Search Cheap Flights to
Henderson

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Henderson Flights as Low as $102

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

Breeze Airways
Fri, Aug 22 - Mon, Aug 25
MCO
Orlando Intl.
EVV
Evansville Regional
$102 Roundtrip, found 4 days ago
$102
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 22 from Orlando Intl. to Evansville Regional, returning Mon, Aug 25, priced at $102 found 4 days ago
Breeze Airways
Fri, Aug 22 - Mon, Aug 25
MCO
Orlando Intl.
EVV
Evansville Regional
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 22 from Orlando Intl. to Evansville Regional, returning Mon, Aug 25, priced at $107 found 4 days ago
Breeze Airways
Fri, Aug 22 - Mon, Aug 25
MCO
Orlando Intl.
EVV
Evansville Regional
$113 Roundtrip, found 4 days ago
$113
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 22 from Orlando Intl. to Evansville Regional, returning Mon, Aug 25, priced at $113 found 4 days ago
Breeze Airways
Mon, Aug 4 - Mon, Aug 11
MCO
Orlando Intl.
EVV
Evansville Regional
$116 Roundtrip, found 4 days ago
$116
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 4 from Orlando Intl. to Evansville Regional, returning Mon, Aug 11, priced at $116 found 4 days ago
Breeze Airways
Mon, Aug 4 - Mon, Aug 11
MCO
Orlando Intl.
EVV
Evansville Regional
$120 Roundtrip, found 4 days ago
$120
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 4 from Orlando Intl. to Evansville Regional, returning Mon, Aug 11, priced at $120 found 4 days ago
Breeze Airways
Mon, Aug 4 - Mon, Aug 11
MCO
Orlando Intl.
EVV
Evansville Regional
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 4 from Orlando Intl. to Evansville Regional, returning Mon, Aug 11, priced at $121 found 4 days ago
Breeze Airways
Mon, Aug 4 - Mon, Aug 11
MCO
Orlando Intl.
EVV
Evansville Regional
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 4 from Orlando Intl. to Evansville Regional, returning Mon, Aug 11, priced at $126 found 4 days ago
Breeze Airways
Mon, Aug 4 - Mon, Aug 11
MCO
Orlando Intl.
EVV
Evansville Regional
$130 Roundtrip, found 4 days ago
$130
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 4 from Orlando Intl. to Evansville Regional, returning Mon, Aug 11, priced at $130 found 4 days ago
Breeze Airways
Mon, Aug 25 - Fri, Aug 29
MCO
Orlando Intl.
EVV
Evansville Regional
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 25 from Orlando Intl. to Evansville Regional, returning Fri, Aug 29, priced at $132 found 4 days ago
Breeze Airways
Fri, Aug 22 - Fri, Aug 29
MCO
Orlando Intl.
EVV
Evansville Regional
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 22 from Orlando Intl. to Evansville Regional, returning Fri, Aug 29, priced at $133 found 4 days ago
Contour Airlines
Thu, Oct 2 - Thu, Oct 9
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$138 Roundtrip, found 15 hours ago
$138
Roundtrip
found 15 hours ago
Select Contour Airlines flight, departing Thu, Oct 2 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Thu, Oct 9, priced at $138 found 15 hours ago
Contour Airlines
Thu, Oct 2 - Fri, Oct 10
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$148 Roundtrip, found 15 hours ago
$148
Roundtrip
found 15 hours ago
Select Contour Airlines flight, departing Thu, Oct 2 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Fri, Oct 10, priced at $148 found 15 hours ago
Contour Airlines
Fri, Oct 3 - Fri, Oct 10
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$158 Roundtrip, found 15 hours ago
$158
Roundtrip
found 15 hours ago
Select Contour Airlines flight, departing Fri, Oct 3 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Fri, Oct 10, priced at $158 found 15 hours ago
Delta
Tue, Sep 9 - Fri, Sep 26
ATL
Hartsfield-Jackson Atlanta Intl.
EVV
Evansville Regional
$239 Roundtrip, found 16 hours ago
$239
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Sep 9 from Hartsfield-Jackson Atlanta Intl. to Evansville Regional, returning Fri, Sep 26, priced at $239 found 16 hours ago
American Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
EVV
Evansville Regional
$240 Roundtrip, found 18 hours ago
$240
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Evansville Regional, returning Sun, Aug 31, priced at $240 found 18 hours ago
American Airlines
Wed, Aug 27 - Sat, Aug 30
ORD
O'Hare Intl.
EVV
Evansville Regional
$365 Roundtrip, found 14 hours ago
$365
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Evansville Regional, returning Sat, Aug 30, priced at $365 found 14 hours ago

Cheap Flights to Henderson

Fall in love at first flight with your vacation to Henderson by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Henderson on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Henderson, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Henderson

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Henderson with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the EVV airport.

What is the cheapest month to fly to Henderson?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Henderson are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Henderson?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Henderson.

What airport is best to fly into Henderson?

When you’re planning your trip to Henderson, convenience is the name of the game. Luckily, Henderson Evansville Regional Airport is nearby so you can deplane and get going on checking off everything on your Henderson must-do list.

How much are flights to Henderson?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Henderson on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $102, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Henderson?

The trick to saving a stack of cash on your flight to Henderson? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $102 right now, why wait?

Henderson Flight Information
Destination airport
Owensboro-Daviess County Regional
Destination airport IATA code
OWB
Roundtrip price
$138

Last Minute Hotel Deals in Henderson

Envi Boutique Hotel

Envi Boutique Hotel

4 out of 5
2030 US Highway 41 N, Henderson, KY
Stay at this 4-star business-friendly motel in Henderson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8/10 Very Good! (247 reviews)
"Close toy vemue"

Reviewed on Jun 23, 2025

Get rates
Envi Boutique Hotel
Comfort Inn Henderson

Comfort Inn Henderson

2.5 out of 5
2820 Us Highway 41 N, Henderson, KY
Book a stay at this business-friendly hotel in Henderson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (303 reviews)
"👍"

Reviewed on Jul 13, 2025

Get rates
Comfort Inn Henderson
Holiday Inn Express Henderson N Evansville South by IHG

Holiday Inn Express Henderson N Evansville South by IHG

2.5 out of 5
2826 U S 41 N, Henderson, KY
Book a stay at this business-friendly hotel in Henderson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
8.4/10 Very Good! (221 reviews)
"Soft bed, clean room. The lobby kind of reminded me of a"

Reviewed on Jun 17, 2025

Get rates
Holiday Inn Express Henderson N Evansville South by IHG
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 ...
7.8/10 Good! (400 reviews)
"Sleep-In Henderson has always been an excellent place to stay and is reasonably priced."

Reviewed on May 1, 2025

Get rates
Sleep Inn Henderson-Evansville South
Ramada by Wyndham Henderson/Evansville

Ramada by Wyndham Henderson/Evansville

3 out of 5
2044 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 Henderson ...
"We had a very nice stay friendly staff"

Reviewed on Aug 8, 2024

Get rates
Ramada by Wyndham Henderson/Evansville
L&N Bed and Breakfast

L&N Bed and Breakfast

3 out of 5
327 N Main St, Henderson, KY
Stay at this 3-star B&B in Henderson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Redbanks Riverfront Water Park and The Perch Pocket ...
9.8/10 Exceptional! (11 reviews)
"Wonderful stay start to finish. Greg is a great host. Very good breakfast with him asking if we wanted more. Will definitely return."

Reviewed on Jun 3, 2025

Get rates
L&N Bed and Breakfast
Hyatt Place Evansville

Hyatt Place Evansville

3 out of 5
202 Se 2nd St, Evansville, IN
Stay at this 3-star business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,015 reviews)
"Only complaint was no shower gel in bathroom. Other than that stay was excellent"

Reviewed on Jul 28, 2025

Get rates
Hyatt Place Evansville
Hampton Inn Evansville

Hampton Inn Evansville

3 out of 5
8000 Eagle Crest Boulevard, Evansville, IN
Stay at this 3-star business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Breakfast was underwhelming and they keep those caution signs you put on wet floors in the elevators (one of which was covered in what I hoped was splotches of plaster but looked gross). Other than that everything was great. The staff was kind. Check in was swift. The room and bathroom were nice. ..."

Reviewed on Jul 29, 2025

Get rates
Hampton Inn Evansville
See all 304 properties in Henderson
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.