$89 Cheap flights to Perry County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Perry County

A tree with numerous shoes hanging from its branches.
FlightsFlights
FlightsFlights

Tell City

Tell City

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

$178 return flights and $89 one-way flights to Perry 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.

Sat, Oct 3 - Sun, Oct 4
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sat, Oct 3 from Chicago to Owensboro, returning Sun, Oct 4, priced at $178 found 1 day ago
Thu, Oct 1 - Sun, Oct 4
ORD
Chicago
OWB
Owensboro
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Thu, Oct 1 from Chicago to Owensboro, returning Sun, Oct 4, priced at $181 found 3 days ago
Fri, Oct 2 - Mon, Oct 5
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 2 days ago
$191
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Oct 2 from Charlotte to Owensboro, returning Mon, Oct 5, priced at $191 found 2 days ago
Thu, Oct 8 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 15 hours ago
$191
Roundtrip
found 15 hours ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $191 found 15 hours ago
Tue, Oct 27 - Wed, Oct 28
ORD
Chicago
OWB
Owensboro
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 27 from Chicago to Owensboro, returning Wed, Oct 28, priced at $199 found 5 days ago
Sun, Oct 4 - Thu, Oct 8
CLT
Charlotte
OWB
Owensboro
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Sun, Oct 4 from Charlotte to Owensboro, returning Thu, Oct 8, priced at $208 found 2 days ago
Loading

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Perry County Accommodation Deals

Ramada by Wyndham Tell City

Ramada by Wyndham Tell City

2.5 out of 5
235 Orchard Hill Dr Tell City IN
Fully refundableReserve now, pay when you stay
The price is $102 total per night from Oct 13 to Oct 14
$102 total
per night
Oct 13 - Oct 14
Stay at this hotel in Tell City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tipsaw ...
Opens in a new windowRamada by Wyndham Tell City
Derby Time Riverside Cabin

Derby Time Riverside Cabin

Derby IN
Stay at this cabin in Derby. Enjoy free WiFi, a garden, and laundry facilities.
10/10 Exceptional! (176 reviews)
"The view of the river was beautiful, a great place to slow down and relax. We enjoyed our stay!The cabin needed a good cleaning. There were lots of cobwebs and spiders in the corners."

Reviewed on Sep 18, 2026

Get rates
Opens in a new windowDerby Time Riverside Cabin
Lodge at Buzzard Roost: Cliff-Top Ohio River Views, Hot Tub, ADA Accessible

Lodge at Buzzard Roost: Cliff-Top Ohio River Views, Hot Tub, ADA Accessible

Magnet IN
Stay at this cabin in Cannelton. Enjoy laundry facilities, in-room fireplaces, and air conditioning.
10/10 Exceptional! (2 reviews)
"The accommodations were so charming and exactly what we needed as two families were vacationing with a total of eight children. The bunkbeds in the base lower level were a hit, and the third level Lookout tower area was perfect for two of our little girls around the ages of seven and eight. The property ..."

Reviewed on Jul 13, 2026

Get rates
Opens in a new windowLodge at Buzzard Roost: Cliff-Top Ohio River Views, Hot Tub, ADA Accessible
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
91 W CHRISTMAS BLVD Santa Claus IN
Fully refundableReserve now, pay when you stay
The price is $127 total per night from Oct 4 to Oct 5
$127 total
per night
Oct 4 - Oct 5
Stay at this hotel in Santa Claus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowSantas Lodge and Resort
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

Perry County

If you are looking for discount prices on flights to Perry County then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Perry County flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Perry County is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Perry County flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Perry County has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Perry County flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Perry County, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Perry County flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Perry County?
There are 12 airlines to choose from when flying to Owensboro-Daviess County Regional Airport (OWB). Score yourself an affordable flight to Perry County with one of these leading carriers:

  • Cape Air - 50 flights to Perry County per month
  • Allegiant Air - 0 flights to Perry County per month

How much is a flight to Perry County?
Travelers from far and wide landed round-trip flight deals ranging from $178 to $208 this week. Kicking off your journey from Chicago (ORD)? The cheapest one-way fares were $89.
How to book the cheapest flight to Perry County?
With some of the most impressive flight deals around, you can jet for less with Orbitz. The following tips and hints will help you score cheap flights to Perry County — and leave you with more money to play with:

  • Consider nearby airports for a better deal. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will show you any available options.
  • If you're flexible with your itinerary, click on the 'Show flexible dates' link. It'll show the flight deals for the days either side of your selected departure. Fares often vary depending on what day of the week it is.
  • To refine your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
  • If you've sorted your travel dates, don't delay booking. Prices usually increase as the departure date nears.
  • Combine your flights, hotels and car rentals into one convenient package deal. Save your hard-earned cash for things you're really excited about, like discovering every corner of Perry County.
  • Don't travel during peak seasons if possible. By avoiding summer and school vacations, you can save loads on your airfare.

What is the best time to book a flight to Perry County?
Generally speaking, the cheapest time to book your journey is January. This is followed by February then August. When looking for a cheap flight to Perry County, make sure you're ready to book. Cheap deals appear quickly and don't wait around!
What day of the week is the cheapest to book a flight to Perry County?
When it comes to cheap flights to Perry County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Perry County?
Look into leaving early in the week for cheap flights to Perry County. Orbitz data from 2020 suggests Monday is normally the most affordable day to set off, followed by Tuesday. Saturdays were shown to have the highest ticket prices. This is possibly because many passengers choose to start their trip after a long working week.
What is the cheapest month to fly to Perry County?
We won't keep you in suspense — based on Orbitz data, August is generally the cheapest month to fly. Ideal for those who need a weekend getaway or just an escape from it all before the weather changes. Be aware that the least affordable time to fly is in the middle of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
Flexibility is important, that's why Orbitz lets you search for flights that won't slap on fees for any amendments. Add your departure and arrival destinations, then select "Filter by flexible change policies." We'll show you all the options that include free cancellation and no change fees.
What do I need for the flight to Perry County?
The trick to a smooth and comfortable flight is preparation. Here are some tips that'll help get you ready for your journey:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some form of government-issued photo ID. If you're flying internationally, make sure your passport is valid and you've checked visa requirements.
  • To keep you amused on the short trip to Perry County, download some new songs or stock up the podcast library on your tablet. Food can also be a welcome distraction while in the air, so take some snacks.
  • It can get chilly on the plane. If you'd rather not shiver your way through the flight, bring an extra layer.

How do I get cheap first-class/business deals to Perry County?
There are ways of booking business or first-class airfares to Perry County that won't burn through your wallet. Bag a seat in the pointy end of the plane for less with these practical tips:

  • Flexibility isn't just useful in the gym. Avoid locking in your travel dates so you can pick up more affordable airfares when a big sale comes along.
  • Low-cost airlines offer first or business-class seating at a fraction of the usual cost. Skip the full-service carriers and fly with one these cheaper options.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Perry County?
Perry County is an excellent getaway destination year-round, but the most popular months to visit are April, May and June. If you're into warm weather, make your way there in the summer months. Like most destinations in the Northern Hemisphere, the summer season kicks off June 20. During this time, temperatures generally range between 65 ºF and 85 ºF during the daytime.

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.