Cheap Flights to Henderson County from $52 (2026/2027)

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Henderson

Flights
Henderson

How Much Does it Cost To Fly To Henderson County?

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

Sat, May 30 - Wed, Jun 3
MCO
Orlando Intl.
EVV
Evansville Regional
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, May 30 from Orlando Intl. to Evansville Regional, returning Wed, Jun 3, priced at $157 found 5 days ago
Sat, May 30 - Wed, Jun 3
MCO
Orlando Intl.
EVV
Evansville Regional
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, May 30 from Orlando Intl. to Evansville Regional, returning Wed, Jun 3, priced at $159 found 6 days ago
Sat, Jun 13 - Wed, Jun 24
MCO
Orlando Intl.
EVV
Evansville Regional
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jun 13 from Orlando Intl. to Evansville Regional, returning Wed, Jun 24, priced at $168 found 3 days ago
Sat, Jul 4 - Sat, Jul 18
MCO
Orlando Intl.
EVV
Evansville Regional
$171 Roundtrip, found 6 days ago
$171
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Jul 4 from Orlando Intl. to Evansville Regional, returning Sat, Jul 18, priced at $171 found 6 days ago
Wed, Jun 17 - Sat, Jun 20
MCO
Orlando Intl.
EVV
Evansville Regional
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Jun 17 from Orlando Intl. to Evansville Regional, returning Sat, Jun 20, priced at $177 found 4 days ago
Tue, Jul 14 - Tue, Jul 14
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Tue, Jul 14 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Tue, Jul 14, priced at $177 found 6 days ago
Thu, Jul 23 - Sun, Jul 26
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Thu, Jul 23 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Jul 26, priced at $188 found 6 days ago
Fri, Jul 17 - Tue, Jul 21
MLB
Orlando Melbourne Intl.
EVV
Evansville Regional
$435 Roundtrip, found 8 hours ago
$435
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Jul 17 from Orlando Melbourne Intl. to Evansville Regional, returning Tue, Jul 21, priced at $435 found 8 hours ago
Fri, May 29 - Mon, Jun 1
RDU
Raleigh - Durham Intl.
EVV
Evansville Regional
$440 Roundtrip, found 1 day ago
$440
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, May 29 from Raleigh - Durham Intl. to Evansville Regional, returning Mon, Jun 1, priced at $440 found 1 day ago
OriginDestinationTravel DatesFlights From*
ORDOwensboroJuly 14 to July 14$177
CLTOwensboroJuly 23 to July 26$188
IADEvansvilleJune 27 to June 28$388
TPAEvansvilleJuly 2 to July 5$457
DFWEvansvilleJuly 2 to July 8$519
SEAOwensboroJune 8 to June 12$801
CLTEvansvilleJuly 28 to July 30$822
COSOwensboroJune 11 to June 19$847
DFWOwensboroJune 28 to July 6$1,301
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDOwensboroMay 31 to June 9$263
CLTOwensboroMay 29 to June 3$294
*Prices include taxes and fees

Travelers ❤️ These Henderson County 🏨

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
2030 US Highway 41 N Henderson KY
Book a stay at this business-friendly motel in Henderson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Atkinson Park and Henderson Municipal Golf Course are located nearby.
7.8/10 Good! (306 reviews)
"bed stinks very terrible"

Reviewed on May 9, 2026

Opens in a new windowEnvi Boutique Hotel Henderson-Evansville South
Sleep Inn Henderson-Evansville South

Sleep Inn Henderson-Evansville South

2.5 out of 5
2224 Us Highway 41 N Henderson KY
Book a stay at this business-friendly hotel in Henderson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Atkinson Park and Scenic Lake are located nearby.
8/10 Very Good! (459 reviews)
"It was in a great location and we slept amazing."

Reviewed on May 15, 2026

Opens in a new windowSleep Inn Henderson-Evansville South
Fairfield Inn By Marriott Evansville East

Fairfield Inn By Marriott Evansville East

3 out of 5
7879 Eagle Crest Blvd Evansville IN
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Gattitown Evansville Indiana Pizza & Family Entertainment Center and Eastland Mall are located nearby.
8.8/10 Excellent! (500 reviews)
"We stayed for one night passing through and had a great stay! The room was clean, the shower was nice and large, the bed was so comfortable! The breakfast was a typical hotel breakfast and enjoyable. We really liked the eggs! We'd definitely stay here again!"

Reviewed on May 24, 2026

Opens in a new windowFairfield Inn By Marriott Evansville East
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Home2 Suites By Hilton Owensboro

Home2 Suites By Hilton Owensboro

3 out of 5
520 West 2nd Street Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Smothers Park and Theatre Workshop of Owensboro are located nearby.
9.4/10 Exceptional! (95 reviews)
"I loved the size ov the room, it was like a home away from home. The room has small kitchen area, living room, big tv, lots of storage and surfaces to store stuff, comfortable beds. The pool is saltwater, but sadly not heated. The hotel was centrally located to the river, restraunts and ..."

Reviewed on May 25, 2026

Opens in a new windowHome2 Suites By Hilton 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 Henderson County?
For an idea of fares, the cheapest roundtrip flight to Henderson County was $157 in the last seven days. An easy way to get your hands on a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Henderson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Henderson County?
According to Travelocity's direct return flight demand between January and December last year, May is the cheapest month to fly to Henderson County. Keep your eyes peeled for flights throughout this month and snap up an amazing bargain today.
How can I check my flight status to Henderson County?
"Trips" will clue you in when it comes to information related to your flight to Henderson County. Our convenient customer portal lets you do everything in the same place, from looking up your flight status to changing or canceling your booking. Click on Trips at the top right of the Travelocity homepage and then create a free account. You can also download the Travelocity app and access your details while you're out and about. Whether you have the family flying with you or you're riding solo, all your bookings will be right there in your hand.
How do I find the best deals on flights to Henderson County?
An easy way to score the best deal is to be flexible with your dates. Begin by searching for your flight to Henderson County, then tap on the "Flexible dates" box at the top of the results. This will show you prices for the surrounding days. Want another tip? Book sooner than later. To give you an idea of costs, $157 was the lowest price for a roundtrip flight to Henderson 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 Henderson County with Travelocity?
An exciting vacation is just a click or two away when you plan your trip with Travelocity. With a wide selection of choices and competitive deals on cheap family flights, places to stay, rental cars and more, we make it easy to locate the best prices to suit your needs. You can also try out our round-the-clock customer assistance and free cancellation policies on most hotels during every stage of the process. Wander with us and score your cheap flights to Henderson County today.
What are the most popular flight routes to Henderson County?
Browse through these busy flight routes to Henderson County and start organizing your next great escape:

  • 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 Henderson County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Henderson County were between $157 and $1,301. When you're ready to go, Travelocity will help you find a fare that won't blow your budget. 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 Henderson County?
Where you fly out from will typically determine how many hours your direct flight to Henderson County will be. Here are some of the leading routes to Henderson County and their average flight times:

  • 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 Henderson County?
That depends on several factors. Is your flight to Henderson County long or short? Will you book with a full-service airline or a budget one? These things will have a bearing on your experience on board. If you're flying long haul, most airlines offer food, drink and entertainment. Low-cost carriers are a popular option when it comes to short journeys or cheap flights for family vacations. That said, they often won't have the same inclusions as a full-service airline.