1 stop16h 17m
United Airlines
Wed 10/289:30 am
BOS
-
OWB
1 stop5h 10m
United Airlines
Deal found 7/21$487
This United Airlines deal was found by Cheapflights users on 7/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:15 pm
OWB
-
BOS
1 stop24h 52m
United Airlines
Mon 10/193:48 pm
BOS
-
OWB
2 stops8h 27m
United Airlines
Deal found 7/23$581

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 July 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$435
(Priceline)

One-way from

$294
(United Airlines)
Provider with most accurate pricing for Owensboro Daviess County-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Owensboro Daviess County-Boston Logan Intl flights.
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From Owensboro Daviess County to Boston Logan Intl
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One-way flight 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 July 26, 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

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Wed 9/23

9:00 am-8:49 pm

2 stops10h 49m

Boston Logan Intl

Sat 9/26

6:55 am-1:00 pm

1 stop7h 05m

$435
Quickest round-trip

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sat 8/8

9:00 am-5:31 pm

1 stop7h 31m

Boston Logan Intl

Wed 8/12

8:15 am-1:00 pm

1 stop5h 45m

$470

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Fri 10/23

5:15 pm-10:32 am

1 stop16h 17m

Boston Logan Intl

Wed 10/28

9:30 am-1:40 pm

1 stop5h 10m

$487

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Fri 10/16

5:15 pm-7:07 pm

1 stop24h 52m

Boston Logan Intl

Mon 10/19

3:48 pm-11:15 pm

2 stops8h 27m

$581

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Thu 10/22

8:45 am-4:46 pm

2 stops7h 01m

Boston Logan Intl

Sun 10/25

6:00 am-10:55 pm

3 stops17h 55m

$613
Cheapest one-way
Quickest one-way

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sun 12/6

8:45 am-10:31 am

1 stop24h 46m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

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.

  • How long is the flight from Owensboro to Boston?

    United Airlines can get you from Owensboro to Boston in just under 16h 17m. Your travel time can differ by up to . Owensboro and Boston are separated by a distance of 910 mi.

  • 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.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

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