Cheap Flights to Webster County from $60

View $60 flight on Fri, Jan 23, 2026Opens in a new window

Popular airlines to Webster County

  • Delta

    Delta

  • American Airlines

    American Airlines

  • KLM

    KLM

  • Virgin Atlantic

    Virgin Atlantic

  • Contour Airlines

    Contour Airlines

  • Breeze Airways

    Breeze Airways

  • Japan Airlines

    Japan Airlines

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

How much is the cheapest flight to Webster County?

Prices were available within the past 7 days and start at $60 for one-way flights and $113 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
OWB
Owensboro
$119 Roundtrip, found 2 hours ago
$119
Roundtrip
found 2 hours ago
Select Contour Airlines flight, departing Fri, Feb 20 from Chicago to Owensboro, returning Sun, Feb 22, priced at $119 found 2 hours ago
Contour Airlines
Fri, Mar 6 - Sun, Mar 15
CLT
Charlotte
OWB
Owensboro
$139 Roundtrip, found 15 hours ago
$139
Roundtrip
found 15 hours ago
Select Contour Airlines flight, departing Fri, Mar 6 from Charlotte to Owensboro, returning Sun, Mar 15, priced at $139 found 15 hours ago
Contour Airlines
Mon, Apr 27 - Mon, May 11
ORD
Chicago
OWB
Owensboro
$139 Roundtrip, found 7 hours ago
$139
Roundtrip
found 7 hours ago
Select Contour Airlines flight, departing Mon, Apr 27 from Chicago to Owensboro, returning Mon, May 11, priced at $139 found 7 hours ago
Contour Airlines
Tue, Jan 20 - Tue, Jan 27
ORD
Chicago
OWB
Owensboro
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Tue, Jan 20 from Chicago to Owensboro, returning Tue, Jan 27, priced at $144 found 1 day ago
Contour Airlines
Sun, Apr 26 - Mon, May 11
ORD
Chicago
OWB
Owensboro
$149 Roundtrip, found 7 hours ago
$149
Roundtrip
found 7 hours ago
Select Contour Airlines flight, departing Sun, Apr 26 from Chicago to Owensboro, returning Mon, May 11, priced at $149 found 7 hours ago
Contour Airlines
Mon, Mar 30 - Tue, Apr 14
ORD
Chicago
OWB
Owensboro
$159 Roundtrip, found 7 hours ago
$159
Roundtrip
found 7 hours ago
Select Contour Airlines flight, departing Mon, Mar 30 from Chicago to Owensboro, returning Tue, Apr 14, priced at $159 found 7 hours ago
American Airlines
Fri, Feb 6 - Mon, Feb 9
TPA
Tampa
EVV
Evansville
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 6 from Tampa to Evansville, returning Mon, Feb 9, priced at $231 found 1 day ago
Delta
Fri, Feb 13 - Mon, Feb 16
TPA
Tampa
EVV
Evansville
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Feb 13 from Tampa to Evansville, returning Mon, Feb 16, priced at $231 found 1 day ago
United
Tue, Apr 14 - Tue, Apr 21
MSP
Minneapolis
OWB
Owensboro
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select United flight, departing Tue, Apr 14 from Minneapolis to Owensboro, returning Tue, Apr 21, priced at $270 found 1 day ago
Alaska Airlines
Mon, Mar 16 - Mon, Mar 23
RDM
Redmond
OWB
Owensboro
$557 Roundtrip, found 20 hours ago
$557
Roundtrip
found 20 hours ago
Select Alaska Airlines flight, departing Mon, Mar 16 from Redmond to Owensboro, returning Mon, Mar 23, priced at $557 found 20 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, American Airlines, Delta, United, Alaska Airlines
Roundtrip price
from $113

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, $113 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 $113 and $557. Many lucky travelers nabbed one-way seats from Chicago (ORD) for as little as $60.
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 $113 to $557 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.

Contour Airlines
Sat, Feb 14 - Sat, Feb 14
ORD
Chicago
OWB
Owensboro
$113 Roundtrip, found 5 hours ago
$113
Roundtrip
found 5 hours ago
Select Contour Airlines flight, departing Sat, Feb 14 from Chicago to Owensboro, returning Sat, Feb 14, priced at $113 found 5 hours ago
*Available to One Key members.