$89 Cheap flights to Caldwell County

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Cheap flights to Caldwell County from $89 One Way, $177 Round Trip

$177 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.

Fri, Aug 14 - Fri, Aug 14
ORD
Chicago
MWA
Marion
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Aug 14 from Chicago to Marion, returning Fri, Aug 14, priced at $177 found 2 days ago
Wed, Sep 16 - Sun, Sep 20
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 4 days ago
$178
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Wed, Sep 16 from Chicago to Owensboro, returning Sun, Sep 20, priced at $178 found 4 days ago
Thu, Aug 6 - Sun, Aug 9
CLT
Charlotte
OWB
Owensboro
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Thu, Aug 6 from Charlotte to Owensboro, returning Sun, Aug 9, priced at $188 found 2 days ago
Tue, Oct 6 - Tue, Oct 13
PHX
Phoenix
PAH
Paducah
$318 Roundtrip, found 5 days ago
$318
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 6 from Phoenix to Paducah, returning Tue, Oct 13, priced at $318 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
BNA
Nashville
MWA
Marion
$366 Roundtrip, found 12 hours ago
$366
Roundtrip
found 12 hours ago
Select Contour Airlines flight, departing Thu, Aug 27 from Nashville to Marion, returning Mon, Aug 31, priced at $366 found 12 hours ago
Tue, Nov 10 - Sat, Nov 14
ORD
Chicago
EVV
Evansville
$405 Roundtrip, found 6 days ago
$405
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Nov 10 from Chicago to Evansville, returning Sat, Nov 14, priced at $405 found 6 days ago
Fri, Jul 31 - Sun, Aug 2
ORD
Chicago
PAH
Paducah
$410 Roundtrip, found 1 day ago
$410
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jul 31 from Chicago to Paducah, returning Sun, Aug 2, priced at $410 found 1 day ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
PIEEvansvilleJuly 26 to August 2$238
ORDMarionJuly 25 to August 1$270
TPAMarionJuly 25 to July 27$1,353
*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
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Aug 3 to Aug 4
$84 total
Aug 3 - Aug 4
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 ...
9/10 Wonderful! (1,152 reviews)
"Always such an excellent stay! Great amenities in a clean room. Location is close to everything!"

Reviewed on Jul 18, 2026

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

Quality Inn Cadiz

2.5 out of 5
153 Broadbent Blvd Cadiz KY
Fully refundable
$59 nightly
The price is $65 total per night from Jul 26 to Jul 27
$65 total
Jul 26 - Jul 27
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! (590 reviews)
"I loved the decor and the absolute cleanliness of the place. The staff was more than polite; they were genuinely nice people!"

Reviewed on Jul 14, 2026

Opens in a new windowQuality Inn Cadiz
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 Aug 2 to Aug 3
$109 total
Aug 2 - Aug 3
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! (360 reviews)
"I had some of the best sleep here. The breakfast is amazing! I guess I bragged too much about the hotel because it was completely booked when I was trying to book it again."

Reviewed on Jul 8, 2026

Opens in a new windowBaymont by Wyndham Madisonville
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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
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $147 total per night from Jul 19 to Jul 20
$147 total
Jul 19 - Jul 20
Total with taxes and fees
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 ...
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.

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

Caldwell County

Save more on flights to Caldwell County while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Caldwell County

Now it is easier than ever to find a discount Caldwell County flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

Use Your Mobile Phone To Secure A Low Cost Flight To Caldwell County

We now offer free apps for the most commonly used mobile devices. You can use your mobile phone to share relevant information pertaining to your trips, view images of local lodgings and take advantage of hotel and car rental discounts that may be available only to mobile device users.

Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Caldwell County flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Caldwell County a breeze.

Frequently asked questions

Which airlines fly to Caldwell County?
Reserve an airfare with one of the 14 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 $177 to $1,353. 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.