Cheap Flights to Webster County from $102 (2026/2027)

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How Much Does it Cost To Fly To Webster County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 6 - Mon, Nov 9
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$196 Roundtrip, found 5 days ago
$196
Roundtrip
found 5 days ago
Select United flight, departing Fri, Nov 6 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Mon, Nov 9, priced at $196 found 5 days ago
Fri, Nov 6 - Mon, Nov 9
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select United flight, departing Fri, Nov 6 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Mon, Nov 9, priced at $199 found 5 days ago
Thu, Oct 8 - Sun, Oct 11
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$268 Roundtrip, found 4 days ago
$268
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 11, priced at $268 found 4 days ago
Fri, Oct 9 - Sun, Oct 11
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$272 Roundtrip, found 3 days ago
$272
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 11, priced at $272 found 3 days ago
Thu, Oct 8 - Mon, Oct 12
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$288 Roundtrip, found 2 hours ago
$288
Roundtrip
found 2 hours ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Mon, Oct 12, priced at $288 found 2 hours ago
Fri, Oct 9 - Sun, Oct 11
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 11, priced at $292 found 1 day ago
Thu, Oct 8 - Fri, Oct 9
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$309 Roundtrip, found 9 hours ago
$309
Roundtrip
found 9 hours ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Fri, Oct 9, priced at $309 found 9 hours ago
Fri, Oct 9 - Sun, Oct 11
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$316 Roundtrip, found 12 hours ago
$316
Roundtrip
found 12 hours ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 11, priced at $316 found 12 hours ago
Thu, Oct 29 - Sun, Nov 1
PHL
Philadelphia Intl.
EVV
Evansville Regional
$457 Roundtrip, found 6 days ago
$457
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Oct 29 from Philadelphia Intl. to Evansville Regional, returning Sun, Nov 1, priced at $457 found 6 days ago
OriginDestinationTravel DatesFlights From*
PIEEvansvilleNovember 12 to November 15$136
ORDOwensboroNovember 6 to November 9$196
ATLEvansvilleDecember 8 to December 15$279
IADOwensboroOctober 20 to October 24$380
DFWEvansvilleNovember 11 to November 15$417
IADEvansvilleDecember 4 to December 6$465
SEAEvansvilleNovember 21 to November 27$523
CLTEvansvilleOctober 30 to October 31$527
SANEvansvilleOctober 22 to October 24$595
ORDEvansvilleOctober 23 to October 25$602
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEEvansvilleOctober 10 to October 11$239
CLTOwensboroOctober 9 to October 11$272
ORDOwensboroOctober 9 to October 11$373
ATLEvansvilleOctober 9 to October 12$481
DFWEvansvilleOctober 9 to October 12$684
IADOwensboroOctober 9 to October 12$1,926
*Prices include taxes and fees

Best Webster County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Grayville
2.0-star property

Super 8 by Wyndham Grayville

Oct 8 - Oct 11

3 night stay

Atlanta (ATL) to Evansville (EVV)

Delta • Roundtrip • Coach
Price was $653, price is now $625 per person
$625
per person
found 19 hours ago
Howard Johnson by Wyndham Evansville East
2.5-star property

Howard Johnson by Wyndham Evansville East

Oct 8 - Oct 11

3 night stay

Atlanta (ATL) to Evansville (EVV)

Delta • Roundtrip • Coach
Price was $687, price is now $656 per person
$656
per person
found 19 hours ago
Quality Inn Grayville
2.5-star property

Quality Inn Grayville

Oct 8 - Oct 11

3 night stay

Atlanta (ATL) to Evansville (EVV)

Delta • Roundtrip • Coach
Price was $647, price is now $641 per person
$641
per person
found 19 hours ago
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Travelers ❤️ These Webster County 🏨

Private Lake & Dock: Log Cabin, 2 Mi to Clay!

Private Lake & Dock: Log Cabin, 2 Mi to Clay!

Clay KY
Stay at this cabin in Clay. Enjoy a garden, patios, and an in-room coffeemaker.
10/10 Exceptional! (3 reviews)
"Property was just as listed. Steve was exceptional to communicate with. It really couldn’t have been any better. They thought of everything! We’ll go back in the late fall. Loved the privacy. They also recommend The Feed Mill for dinner. Talk about good!!"

Reviewed on Sep 6, 2026

Opens in a new windowPrivate Lake & Dock: Log Cabin, 2 Mi to Clay!
Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

2.5 out of 5
3220 W Parrish Ave Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Western Kentucky Botanical Garden and Owensboro Sportscenter are located nearby.
8.6/10 Excellent! (1,003 reviews)
"Pet friendly, enjoyed our stay"

Reviewed on Oct 6, 2026

Opens in a new windowGreenfield Inn & Suites Owensboro, KY Airport
Wingate by Wyndham Owensboro

Wingate by Wyndham Owensboro

3 out of 5
51 Bon Harbor Hls Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Western Kentucky Botanical Garden and Ben Hawes State Park are located nearby.
7.6/10 Good! (929 reviews)
"Pool was cold"

Reviewed on Oct 5, 2026

Opens in a new windowWingate by Wyndham Owensboro
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Fairfield Inn by Marriott Owensboro

Fairfield Inn by Marriott Owensboro

3 out of 5
800 Salem Dr Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Legion Park and Owensboro Sportscenter are located nearby.
8.8/10 Excellent! (608 reviews)
"Room was very clean and well maintained. Staff was very friendly, and hotel was nice and quiet during sleeping hours (other than some dude knocking on my door looking for Maria and waking me up at 7:00 am on a Sunday morning, which obviously was not the hotel's fault). Breakfast was just OK, but ..."

Reviewed on Oct 5, 2026

Opens in a new windowFairfield Inn by Marriott Owensboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Webster County?
Travelers snapped up a roundtrip flight to Webster County for as little as $136 within the last seven days. If you spot a great bargain, get in quick. Cheap deals don't wait around for long! This price was available on Travelocity for flights to Webster County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Webster County?
Pack your suitcase and take off with any of the 16 airline companies that operate flights to Webster County. Secure a seat with the leading carrier, Southwest Airlines. It has approximately 3,614 flights a month to Providence, Webster County's primary city, so finding the right fare should be a snap.
What is the cheapest month to fly to Webster County?
For the best shot at securing an excellent flight deal, organize your break during November. Based on Travelocity's direct flight demand from January to December last year, it's the most affordable time to fly to Webster County.
How can I check my flight status to Webster County?
Receive updates on your flight to Webster County, make changes to your journey and loads more from our "Trips" customer portal. Found at the top of the Travelocity homepage, it's your one-stop shop for viewing and managing your bookings. All you have to do is sign in or create a new account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get real-time trip updates, along with the ability to view and lock in hotels, flights and rental cars while you're out and about. If you have friends or family flying with you, it's also a great way to share travel details with each other.
How do I find the best deals on flights to Webster County?
You'll always find an amazing deal with Travelocity — our "Flexible dates" function makes it a lot easier. Enter your travel dates, then click on the flexible dates box above your search results to see the prices for surrounding days. $136 was the lowest price for a roundtrip flight to Webster County in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Webster County with Travelocity?
Check out cheap flights to Webster County with Travelocity and begin packing for your next adventure. With 24/7 customer support during all stages of your trip and a Price Match Guarantee, we take the hassle out of finding cheap family flights, places to stay, activities and more. Snap up a top deal today and gear up for an epic adventure.
What are the most popular flight routes to Webster County?
As a leading destination for travelers, it's a cinch to find flights to Webster County. Take a peek at this list of popular routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Evansville Regional Airport (EVV) - 693 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Evansville Regional Airport (EVV) - 580 flights a month.
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Evansville Regional Airport (EVV) - 424 flights a month.

How much is a flight to Webster County on average?
Travelers have booked roundtrip flights to Webster County for between $136 and $1,926 with Travelocity in the last seven days. Whether you're looking to fly economy or first class, we'll help you get an incredible deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Webster County?
To get a feel for the average airborne time of a direct flight to Webster County, take a look at these popular routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Evansville Regional Airport (EVV) - 1 hour and 14 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Evansville Regional Airport (EVV) - 1 hour and 22 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Evansville Regional Airport (EVV) - 1 hour and 51 minutes

What can I expect on a flight to Webster County?
That depends on a couple of factors. Is your flight to Webster County long or short? Will you fly with a full-service airline or a low-cost option? These things will affect your onboard experience. If you're flying long haul, most airlines include drinks, hot meals and entertainment. Budget carriers are a smart option when it comes to cheap flights for family vacations or shorter trips. That said, they often won't have the same inclusions as a full-service carrier.