Cheap Flights to Webster County from $39 (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.

Thu, Dec 3 - Sun, Dec 6
SFB
Orlando Sanford Intl.
EVV
Evansville Regional
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Orlando Sanford Intl. to Evansville Regional, returning Sun, Dec 6, priced at $88 found 4 days ago
Wed, Dec 2 - Sat, Dec 12
MCO
Orlando Intl.
EVV
Evansville Regional
$102 Roundtrip, found 5 days ago
$102
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Dec 2 from Orlando Intl. to Evansville Regional, returning Sat, Dec 12, priced at $102 found 5 days ago
Mon, Jan 11 - Fri, Jan 15
PIE
St. Petersburg-Clearwater Intl.
EVV
Evansville Regional
$134 Roundtrip, found 6 days ago
$134
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Mon, Jan 11 from St. Petersburg-Clearwater Intl. to Evansville Regional, returning Fri, Jan 15, priced at $134 found 6 days ago
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
Thu, Oct 8 - Mon, Oct 12
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$228 Roundtrip, found 6 days ago
$228
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Mon, Oct 12, priced at $228 found 6 days ago
Tue, Nov 17 - Sat, Nov 21
BWI
Baltimore Washington Intl. Thurgood Marshall
EVV
Evansville Regional
$421 Roundtrip, found 20 hours ago
$421
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Nov 17 from Baltimore Washington Intl. Thurgood Marshall to Evansville Regional, returning Sat, Nov 21, priced at $421 found 20 hours ago
Wed, Oct 7 - Sat, Oct 10
JAX
Jacksonville Intl.
EVV
Evansville Regional
$501 Roundtrip, found 1 day ago
$501
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Oct 7 from Jacksonville Intl. to Evansville Regional, returning Sat, Oct 10, priced at $501 found 1 day ago
Wed, Nov 11 - Sun, Nov 15
DFW
Dallas-Fort Worth Intl.
EVV
Evansville Regional
$523 Roundtrip, found 6 days ago
$523
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 11 from Dallas-Fort Worth Intl. to Evansville Regional, returning Sun, Nov 15, priced at $523 found 6 days ago
Sat, Nov 7 - Mon, Nov 9
CLT
Charlotte-Douglas Intl.
EVV
Evansville Regional
$527 Roundtrip, found 16 hours ago
$527
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Sat, Nov 7 from Charlotte-Douglas Intl. to Evansville Regional, returning Mon, Nov 9, priced at $527 found 16 hours ago
OriginDestinationTravel DatesFlights From*
PIEEvansvilleJanuary 11 to January 15$134
ORDOwensboroNovember 6 to November 9$196
ATLEvansvilleDecember 8 to December 15$279
IADOwensboroOctober 20 to October 24$380
DFWEvansvilleNovember 11 to November 15$454
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
DFWEvansvilleOctober 9 to October 12$675
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 7 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 7 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 7 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.
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.
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 $88 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 17 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 December. 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. $88 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 $88 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.