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$238+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BOS
Apr 10 — Apr 171
Fri 4/10
Fri 4/17
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 March 11, 2026.

This KAYAK deal was found by Cheapflights users on 3/8. 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 3/8$340
This KAYAK deal was found by Cheapflights users on 3/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:00 am
OWB
-
BOS
1 stop23h 13m
Multiple Airlines
Sat 4/257:35 pm
BOS
-
OWB
1 stop18h 20m
Multiple Airlines
Deal found 3/10$360
This KAYAK deal was found by Cheapflights users on 3/6. 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 5/67:35 pm
BOS
-
OWB
1 stop18h 20m
Multiple Airlines
Deal found 3/6$398
This KAYAK deal was found by Cheapflights users on 3/8. 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
Mon 5/46:52 am
BOS
-
OWB
1 stop7h 03m
Multiple Airlines
Deal found 3/8$404
This KAYAK deal was found by Cheapflights users on 3/6. 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.
Fri 4/179:00 am
OWB
-
BOS
1 stop23h 13m
Multiple Airlines
Mon 4/207:35 pm
BOS
-
OWB
1 stop18h 20m
Multiple Airlines
Deal found 3/6$464

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 March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$340
(KAYAK)

One-way from

$238
(Kiwi.com)
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 March 11, 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

Sat 5/2

2:35 pm-9:15 am

1 stop17h 40m

Boston Logan Intl

Mon 5/4

6:52 am-12:55 pm

1 stop7h 03m

$348

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

$348

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Wed 4/22

9:00 am-9:13 am

1 stop23h 13m

Boston Logan Intl

Sat 4/25

7:35 pm-12:55 pm

1 stop18h 20m

$360

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Fri 4/17

9:00 am-9:13 am

1 stop23h 13m

Boston Logan Intl

Mon 4/20

7:35 pm-12:55 pm

1 stop18h 20m

$464
Cheapest one-way

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sat 4/4

2:35 pm-11:45 am

3 stops44h 10m

$238
Quickest one-way

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sun 5/17

9:00 am-9:15 am

1 stop23h 15m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

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.

Cheapflights Insights

Everything you need to know about your flight from Owensboro to Boston

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

Currently, July is the cheapest month in which you can book a flight from Owensboro to Boston (average of $160). Flying from Owensboro to Boston in January is currently the most expensive (average of $304). 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 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.

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

    Currently, July is the cheapest month in which you can book a flight from Owensboro to Boston (average of $160). Flying from Owensboro to Boston in January is currently the most expensive (average of $304). 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

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
Seekonk
Brockton
Seabrook
Cranston
Chelsea
Smithfield
Lincoln
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy

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