Cheap Flights to Caldwell County from $102 (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.

Fri, Nov 6 - Mon, Nov 9
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$196 Roundtrip, found 4 days ago
$196
Roundtrip
found 4 days ago
Select United flight, departing Fri, Nov 6 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Mon, Nov 9, priced at $196 found 4 days ago
Sat, Oct 17 - Sun, Oct 18
ORD
O'Hare Intl.
PAH
Barkley Regional
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 17 from O'Hare Intl. to Barkley Regional, returning Sun, Oct 18, priced at $197 found 1 day ago
Fri, Nov 6 - Mon, Nov 9
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select United flight, departing Fri, Nov 6 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Mon, Nov 9, priced at $199 found 4 days ago
Sat, Oct 17 - Sun, Oct 18
ORD
O'Hare Intl.
PAH
Barkley Regional
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 17 from O'Hare Intl. to Barkley Regional, returning Sun, Oct 18, priced at $237 found 1 day ago
Sat, Oct 10 - Sun, Oct 11
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$297 Roundtrip, found 6 days ago
$297
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Sat, Oct 10 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 11, priced at $297 found 6 days ago
Sat, Oct 17 - Sat, Oct 24
MSP
Minneapolis - St. Paul Intl.
PAH
Barkley Regional
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 17 from Minneapolis - St. Paul Intl. to Barkley Regional, returning Sat, Oct 24, priced at $343 found 1 day ago
Thu, Oct 15 - Thu, Oct 22
DFW
Dallas-Fort Worth Intl.
PAH
Barkley Regional
$343 Roundtrip, found 3 days ago
$343
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 15 from Dallas-Fort Worth Intl. to Barkley Regional, returning Thu, Oct 22, priced at $343 found 3 days ago
Wed, Oct 14 - Wed, Oct 21
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$353 Roundtrip, found 4 days ago
$353
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 14 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Wed, Oct 21, priced at $353 found 4 days ago
Sat, Oct 24 - Sat, Oct 31
LAX
Los Angeles Intl.
PAH
Barkley Regional
$373 Roundtrip, found 1 day ago
$373
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 24 from Los Angeles Intl. to Barkley Regional, returning Sat, Oct 31, priced at $373 found 1 day ago
Tue, Jan 5 - Tue, Jan 19
AUS
Austin-Bergstrom Intl.
EVV
Evansville Regional
$445 Roundtrip, found 2 days ago
$445
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jan 5 from Austin-Bergstrom Intl. to Evansville Regional, returning Tue, Jan 19, priced at $445 found 2 days ago
OriginDestinationTravel DatesFlights From*
PIEEvansvilleJanuary 11 to January 15$134
ORDOwensboroNovember 6 to November 9$196
ATLEvansvilleOctober 30 to October 31$324
SANWest PaducahNovember 2 to November 8$373
IADOwensboroOctober 20 to October 24$380
DFWEvansvilleNovember 11 to November 15$452
IADEvansvilleDecember 4 to December 6$457
SEAEvansvilleNovember 21 to November 27$523
CLTEvansvilleOctober 30 to October 31$527
SANEvansvilleOctober 22 to October 24$595
ORDEvansvilleOctober 23 to October 25$602
DFWWest PaducahOctober 24 to October 24$726
ORDWest PaducahDecember 18 to December 21$756
ATLWest PaducahNovember 25 to November 28$1,196
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEEvansvilleOctober 10 to October 11$239
ORDWest PaducahOctober 9 to October 12$247
CLTOwensboroOctober 9 to October 11$272
ORDOwensboroOctober 10 to October 11$297
DFWEvansvilleOctober 9 to October 12$675
IADOwensboroOctober 9 to October 12$1,908
*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

Oct 17 - Oct 24

7 night stay

Seattle (SEA) to Paducah (PAH)

United • Non-stop roundtrip • Coach
Price was $707, price is now $640 per person
$640
per person
found 1 day ago
Holiday Inn Hotel & Suites Hopkinsville - Convention Ctr by IHG
3.0-star property

Holiday Inn Hotel & Suites Hopkinsville - Convention Ctr by IHG

Oct 17 - Oct 24

7 night stay

Seattle (SEA) to Paducah (PAH)

United • Non-stop roundtrip • Coach
Price was $909, price is now $819 per person
$819
per person
found 1 day ago
Comfort Suites Hopkinsville near Fort Campbell
2.5-star property

Comfort Suites Hopkinsville near Fort Campbell

Oct 17 - Oct 24

7 night stay

Seattle (SEA) to Paducah (PAH)

United • Non-stop roundtrip • Coach
Price was $885, price is now $802 per person
$802
per person
found 1 day ago
Don't see what you're looking for?
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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! (1,206 reviews)
"Beautiful area. Staff changed our room to one on the ground floor without even being asked when they noticed we were both seniors; my compliments! Really good in-room coffee. Mattresses were pretty soft, probably need to be replaced. A mini fridge added to the rooms would be helpful. Room was clean, ..."

Reviewed on Oct 4, 2026

Opens in a new windowKentucky Dam Village State Resort Park
Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

2 out of 5
1900 Lantaff Blvd Madisonville KY
Stay at this hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mahr Park and Kentucky Sports Factory are located nearby.
Opens in a new windowDays Inn by Wyndham Madisonville
Quality Inn Cadiz

Quality Inn Cadiz

2.5 out of 5
153 Broadbent Blvd Cadiz KY
Book a stay at this business-friendly hotel in Cadiz. Enjoy free breakfast, free WiFi, and free parking. 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.
8.2/10 Very Good! (614 reviews)
"The property was worn, it’s in need of an update. The bed was not good it felt like they added something to the middle to stop the slump. The air conditioning worked good and was clean but no keeping the fan continuous. I didn’t use the pillows and the top sheet was scratchy. There was minimal food ..."

Reviewed on Sep 29, 2026

Opens in a new windowQuality Inn Cadiz
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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.
8.8/10 Excellent! (132 reviews)
"Clean room"

Reviewed on Sep 24, 2026

Opens in a new windowHotel Barkley
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 $134. 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 19 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 $134 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 $134 and $1,908. 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.