Cheap Flights to Webster County from $43 (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 - Thu, Dec 10
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 Thu, Dec 10, priced at $88 found 4 days ago
Thu, Oct 8 - Sat, Oct 17
SFB
Orlando Sanford Intl.
EVV
Evansville Regional
$93 Roundtrip, found 13 hours ago
$93
Roundtrip
found 13 hours ago
Select Allegiant Air flight, departing Thu, Oct 8 from Orlando Sanford Intl. to Evansville Regional, returning Sat, Oct 17, priced at $93 found 13 hours ago
Fri, Dec 4 - Mon, Dec 7
PIE
St. Petersburg-Clearwater Intl.
EVV
Evansville Regional
$136 Roundtrip, found 3 days ago
$136
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Fri, Dec 4 from St. Petersburg-Clearwater Intl. to Evansville Regional, returning Mon, Dec 7, priced at $136 found 3 days ago
Fri, Oct 2 - Tue, Oct 6
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Oct 2 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Tue, Oct 6, priced at $178 found 1 day ago
Wed, Sep 2 - Sun, Sep 6
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Wed, Sep 2 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Sep 6, priced at $191 found 1 day ago
Wed, Apr 14 - Wed, Apr 21
PNS
Pensacola Intl.
EVV
Evansville Regional
$389 Roundtrip, found 23 hours ago
$389
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Apr 14 from Pensacola Intl. to Evansville Regional, returning Wed, Apr 21, priced at $389 found 23 hours ago
Wed, Apr 14 - Wed, Apr 21
PNS
Pensacola Intl.
EVV
Evansville Regional
$389 Roundtrip, found 23 hours ago
$389
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Wed, Apr 14 from Pensacola Intl. to Evansville Regional, returning Wed, Apr 21, priced at $389 found 23 hours ago
Tue, Sep 15 - Tue, Sep 22
RSW
Southwest Florida Intl.
EVV
Evansville Regional
$398 Roundtrip, found 4 hours ago
$398
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Sep 15 from Southwest Florida Intl. to Evansville Regional, returning Tue, Sep 22, priced at $398 found 4 hours ago
Sat, Sep 19 - Mon, Sep 28
IAH
George Bush Intercontinental
EVV
Evansville Regional
$402 Roundtrip, found 1 day ago
$402
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 19 from George Bush Intercontinental to Evansville Regional, returning Mon, Sep 28, priced at $402 found 1 day ago
Wed, Nov 4 - Sat, Nov 7
CLT
Charlotte-Douglas Intl.
EVV
Evansville Regional
$437 Roundtrip, found 1 day ago
$437
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 4 from Charlotte-Douglas Intl. to Evansville Regional, returning Sat, Nov 7, priced at $437 found 1 day ago
Thu, Oct 15 - Tue, Oct 20
DFW
Dallas-Fort Worth Intl.
EVV
Evansville Regional
$470 Roundtrip, found 1 day ago
$470
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Oct 15 from Dallas-Fort Worth Intl. to Evansville Regional, returning Tue, Oct 20, priced at $470 found 1 day ago
OriginDestinationTravel DatesFlights From*
PIEEvansvilleOctober 29 to November 5$147
ORDOwensboroOctober 2 to October 6$178
CLTOwensboroSeptember 3 to September 6$191
ATLEvansvilleOctober 8 to October 12$263
IADEvansvilleSeptember 10 to September 13$425
CLTEvansvilleNovember 4 to November 7$437
ORDEvansvilleSeptember 19 to September 20$469
DFWEvansvilleOctober 15 to October 20$470
SEAEvansvilleDecember 1 to December 11$496
DFWOwensboroSeptember 25 to September 27$502
COSEvansvilleOctober 15 to October 18$555
SEAOwensboroOctober 4 to October 7$580
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDOwensboroAugust 22 to August 23$393
*Prices include taxes and fees

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! (1 review)
Shannon
"Thank you for allowing us to stay at your beautiful cabin. It was the perfect place to celebrate our 23rd wedding anniversary and spend some much-needed time together. We truly enjoyed a peaceful and relaxing week away to unwind and recharge. The view is absolutely breathtaking and the pond is wonderful. ..."

Reviewed on Jul 3, 2026

Opens in a new windowPrivate Lake & Dock: Log Cabin, 2 Mi to Clay!
Farmhouse with ultimate privacy and quiet!

Farmhouse with ultimate privacy and quiet!

Clay KY
Stay at this vacation home in Clay. Enjoy free WiFi, a garden, and laundry facilities.
10/10 Exceptional! (18 reviews)
"House was everything we could’ve dreamed of!! We look forward to returning next year or the year after. Paula was wonderful and we appreciate her & her husband for sharing their beautiful property!"

Reviewed on Jul 25, 2026

Opens in a new windowFarmhouse with ultimate privacy and quiet!
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! (1,007 reviews)
"The place is very convenient as it is close to airport and food areas. This is my 2nd time staying in it. Overall cleanliness is solid and maintained well. A few things I didn't like was I noticed was in my room the small single sofa had a very noticeable stained armrest upon arrival. I don't know ..."

Reviewed on Aug 18, 2026

Opens in a new windowGreenfield Inn & Suites Owensboro, KY Airport
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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.
Opens in a new windowWingate by Wyndham 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 20 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 $580 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.