$89 Cheap flights to Caldwell County

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

$178 return flights and $89 one-way flights to Caldwell 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 - Sat, Oct 10
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 8 hours ago
$178
Roundtrip
found 8 hours ago
Select Contour Airlines flight, departing Sat, Oct 3 from Chicago to Owensboro, returning Sat, Oct 10, priced at $178 found 8 hours ago
Sat, Sep 19 - Sun, Sep 20
ORD
Chicago
OWB
Owensboro
$181 Roundtrip, found 16 hours ago
$181
Roundtrip
found 16 hours ago
Select Contour Airlines flight, departing Sat, Sep 19 from Chicago to Owensboro, returning Sun, Sep 20, priced at $181 found 16 hours ago
Wed, Jun 30 - Wed, Jul 7
ORD
Chicago
PAH
Paducah
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jun 30 from Chicago to Paducah, returning Wed, Jul 7, priced at $194 found 1 day ago
Thu, Oct 8 - Sun, Oct 11
ORD
Chicago
PAH
Paducah
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 8 from Chicago to Paducah, returning Sun, Oct 11, priced at $197 found 4 days ago
Sun, Sep 20 - Tue, Sep 22
ORD
Chicago
OWB
Owensboro
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Sep 20 from Chicago to Owensboro, returning Tue, Sep 22, priced at $208 found 1 day ago
Wed, Sep 30 - Wed, Oct 7
ORD
Chicago
MWA
Marion
$228 Roundtrip, found 6 days ago
$228
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 30 from Chicago to Marion, returning Wed, Oct 7, priced at $228 found 6 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ORDOwensboroSeptember 12 to September 13$181
PIEEvansvilleSeptember 13 to September 17$208
ORDMarionSeptember 11 to September 13$309
ORDEvansvilleSeptember 12 to September 13$511
COSEvansvilleSeptember 11 to September 12$579
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Caldwell County Accommodation Deals

Kentucky Dam Village State Resort Park

Kentucky Dam Village State Resort Park

3 out of 5
166 upper village Dr Gilbertsville KY
$68 nightly
The price is $75 total per night from Sep 20 to Sep 21
$75 total
Sep 20 - Sep 21
Total with taxes and fees
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 ...
Opens in a new windowKentucky Dam Village State Resort Park
Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

2.5 out of 5
1891 Lantaff Blvd Madisonville KY
$98 nightly
The price is $109 total per night from Sep 13 to Sep 14
$109 total
Sep 13 - Sep 14
Total with taxes and fees
Stay at this hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (376 reviews)
"Good motel for the price. Will stay again. Pool was fun and enjoyable. Property was kept up nicely."

Reviewed on Sep 3, 2026

Opens in a new windowBaymont by Wyndham Madisonville
Quality Inn Cadiz

Quality Inn Cadiz

2.5 out of 5
153 Broadbent Blvd Cadiz KY
Fully refundable
$63 nightly
The price is $69 total per night from Sep 13 to Sep 14
$69 total
Sep 13 - Sep 14
Total with taxes and fees
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 ...
8.2/10 Very Good! (609 reviews)
"Probably one of the cleanest hotels I've ever stayed in. I found that my hair dryer didn't work and they replaced it immediately no questions asked, overall I was just very happy with my stay there."

Reviewed on Sep 2, 2026

Opens in a new windowQuality Inn Cadiz
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Red Roof Inn Cadiz

Red Roof Inn Cadiz

2 out of 5
154 Hospitality Ln Cadiz KY
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $65 total per night from Sep 6 to Sep 7
$65 total
Sep 6 - Sep 7
Total with taxes and fees
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. ...
8.4/10 Very Good! (460 reviews)
"Staff was helpful! No luggage carts and the towels were very small Ok for one night"

Reviewed on Sep 5, 2026

Opens in a new windowRed Roof Inn Cadiz
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
  • Unlimited mileage
Nashville, Tennessee, USA
Chevrolet Spark

$26

$89 total
found 1 day ago
Economy Chevrolet Spark

Special

Wild Card Compact or larger if available
  • 5 people
  • Unlimited mileage
Nashville, Tennessee, USA
Wild Card Compact or larger if available

$26

$89 total
found 1 day ago
Special Wild Card Compact or larger if available

Compact SUV

Chevrolet Trax
  • 5 people
  • Unlimited mileage
Nashville, Tennessee, USA
Chevrolet Trax

$26

$89 total
found 1 day ago
Compact SUV Chevrolet Trax

Standard Pickup Regular Cab

Ford F-150
  • 5 people
  • Unlimited mileage
Nashville, Tennessee, USA
Ford F-150

$27

$92 total
found 1 day ago
Standard Pickup Regular Cab Ford F-150

Caldwell County

End your search for discount fares on flights to Caldwell County. Orbitz has all the best prices on Caldwell County flights. With Orbitz, you can expect:

Cheap Deals on Flights to Caldwell County

We offer big discounts and last-minute savings on Caldwell County flights. We make it easy for you to research, plan, and book your flight to Caldwell County — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Caldwell County flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Caldwell County flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Caldwell County flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Caldwell County flights to the actual booking. If you want to cancel your flight to Caldwell County, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Caldwell County with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Caldwell County?
Reserve an airfare with one of the 12 airlines that operate services to Nashville Intl. Airport (BNA) and get set for exciting new adventures. This popular airport is the entryway for Caldwell County. When you're ready to check off this region, these top carriers will get you there:

  • Air Canada - 42 flights to Caldwell County per month
  • WestJet - 20 flights to Caldwell County per month
  • British Airways - 16 flights to Caldwell County per month

How much is a flight to Caldwell County?
The cost for a round-trip flight to Caldwell County this week fluctuated from $178 to $579. If you were traveling one-way out of Chicago (ORD), you could have nabbed tickets from just $89.
How to book the cheapest flight to Caldwell County?
Snapping up cheap flights to Caldwell County is as simple as booking with Orbitz. But if you'd like to make sure you're walking away with the best flight deals around, here are some tips worth following:

  • Depending on your departure city, click on the 'Nearby airports' function (located under the departure and arrival options). From time to time, other departure points offer more value for money.
  • If you're flexible with your travel itinerary, click on the 'Show flexible dates' option. You'll see the flight deals for the days around your chosen departure. Fares often vary depending on the day of the week.
  • Select 'Show options' to refine your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • If you've worked out your travel dates, reserve your flight. Ticket prices generally increase as the departure date nears.
  • Make serious savings on your trip by bundling your hotel, flights and car rentals into a package deal. Your wallet will thank you.
  • Flying during peak season can mean steep airfares. Try to plan your vacation outside of popular periods, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Caldwell County?
Book your flights to Caldwell County in January. This is the perfect time of the year for low prices, followed by February and August. Snap up cheap flights and let your dream vacation come true with Orbitz.
What day of the week is the cheapest to book a flight to Caldwell County?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase fares to Caldwell County. The vacation of your dreams starts with an unbeatable flight deal!
What is the cheapest day of the week to fly to Caldwell County?
Everyone loves a bargain, so we recommend flying out earlier in the week to nab cheap flights to Caldwell County. Orbitz data from 2020 shows you can snap up the best deals on flights departing on Mondays. Tuesday is the next cheapest day, while Saturdays are the dearest. Many people like to start their trip at the weekend, so leave those Saturdays for catching up with friends.
What is the cheapest month to fly to Caldwell County?
Consider jetting off in August if you're on a tight budget. Orbitz data shows that this is generally the best month for cheap flights to Caldwell County. June is when ticket prices are at their most expensive.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines offering fare flexibility. Simply select "Filter by flexible change policies" when searching for your flights and hey presto! We'll show you options that include free cancellation, no change fees and of course, the best price.
What do I need for the flight to Caldwell County?
Flying can be a joy if you're well prepared! Make your journey a relaxing one with the following handy hints:

  • Before you step foot on the plane, you'll need to present some sort of government-issued ID, like your passport. You'll also need your ticket. If you're traveling with kids, check with your airline about which documents they require — if any.
  • Take some activities to keep you busy on your trip to Caldwell County. Books and electronic devices like laptops and e-readers are good ideas. Be sure to take a bottle of water as well. Even on a short flight, it's important to stay hydrated.
  • Even if you're traveling in the height of summer, take a hoodie or sweater on board with you. Cabins are notorious for getting downright chilly.

How do I get cheap first-class/business deals to Caldwell County?
If you think a first or business-class fare is beyond your reach, you may want to think again. Here are a few practical tips to help you land a premium flight to Caldwell County for a whole lot less:

  • Flexibility is everything. By being open to different travel dates, you'll have better odds of spotting a sale on your airfares.
  • Look for a low-cost carrier that has seats in business class. They often come with more space and a glass of Champagne — and a nicer price.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket through your flight loyalty scheme.

What is the best time to go to Caldwell County?
Caldwell County is a busy place in August, October and December. If you plan to head there during these months, it would be wise to book in advance to ensure you nab the best deals. Want to know what the summer's like in Caldwell County? Average daily temperatures typically fluctuate between 65 ºF and 85 ºF. Like most of the Northern Hemisphere, summertime starts June 20 here.

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.