Cheap Flights to Caldwell County from $51 (2026/2027)

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How Much Does it Cost To Fly To Caldwell County?

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

Wed, Nov 18 - Sat, Nov 21
MCO
Orlando Intl.
EVV
Evansville Regional
$132 Roundtrip, found 19 hours ago
$132
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Nov 18 from Orlando Intl. to Evansville Regional, returning Sat, Nov 21, priced at $132 found 19 hours ago
Thu, Nov 5 - Thu, Nov 12
ORD
O'Hare Intl.
PAH
Barkley Regional
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 5 from O'Hare Intl. to Barkley Regional, returning Thu, Nov 12, priced at $194 found 1 day ago
Tue, Dec 22 - Wed, Dec 23
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select United flight, departing Tue, Dec 22 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Wed, Dec 23, priced at $196 found 2 days ago
Mon, Jan 18 - Sun, Jan 24
JAX
Jacksonville Intl.
PAH
Barkley Regional
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago
Select United flight, departing Mon, Jan 18 from Jacksonville Intl. to Barkley Regional, returning Sun, Jan 24, priced at $344 found 2 days ago
Mon, Jan 18 - Sun, Jan 24
JAX
Jacksonville Intl.
PAH
Barkley Regional
$349 Roundtrip, found 2 days ago
$349
Roundtrip
found 2 days ago
Select United flight, departing Mon, Jan 18 from Jacksonville Intl. to Barkley Regional, returning Sun, Jan 24, priced at $349 found 2 days ago
Wed, Dec 2 - Mon, Dec 7
EWR
Newark Liberty Intl. Airport
EVV
Evansville Regional
$413 Roundtrip, found 5 days ago
$413
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Dec 2 from Newark Liberty Intl. Airport to Evansville Regional, returning Mon, Dec 7, priced at $413 found 5 days ago
Wed, Dec 23 - Mon, Jan 18
EWR
Newark Liberty Intl. Airport
OWB
Owensboro-Daviess County Regional
$443 Roundtrip, found 3 days ago
$443
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 23 from Newark Liberty Intl. Airport to Owensboro-Daviess County Regional, returning Mon, Jan 18, priced at $443 found 3 days ago
Mon, Jan 18 - Sun, Jan 24
JAX
Jacksonville Intl.
PAH
Barkley Regional
$449 Roundtrip, found 2 days ago
$449
Roundtrip
found 2 days ago
Select United flight, departing Mon, Jan 18 from Jacksonville Intl. to Barkley Regional, returning Sun, Jan 24, priced at $449 found 2 days ago
Wed, Dec 23 - Mon, Jan 18
EWR
Newark Liberty Intl. Airport
OWB
Owensboro-Daviess County Regional
$454 Roundtrip, found 3 days ago
$454
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 23 from Newark Liberty Intl. Airport to Owensboro-Daviess County Regional, returning Mon, Jan 18, priced at $454 found 3 days ago
Wed, Dec 2 - Mon, Dec 7
EWR
Newark Liberty Intl. Airport
EVV
Evansville Regional
$462 Roundtrip, found 5 days ago
$462
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec 2 from Newark Liberty Intl. Airport to Evansville Regional, returning Mon, Dec 7, priced at $462 found 5 days ago
Wed, Dec 23 - Sat, Jan 16
BDL
Bradley Intl.
OWB
Owensboro-Daviess County Regional
$464 Roundtrip, found 1 day ago
$464
Roundtrip
found 1 day ago
Select United flight, departing Wed, Dec 23 from Bradley Intl. to Owensboro-Daviess County Regional, returning Sat, Jan 16, priced at $464 found 1 day ago
OriginDestinationTravel DatesFlights From*
PIEEvansvilleJanuary 22 to January 25$82
ORDOwensboroDecember 22 to December 23$196
IADOwensboroNovember 24 to November 29$280
ATLEvansvilleNovember 25 to November 28$299
ORDMarionNovember 20 to November 23$308
ORDEvansvilleNovember 24 to November 29$358
DALEvansvilleDecember 23 to December 29$405
CLTEvansvilleJanuary 16 to January 19$445
IADEvansvilleDecember 4 to December 6$486
ORDWest PaducahNovember 20 to November 23$558
SEAMarionDecember 26 to January 2$638
SEAEvansvilleNovember 26 to November 30$649
SANEvansvilleNovember 14 to November 29$800
SEAWest PaducahNovember 22 to November 30$1,153
ATLWest PaducahNovember 25 to November 28$1,254
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDWest PaducahOctober 31 to November 7$194
CLTEvansvilleOctober 30 to November 1$641
*Prices include taxes and fees

Best Caldwell County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Cadiz
2.0-star property

Red Roof Inn Cadiz

Nov 6 - Nov 9

3 night stay

St. Petersburg (PIE) to Paducah (PAH)

Allegiant Air • Roundtrip • Coach
Price was $294, price is now $280 per person
$280
per person
found 1 day ago
TownePlace Suites by Marriott Hopkinsville
3.0-star property

TownePlace Suites by Marriott Hopkinsville

Nov 6 - Nov 9

3 night stay

St. Petersburg (PIE) to Paducah (PAH)

Allegiant Air • Roundtrip • Coach
Price was $464, price is now $429 per person
$429
per person
found 1 day ago
American Inn Princeton
2.5-star property

American Inn Princeton

Nov 6 - Nov 9

3 night stay

St. Petersburg (PIE) to Paducah (PAH)

Allegiant Air • Roundtrip • Coach
Price was $294, price is now $280 per person
$280
per person
found 1 day ago
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Travelers ❤️ These Caldwell County 🏨

Kentucky Dam Village State Resort Park

Kentucky Dam Village State Resort Park

3 out of 5
166 upper village Dr Gilbertsville KY
Book a stay at this beach hotel in Gilbertsville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Lake and Kentucky Dam Marina are located nearby.
9/10 Wonderful! (1,213 reviews)
"TV did not initially work...worked second day Telephone and Internet never worked."

Reviewed on Oct 23, 2026

Opens in a new windowKentucky Dam Village State Resort Park
Red Roof Inn Cadiz

Red Roof Inn Cadiz

2 out of 5
154 Hospitality Ln Cadiz KY
Stay at this hotel in Cadiz. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Janice Mason Art Museum and West Cadiz Park are located nearby.
8.4/10 Very Good! (480 reviews)
"Nice size room. Clean and convenient to I24."

Reviewed on Oct 23, 2026

Opens in a new windowRed Roof Inn Cadiz
Hotel Barkley

Hotel Barkley

2 out of 5
139 Days Inn Drive Kuttawa KY
Stay at this motel in Kuttawa. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kuttawa Harbor Marina and Vista Ridge Park are located nearby.
Opens in a new windowHotel Barkley
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Motel 6 Grand Rivers, KY

Motel 6 Grand Rivers, KY

2 out of 5
720 Complex Drive Grand Rivers KY
Book a stay at this golf motel in Grand Rivers. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Lake and Kentucky Dam Village Campground are located nearby.
7.2/10 Good! (723 reviews)
"Property is in poor condition and needs attention. Owner was very uneducated in service dogs and attempted to say I must show documentation to prove it. The bed is so worn out it was like sleeping on a cheap air mattress that you just keep rolling to the middle. Pillows were even worse. I won’t be ..."

Reviewed on Oct 18, 2026

Opens in a new windowMotel 6 Grand Rivers, KY
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 Caldwell County?
Your next trip doesn't have to break the bank. Within the last seven days, the cheapest return flight to Caldwell County cost $82. Find a cheap seat and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caldwell County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Caldwell County?
Book your seat with one of the 20 airlines that fly to Caldwell County. If you're heading to Princeton, let United Airlines whisk you away to this dynamic city to enjoy its iconic attractions. This reputable carrier offers 60 flights there per month.
What is the cheapest month to fly to Caldwell County?
If you're thinking of booking a trip to Caldwell County, November is the cheapest month to fly there. This is according to Travelocity's direct return flight demand from January to December last year. Choose your ideal travel dates and reserve your seat today.
How can I check my flight status to Caldwell County?
"Trips" has you covered when it comes to the details of your flight to Caldwell County. Travelocity's customer portal lets you organize everything in the one place, from looking up your flight status to updating or canceling your booking. Click on Trips at the top right of the Travelocity homepage and then sign in to your account or create a new one. You can also download the Travelocity app and access your info while you're out and about. Whether you have the family flying with you or you're a lone adventurer, all your bookings are right there in your grasp.
How do I find the best deals on flights to Caldwell County?
Being flexible with your travel dates is one way to pick up a bargain. Travelocity makes it a piece of cake to find your perfect fare through the "Flexible dates" feature. First, search for your Caldwell County flight, then compare the cheapest prices for surrounding dates by hitting the Flexible dates dropdown box above. Booking well in advance and flying outside of peak periods will also help you save. In the last seven days, the cheapest price for a roundtrip flight to Caldwell County was $82 on our site. 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 Caldwell County with Travelocity?
Search for cheap flights to Caldwell County with Travelocity and begin arranging your next escape. With 24/7 personal assistance along every step of your trip and a Price Match Guarantee, we take the stress out of securing cheap family flights, hotels, rental cars and more. Lock in a fantastic deal today and prepare yourself for a wonderful adventure.
What are the most popular flight routes to Caldwell County?
To help you choose your flights to Caldwell County, check out our list of some of the preferred routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Nashville Intl. Airport (BNA) - 2,491 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Nashville Intl. Airport (BNA) - 1,932 flights a month.
  • New York, NY (LGA-LaGuardia) to Nashville Intl. Airport (BNA) - 1,911 flights a month.

How much is a flight to Caldwell County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Caldwell County were between $82 and $1,254. Whenever you're ready to jet off, Travelocity will help you find a fare to fit 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 Caldwell County?
Where you leave from will usually dictate how many hours your direct flight to Caldwell County will take. Here are some of the more popular routes to Caldwell County and their average flight times:

  • Chicago, IL (ORD-O'Hare Intl.) to Nashville Intl. Airport (BNA) - 1 hour and 34 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Nashville Intl. Airport (BNA) - 1 hour and 5 minutes
  • New York, NY (LGA-LaGuardia) to Nashville Intl. Airport (BNA) - 2 hours and 26 minutes

What can I expect on a flight to Caldwell County?
Factors such as which airline you're flying with and where your plane takes off from will largely determine what inclusions and services you can expect. You'll likely find a range of flights to Caldwell County, from cheap flights for family vacations to premium airfares. Hot meals, entertainment and games for the kids are just a small taste what most airlines offer on long-haul flights.