Chickasaw Vacations from $191

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Your Chickasaw Vacation

Our vacation packages to Chickasaw allow you to create your own adventure. Tailor your journey to your style and interests and make the most of your time in this exciting city. You'll want to sightsee during your trip to Chickasaw. Swing by popular attractions like Churchill Downs, Muhammad Ali Center and KFC Yum Center. Whatever your travel plans or the size of your budget, organizing a tailored Chickasaw vacation is simple with Expedia.

The Latest Chickasaw vacation packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Shelbyville by IHG

Candlewood Suites Shelbyville by IHG

2.5 out of 5
Price was $249, price is now $191 per person
$191
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
9/10 Wonderful! (35 reviews)
This hotel was extremely clean and updated. The staff was very friendly and helpful. I felt very comfortable staying here and appreciated the free delicious coffee!

Reviewed on Oct 7, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $969, price is now $679 per person
$679
per person
Dec 9 - Dec 14
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
9/10 Wonderful! (3,617 reviews)
Everything was convenient for our plans. Staff was efficient and friendly.

Reviewed on Oct 15, 2025

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $1,243, price is now $936 per person
$936
per person
Dec 9 - Dec 14
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
9.6/10 Exceptional! (403 reviews)
Really a nice place to stay

Reviewed on Oct 6, 2025

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
Price was $521, price is now $397 per person
$397
per person
Nov 14 - Nov 17
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Louisville (SDF)
8.4/10 Very Good! (1,006 reviews)
We had a small issue but it was resolved quickly

Reviewed on Oct 11, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was $948, price is now $733 per person
$733
per person
Dec 1 - Dec 6
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
8.8/10 Excellent! (821 reviews)
Great place to stay!

Reviewed on Oct 14, 2025

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Discover the most popular places to visit in Chickasaw

Ky Derby festival balloon glow.

Kentucky Exposition Center

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's acclaimed art scene and great live music.

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals as well as a small group of people

Churchill Downs

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

What to do in Chickasaw

Kentucky Derby Museum - Admission with Guided Track Visit

Kentucky Derby Museum - Admission with Guided Track Visit

$22
per adult
Kentucky Derby Museum - Admission with Guided Track Visit
Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

$26
per adult
Derby City Ghosts: Louisville Hauntings Tour
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories

Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories

$15
per traveler
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories
See all activities in Chickasaw

Chickasaw Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $161 total per night from Nov 1 to Nov 2
$161 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (3,669 reviews)
"Always stay at this property when in Louisville."

Reviewed on Oct 10, 2025

Galt House Hotel Trademark Collection by Wyndham
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane, Louisville, KY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Oct 28 to Oct 29
$111 total
Oct 28 - Oct 29
Total with taxes and fees
8.6/10 Excellent! (869 reviews)
"This is the 4th year in a row we have stayed here for Louder Than Life festival, and we will be back for a 5th!"

Reviewed on Oct 13, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $234 total per night from Oct 31 to Nov 1
$234 total
Oct 31 - Nov 1
Total with taxes and fees
9.2/10 Wonderful! (1,644 reviews)
"Great."

Reviewed on Oct 11, 2025

Omni Louisville Hotel
See all 1,994 properties in Chickasaw
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.

Chickasaw Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Top Sights
Kentucky Kingdom, Louisville Slugger Museum and Louisville Zoo

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Frequently asked questions

How much does a Chickasaw vacation package cost?
You can pick up a vacation package to this destination from $191 on Expedia. However, how much your vacation to Chickasaw costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Chickasaw?
If you'd like to book a cheap Chickasaw vacation package, consider traveling in September, November and December. You'll usually find lower prices on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Chickasaw?
With a well-planned itinerary, you can easily visit the top Chickasaw sights in a handful of days. But if you'd like to discover hidden spots or go on day trips, think about booking your Chickasaw vacation for longer.
How to find the best Chickasaw package deals?
Begin your search for a Chickasaw package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Chickasaw package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chickasaw adventure off to a flying start.
Is it cheaper to book a Chickasaw vacation as a package?
You can enjoy significant savings on your Chickasaw getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Chickasaw?
If you have your Chickasaw vacation dates finalized, book as soon as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Chickasaw vacation packages?
Your Chickasaw break is meant to be an escape from your busy life, not a source of money worries. So to give you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.