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$140+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BOS
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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Cheap 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 January 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars
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.
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Find 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 January 14, 2026.

This Mytrip deal was found by Cheapflights users on 1/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/293:10 pm
OWB
-
BOS
2 stops20h 39m
Multiple Airlines
Mon 2/25:53 pm
BOS
-
OWB
2 stops18h 17m
Multiple Airlines
Deal found 1/14$319

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 January 14, 2026.
Use the filters below to find and compare flights from Owensboro to Boston that are best for you.

Fly from

Owensboro

Fly to

Boston

Route

Depart

Return

Price

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Thu 1/29

3:10 pm-12:49 pm

2 stops20h 39m

Boston Logan Intl

Mon 2/2

5:53 pm-11:10 am

2 stops18h 17m

$319

OwensboroBoston

OWB - BOS

OWBBOS

Owensboro Daviess County

Sun 2/15

3:10 pm-4:45 pm

2 stops48h 35m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Compare providers for flights from Owensboro to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Owensboro to Boston in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Owensboro-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Owensboro-Boston flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 December is currently the most expensive (average of $275). 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 December is currently the most expensive (average of $275). 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
Cambridge
Medford
Hampton Beach
Watertown
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Chelsea

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