Cheap Flight Deals to Owensboro

DL.png
DXB
Dubai
OWB
Owensboro
07 Oct 2025 - 15 Oct 2025
from $334 
AA.png
ATL
Atlanta
OWB
Owensboro
07 Oct 2025 - 15 Oct 2025
from $356 
B6.png
DEN
Denver
OWB
Owensboro
07 Oct 2025 - 15 Oct 2025
from $130 
UA.png
MIA
Miami
OWB
Owensboro
07 Oct 2025 - 15 Oct 2025
from $417 
F9.png
ORD
Chicago
OWB
Owensboro
07 Oct 2025 - 15 Oct 2025
from $300 
NK.png
JFK
New York
OWB
Owensboro
07 Oct 2025 - 15 Oct 2025
from $220 

Book flights to Owensboro at the best price

Looking for cheap flights to Owensboro? You’re in the right place! Whether you’re visiting for a weekend in the river city, exploring bluegrass culture, or on business, finding an affordable Owensboro ticket is easier than ever with CompareWings.

Why Visit Owensboro?

Owensboro, Kentucky is a charming riverfront city rich in music, food, and culture. Known as the bluegrass capital of the world, it offers authentic music heritage, award-winning bourbon and barbecue, and scenic parks that make it perfect for both relaxing escapes and adventurous experiences. Explore museums, stroll along the Ohio River, taste local flavors, and feel the small-town warmth with big character.

flights to miami

Our Trusted Partners

When’s a good time to book a flight to Owensboro?

What’s the cheapest day of the week to fly to Owensboro?

If you’re looking for a flight deal for Owensboro, it’s recommended to look for departures on Monday. Sunday tends to have higher prices.

What is the cheapest month to fly to Owensboro?

Historically, December has been the cheapest month for flights to Owensboro. On the other hand, the most expensive months tend to be May.

How to Find Cheap Flights to Owensboro?

Getting a great deal on airfare to Owensboro doesn’t have to be hard. Here are some smart tips to find affordable flights:

  • Be flexible with your travel dates: Mid-week flights (Tuesdays/Wednesdays) often cost less. Avoid holiday weekends or major festival dates if possible.

  • Fly during off-peak seasons: Late fall through winter (excluding holidays), and early spring, tend to have lower demand and better fares.

  • Use flight comparison tools: CompareWings lets you filter by origin city, number of stops, preferred airline, and flight duration to find the best route into OWB (Owensboro-Daviess County Regional).

  • Set fare alerts: Be notified when prices drop or when special deals pop up for Owensboro routes.

Major Airports Near Owensboro

When booking, it helps to know the nearest airports to Owensboro:

  • Owensboro-Daviess County Regional Airport (OWB) – Located just ~3-5 miles from downtown. :contentReference[oaicite:0]{index=0}
  • Evansville Regional Airport (EVV) – About 39 miles north in Indiana; alternative option for more flight routes. :contentReference[oaicite:1]{index=1}
  • Louisville Muhammad Ali International Airport (SDF) – Larger hub option (~119 miles away) for wider domestic/international connectivity. :contentReference[oaicite:2]{index=2}
  • Nashville International Airport (BNA) – Further away, but can offer more carrier/route options. :contentReference[oaicite:3]{index=3}

Popular Flight Routes from Owensboro (OWB)

Best Place to Stay in Owensboro

Owensboro offers cozy neighborhoods and comfortable lodging choices—whether you prefer staying downtown for walkability, near the river for views, or in quieter suburbs. Here are some good areas:

  • Downtown Owensboro: Ideal for first-time visitors. Close to the Bluegrass Music Hall of Fame & Museum, riverfront, local dining, shops, and nightlife. :contentReference[oaicite:4]{index=4}
  • Near Western Kentucky Botanical Garden: Great for nature lovers and calm evenings. :contentReference[oaicite:5]{index=5}
  • Suburban areas / near Owensboro Sportscenter: Better rates, more space; good if you have a car. :contentReference[oaicite:6]{index=6}
  • Along the Ohio Riverfront: Scenic and serene; nice views especially at sunrise/sunset or for walking. :contentReference[oaicite:7]{index=7}

Airlines Offering the Best Owensboro Flight Deals

Some airlines regularly fly into or near Owensboro, or partner via OWB and nearby hubs. These are good ones to watch for when searching deals:

Best Places to Visit in Owensboro

Planning your stay? These are must-see attractions in and around Owensboro:

  • Bluegrass Music Hall of Fame & Museum: The world’s only museum dedicated to preserving the international history of bluegrass music. :contentReference[oaicite:8]{index=8}
  • Western Kentucky Botanical Garden: Beautiful themed gardens, ponds, sculptures, and relaxing pathways. :contentReference[oaicite:9]{index=9}
  • Green River Distilling Company: Dive into bourbon heritage with local distilling tours. :contentReference[oaicite:10]{index=10}
  • Smothers Park & the Ohio Riverfront: Scenic views, public parks, and local events by the river. :contentReference[oaicite:11]{index=11}
  • Ben Hawes Golf Course & Park: Large green space, hiking, golfing, and family-friendly outdoor time. :contentReference[oaicite:12]{index=12}
  • Owensboro Sportscenter: For sports, concerts, and large events. :contentReference[oaicite:13]{index=13}

Why Book with CompareWings?

  • Real-time fare comparison
  • User-friendly interface
  • No hidden fees
  • Flight alerts for your preferred dates
  • Exclusive offers from top airlines

If you’re ready to explore the charm of Owensboro without breaking the bank, start your journey now. With a little planning and the right tools, finding cheap flights to Owensboro is totally doable.

Compare, book, and save on flights to Owensboro today — only at CompareWings!

Frequently Asked Questions

The closest airport to downtown Owensboro is Owensboro-Daviess County Regional Airport (OWB), just about 3-5 miles away.


Spring and fall offer the most pleasant weather, fewer crowds, and vibrant festival schedules like ROMP and music-events.


For domestic U.S. flights, aim for 1-3 months ahead. If flying via hubs or international legs, 2-6 months is safer.


Evansville (IN), Louisville (KY), and Nashville (TN) are good options if OWB doesn’t serve your preferred routes.

Related Popular Destination

Save money when you book flights with Comparewings

🧳 Big names and deals

Search 100s of travel sites to compare prices.

⚙️ Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

🔒 Trusted and free

We're completely free to use – no hidden charges or fees.

🔔 Price Alerts

Not ready to book? Create a price alert to track prices.