$89 Cheap flights to Henderson County

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Cheap flights to Henderson County from $89 One Way, $178 Round Trip

$178 return flights and $89 one-way flights to Henderson County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jul 7 - Sat, Jul 11
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Tue, Jul 7 from Chicago to Owensboro, returning Sat, Jul 11, priced at $178 found 1 day ago
Wed, Jul 22 - Sat, Jul 25
EWR
New York
EVV
Evansville
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 22 from New York to Evansville, returning Sat, Jul 25, priced at $281 found 1 day ago
Wed, Jul 22 - Sat, Jul 25
LGA
New York
EVV
Evansville
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 22 from New York to Evansville, returning Sat, Jul 25, priced at $379 found 1 day ago
Wed, Jul 22 - Sat, Jul 25
JFK
New York
EVV
Evansville
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 22 from New York to Evansville, returning Sat, Jul 25, priced at $379 found 1 day ago
Mon, Oct 5 - Mon, Oct 19
RDU
Raleigh
EVV
Evansville
$427 Roundtrip, found 1 day ago
$427
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 5 from Raleigh to Evansville, returning Mon, Oct 19, priced at $427 found 1 day ago
Mon, Jul 13 - Mon, Jul 20
DCA
Washington
EVV
Evansville
$447 Roundtrip, found 5 days ago
$447
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Jul 13 from Washington to Evansville, returning Mon, Jul 20, priced at $447 found 5 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ORDOwensboroJune 27 to June 29$183
CLTOwensboroJune 26 to June 29$234
ATLEvansvilleJune 26 to July 12$409
ORDEvansvilleJune 27 to June 28$508
CLTEvansvilleJune 26 to June 27$530
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Henderson County Accommodation Deals

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
2030 US Highway 41 N Henderson KY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Jun 25 to Jun 26
$97 total
Jun 25 - Jun 26
Total with taxes and fees
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 ...
7.8/10 Good! (310 reviews)
"Positives: Comfy beds and pleasant staff. Negatives: The air conditioner rattled and the floor had bugs on it. The worst part was how loud the upstairs guests were until 4am. I got no sleep. I reported this to staff twice, but nothing seemed to change. There was a family of 7 above me bouncing balls ..."

Reviewed on Jun 16, 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
Fully refundable
$102 nightly
The price is $112 total per night from Jul 12 to Jul 13
$112 total
Jul 12 - Jul 13
Total with taxes and fees
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 ...
8/10 Very Good! (466 reviews)
"Room was clean, staff was nice, breakfast was good but could have had more selection, air conditioning was good."

Reviewed on Jun 19, 2026

Opens in a new windowSleep Inn Henderson-Evansville South
Bally’s Evansville Casino & Hotel

Bally’s Evansville Casino & Hotel

3 out of 5
421 NW Riverside Drive Evansville IN
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Jul 15 to Jul 16
$91 total
Jul 15 - Jul 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Evansville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,276 reviews)
"Nice hotel"

Reviewed on Jun 19, 2026

Opens in a new windowBally’s Evansville Casino & Hotel
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Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

2.5 out of 5
3220 W Parrish Ave Owensboro KY
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $97 total per night from Jun 20 to Jun 21
$97 total
Jun 20 - Jun 21
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,001 reviews)
"Staff was nice. I will stay there again. Close to airport, Moonlite BBQ restaurant and by-pass. The only thing I did not like is if coming from downtown, you had to go up and make a U-turn to get to the hotel, but it was easily accessed from the by-pass."

Reviewed on Jun 18, 2026

Opens in a new windowGreenfield Inn & Suites Owensboro, KY Airport
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Henderson County?
With 12 airlines flying to Evansville Regional Airport (EVV), you'll be making your way around Henderson County in no time. Selecting a flight that suits your itinerary is easy. Look through the available fares from these leading air companies and prepare for a smooth landing at Evansville Regional Airport (EVV):

  • American Airlines - 73 flights to Henderson County per month
  • Delta - 22 flights to Henderson County per month
  • Allegiant Air - 0 flights to Henderson County per month

What is the best airport to fly to in Henderson County?
Jet into Evansville Regional Airport (EVV), the primary entry point to Henderson County. Organizing your flight to this region doesn't get much easier than that.
How much is a flight to Henderson County?
Travelers from far and wide nabbed round-trip flight deals ranging from $178 to $530 this week to Henderson County. Flying in from Chicago (ORD)? The cheapest one-way fares were $89.
How to book the cheapest flight to Henderson County?
With some of the most incredible flight deals around, you can jet for less with Orbitz. The following useful tips will help you find cheap flights to Henderson County — and leave you with more money to play with:

  • Consider taking off from or landing at other airports to save cash. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If your plans aren't written in stone, click on the 'Show flexible dates' link to scan the flight deals for a range of departure dates. You may find an even better fare.
  • To optimize your results, click on 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • The early bird gets the most rewarding deals, so book your tickets the moment you know your travel dates. The cheapest airfares sell out quickly and prices normally increase as the departure date gets closer.
  • Combine your hotels, flights and car rentals into a money-saving package deal. Save your hard-earned dollars for things you're really excited about, like exploring every corner of Henderson County.
  • If it's an option, avoid flying in high seasons. Airfares are often at their highest during school breaks, summer and other vacation periods like Easter and Thanksgiving.

How long is a flight to Henderson County?
Of course, flight times vary depending on where you're taking off from. But to give you a better idea of the average duration, have a look at these well-known routes to Henderson County:

  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Evansville Regional Airport (EVV) - 1 hour and 51 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Evansville Regional Airport (EVV) - 1 hour and 52 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Evansville Regional Airport (EVV) - 1 hour and 19 minutes

What is the best time to book a flight to Henderson County?
Purchase your tickets to Henderson County in January. This is a fantastic month for bargain prices, closely followed by February and August. Snap up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Henderson County?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase tickets to Henderson County. The getaway of your dreams starts with a terrific flight deal!
What is the cheapest day of the week to fly to Henderson County?
According to Orbitz data from 2020, Monday is usually the best day to get cheap flights to Henderson County. Tuesday also offers more affordable fares, whereas Saturday has the most expensive ticket prices. Although flying out at the weekend may be easier to organize, you'll have more cash to play with if you jet out early in the week.
What is the cheapest month to fly to Henderson County?
To land cheap flights to Henderson County, you should take off in August. If getting a great deal on your ticket is your top priority, Orbitz data shows that this is generally the best month to travel. June is when fares are the most expensive.
Which airlines allow free cancellation?
Orbitz makes it easy to find airlines that offer flexibility. Simply choose "Filter by flexible change policies" when searching for your Henderson County flights and hey presto! You'll see options that include free cancellation within 24 hours of booking, no change fees and of course, an amazing low price.
What do I need for the flight to Henderson County?
Flying can be a joy with a little pre-planning! Make your flight a smooth one with these handy tips:

  • Before you step foot on the plane, you'll need to show some sort of government-issued ID, like a passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they may need.
  • Make time fly by even quicker on your short flight by packing the right gear. Think yummy snacks, bottled water and entertainment. If you'd like your journey to Henderson County to pass nice and quietly, throw some headphones in your bag too.
  • It can get chilly on the plane. If you don't want to shiver your way through the flight, pack an extra layer.

How many direct flights are there to Henderson County?
With 16 direct flights to Henderson County each month, finding one to fit your plans will be a breeze. American Airlines, Delta Air Lines and Allegiant Air are among the carriers with nonstop services.
How do I get cheap first-class/business deals to Henderson County?
If you think a business or first-class ticket is out of your reach, you may want to think again. Here are some practical tips to help you nab a premium flight to Henderson County for less:

  • Flexibility is key. By being open to various travel dates, you'll have better odds of spotting a sale on first or business-class airfares.
  • Many budget carriers nowadays have quality business or premium-class seating for a reasonable price.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

What is the best time to go to Henderson County?
People come from all over to visit Henderson County in June, October and December. So if you want to explore this amazing destination in the tourist season, this is the time to go. As with most places in the Northern Hemisphere, the summer starts June 20 in Henderson County, with average daily temperatures fluctuating between 65 ºF and 85 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.