Cheap Flights to Webster County from $51

View $51 flight on Fri, Feb 20, 2026Opens in a new window

Popular airlines to Webster County

  • American Airlines

    American Airlines

  • Delta

    Delta

  • KLM

    KLM

  • Breeze Airways

    Breeze Airways

  • Virgin Atlantic

    Virgin Atlantic

  • Contour Airlines

    Contour Airlines

  • Japan Airlines

    Japan Airlines

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How much is the cheapest flight to Webster County?

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Wed, Apr 15 - Fri, Apr 17
ORD
Chicago
OWB
Owensboro
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Wed, Apr 15 from Chicago to Owensboro, returning Fri, Apr 17, priced at $119 found 1 hour ago
Contour Airlines
Thu, Feb 26 - Wed, Mar 4
CLT
Charlotte
OWB
Owensboro
$139 Roundtrip, just found
$139
Roundtrip
just found
Select Contour Airlines flight, departing Thu, Feb 26 from Charlotte to Owensboro, returning Wed, Mar 4, priced at $139 just found
Contour Airlines
Thu, May 14 - Wed, May 27
ORD
Chicago
OWB
Owensboro
$139 Roundtrip, found 7 hours ago
$139
Roundtrip
found 7 hours ago
Select Contour Airlines flight, departing Thu, May 14 from Chicago to Owensboro, returning Wed, May 27, priced at $139 found 7 hours ago
Contour Airlines
Fri, May 22 - Mon, May 25
ORD
Chicago
OWB
Owensboro
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, May 22 from Chicago to Owensboro, returning Mon, May 25, priced at $149 found 2 days ago
Contour Airlines
Mon, Feb 16 - Thu, Mar 5
ORD
Chicago
OWB
Owensboro
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Mon, Feb 16 from Chicago to Owensboro, returning Thu, Mar 5, priced at $158 found 5 days ago
Contour Airlines
Sun, Apr 12 - Tue, Apr 14
ORD
Chicago
OWB
Owensboro
$169 Roundtrip, found 1 hour ago
$169
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Sun, Apr 12 from Chicago to Owensboro, returning Tue, Apr 14, priced at $169 found 1 hour ago
Contour Airlines
Mon, Apr 13 - Thu, Apr 16
ORD
Chicago
OWB
Owensboro
$174 Roundtrip, found 1 hour ago
$174
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Mon, Apr 13 from Chicago to Owensboro, returning Thu, Apr 16, priced at $174 found 1 hour ago
Delta
Tue, Feb 17 - Tue, Mar 3
CMH
Columbus
EVV
Evansville
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 17 from Columbus to Evansville, returning Tue, Mar 3, priced at $251 found 1 day ago
American Airlines
Tue, Feb 3 - Wed, Feb 4
RDU
Raleigh
EVV
Evansville
$297 Roundtrip, found 6 hours ago
$297
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Feb 3 from Raleigh to Evansville, returning Wed, Feb 4, priced at $297 found 6 hours ago
United
Thu, Jan 15 - Sun, Jan 18
BOS
Boston
OWB
Owensboro
$367 Roundtrip, found 8 hours ago
$367
Roundtrip
found 8 hours ago
Select United flight, departing Thu, Jan 15 from Boston to Owensboro, returning Sun, Jan 18, priced at $367 found 8 hours ago

Airports in Webster County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Evansville Regional EVV. Cheapest option available. Flights from $329
EVV
Evansville Regional
Cheapest
Flights from $329

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Webster County Flights Information

Airlines serving
Contour Airlines, Delta, American Airlines, United, Breeze Airways
Roundtrip price
from $102

Frequently asked questions

How do I find cheap flights to Webster County that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to help you locate the most flexible fares around town. Just tick the "No change fee" box right underneath the "Flexible change policies" filter to find the best flights to Webster County.
Which airlines fly to Webster County?
When you're ready to book your ticket to or near Webster County, these top carriers are waiting to welcome you aboard:

  • American Airlines - 182 flights to or near Webster County each month, including 182 flights to Evansville Regional Airport (EVV) per month.
  • Delta Air Lines - 78 flights to or near Webster County each month, including 78 flights to Evansville Regional Airport (EVV) per month.
  • Allegiant Air - 17 flights to or near Webster County each month, including 17 flights to Evansville Regional Airport (EVV) per month.

How can I find cheap tickets to Webster County?
For an unbeatable deal to Webster County, book in advance. Also make use of Expedia's "flexible dates" link at the top of your search results. This will display prices for the days around your travel dates. In the last seven days, $102 was the lowest price for a flight to Webster County.
How much is a flight to Webster County?
There were a lot of cheap fares up for grabs in the last seven days, with the cost of a return air ticket to Webster County varying between $102 and $427. Many lucky travelers nabbed one-way seats from Chicago (ORD) for as little as $51.
What are the most popular airports to fly into in Webster County?
Start organizing your Webster County getaway by booking one of the 277 flights a month to Evansville Regional Airport (EVV). This is the region's principal gateway.
When is the cheapest time to fly to Webster County?
If you can be flexible with what date you jet off to Webster County, try to fly out early on in the week. The cheapest day to take off is usually Tuesday, followed closely by Monday. Saturday is typically the costliest day, with a lot of people opting to take off on the weekend.
How much is a plane ticket to Webster County?
Airfares to Webster County ranged from $102 to $427 in the last seven days. Normally, the earlier you book the better the deal.
What months are the cheapest to book a flight to Webster County?
February is the cheapest month to book a seat for your Webster County adventure. Fares are at their most expensive during the festive month of December, so keep clear of this time if you can.
How long is a flight to Webster County?
It could be a couple of hours or longer — it depends on which part of the country you're setting off from. The average flight times for these top domestic routes to Webster County will give you some idea of what to expect:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Evansville Regional Airport (EVV) - 1 hour and 48 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Evansville Regional Airport (EVV) - 1 hour and 57 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Evansville Regional Airport (EVV) - 1 hour and 24 minutes

Trending flights to Webster County

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Jan 30 - Fri, Feb 6
MCO
Orlando
EVV
Evansville
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Jan 30 from Orlando to Evansville, returning Fri, Feb 6, priced at $102 found 3 hours ago
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