Flights To Caldwell County - Cheap Flights Starting at CA $428

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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.

Thu, Aug 20 - Sun, Aug 23
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $775 Roundtrip, found 5 hours ago
CA $775
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Aug 20 from Pearson Intl. to Evansville Regional, returning Sun, Aug 23, priced at CA $775 found 5 hours ago
Thu, Aug 20 - Sun, Aug 23
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $775 Roundtrip, found 5 hours ago
CA $775
Roundtrip
found 5 hours ago
Select Delta flight, departing Thu, Aug 20 from Pearson Intl. to Evansville Regional, returning Sun, Aug 23, priced at CA $775 found 5 hours ago
Sat, Sep 12 - Sat, Sep 19
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $827 Roundtrip, found 5 days ago
CA $827
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Sep 12 from Pearson Intl. to Evansville Regional, returning Sat, Sep 19, priced at CA $827 found 5 days ago
Fri, Sep 4 - Thu, Sep 10
YYC
Calgary Intl.
EVV
Evansville Regional
CA $838 Roundtrip, found 6 days ago
CA $838
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Sep 4 from Calgary Intl. to Evansville Regional, returning Thu, Sep 10, priced at CA $838 found 6 days ago
Sat, Sep 12 - Sat, Sep 19
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $848 Roundtrip, found 5 days ago
CA $848
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Sep 12 from Pearson Intl. to Evansville Regional, returning Sat, Sep 19, priced at CA $848 found 5 days ago
Sun, Oct 11 - Sat, Oct 17
YYC
Calgary Intl.
EVV
Evansville Regional
CA $849 Roundtrip, found 5 days ago
CA $849
Roundtrip
found 5 days ago
Select WestJet flight, departing Sun, Oct 11 from Calgary Intl. to Evansville Regional, returning Sat, Oct 17, priced at CA $849 found 5 days ago
Thu, Aug 20 - Sun, Aug 23
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $859 Roundtrip, found 5 hours ago
CA $859
Roundtrip
found 5 hours ago
Select Delta flight, departing Thu, Aug 20 from Pearson Intl. to Evansville Regional, returning Sun, Aug 23, priced at CA $859 found 5 hours ago
Thu, Aug 20 - Sun, Aug 23
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $863 Roundtrip, found 5 hours ago
CA $863
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Aug 20 from Pearson Intl. to Evansville Regional, returning Sun, Aug 23, priced at CA $863 found 5 hours ago
Thu, Aug 20 - Sun, Aug 23
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $869 Roundtrip, found 5 hours ago
CA $869
Roundtrip
found 5 hours ago
Select WestJet flight, departing Thu, Aug 20 from Pearson Intl. to Evansville Regional, returning Sun, Aug 23, priced at CA $869 found 5 hours ago
Price found within the past 48 hours. Click for updated prices.
Unity Lodge
2.0-star property

Unity Lodge

Oct 23 - Oct 26

3 night stay

Toronto (YTO) to Paducah (PAH)

United • Non-stop roundtrip • Coach
Price was CA $1,156, price is now CA $1,092 per person
CA $1,092
per person
found 1 day ago
The Respite Bed and Breakfast
4.5-star property

The Respite Bed and Breakfast

Sep 11 - Sep 13

2 night stay

Toronto (YYZ) to Paducah (PAH)

Air Canada • Non-stop • Coach

Paducah (PAH) to Toronto (YYZ)

United • Non-stop • Coach
Price was CA $1,243, price is now CA $1,179 per person
CA $1,179
per person
found 1 day ago
Belle Louise Historic Guest House
3.5-star property

Belle Louise Historic Guest House

Oct 23 - Oct 26

3 night stay

Toronto (YTO) to Paducah (PAH)

United • Non-stop roundtrip • Coach
Price was CA $1,568, price is now CA $1,492 per person
CA $1,492
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 Patti's Settlement 1880's and Kentucky Lake are located nearby.
Opens in a new windowKentucky Dam Village State Resort Park
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 Venture River Family Water Park and Kuttawa Harbor Marina are located nearby.
9/10 Wonderful! (117 reviews)
"The hotel was great and affordable. Clean and quiet. The pool was clean and well maintained. Nice continental breakfast. Location was great. Will definitely stay again next time I am in the area."

Reviewed on Jul 28, 2026

Opens in a new windowHotel Barkley
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! (449 reviews)
"Room was very clean. Air conditioning was very cold! Loved it! Parking is easy. Staff are friendly."

Reviewed on Jul 27, 2026

Opens in a new windowRed Roof Inn Cadiz
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Pennyrile Forest State Resort Park

Pennyrile Forest State Resort Park

3.5 out of 5
20781 Pennyrile Lodge Road Dawson Springs KY
Book a stay at this golf hotel in Dawson Springs. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Pennyrile Forest State Resort Park is located nearby.
9/10 Wonderful! (286 reviews)
"The breakfast was much more limited than it used to be."

Reviewed on Jul 27, 2026

Opens in a new windowPennyrile Forest State Resort Park
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 CA $775. 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 15 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, August 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 CA $775 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 CA $775 and CA $1,159. 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.