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$403+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — BOS
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$403
(Mytrip)
From Owensboro Daviess County to Boston Logan Intl
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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 29, 2025.

This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/127:15 amOWB - BOS
2 stops11h 15mMultiple Airlines
Sat 8/166:10 amBOS - OWB
3 stops30h 30mMultiple Airlines
Deal found 7/28$403

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 29, 2025.
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

Tue 8/12

7:15 am-7:30 pm

2 stops11h 15m

Boston Logan Intl

Sat 8/16

6:10 am-11:40 am

3 stops30h 30m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, January is the cheapest month in which you can book a flight from Owensboro to Boston (average of $218). Flying from Owensboro to Boston in July is currently the most expensive (average of $311). 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, January is the cheapest month in which you can book a flight from Owensboro to Boston (average of $218). Flying from Owensboro to Boston in July is currently the most expensive (average of $311). 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
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Medford
Watertown
Warwick
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
York Beach
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Lincoln
Quincy

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