Chickasha Vacations from $461

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Your Chickasha Vacation

Pick a Chickasha vacation package and focus on what counts — enjoying yourself. This means no more travel planning headaches, just more time to discover what's special about this interesting city, such as its friendly locals and rich history. Grady County Fairgrounds, Chickasha Sports Complex and Grady County Historical Society Museum are just a few of the sights you'll want to explore during your trip to Chickasha. Whoever you're going away with and whatever the size of your budget, your ultimate Chickasha vacation is just a few clicks away with Expedia.

The Latest Chickasha vacation packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Oklahoma City -Yukon

La Quinta Inn & Suites by Wyndham Oklahoma City -Yukon

3 out of 5
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
7.4/10 Good! (1,007 reviews)
Full suite for under 100.

Reviewed on Jul 31, 2025

OYO Hotel Oklahoma City South I-35 and SE 29th

OYO Hotel Oklahoma City South I-35 and SE 29th

3 out of 5
Central Oklahoma City
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
5.8/10 (699 reviews)
Carpet in room torn, no shampoo,balcony walkway a trip hazard with broken concrete

Reviewed on Jan 3, 2025

OKANA Resort & Indoor Waterpark

OKANA Resort & Indoor Waterpark

4 out of 5
Central Oklahoma City
per person
Oct 20 - Oct 22
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Oklahoma City (OKC)
8.8/10 Excellent! (355 reviews)
Wonderful place. Lots of fun and the staff is very kind.

Reviewed on Aug 17, 2025

La Quinta Inn & Suites by Wyndham Oklahoma City - Moore

La Quinta Inn & Suites by Wyndham Oklahoma City - Moore

3 out of 5
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
8.2/10 Very Good! (1,000 reviews)
Breakfast choices were gooid

Reviewed on Aug 1, 2025

6BR Retreat Comfort Convenience Kitchen 16

6BR Retreat Comfort Convenience Kitchen 16

2 out of 5
Central Oklahoma City
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
No reviews
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Discover the most popular places to visit in Chickasha

Chickasha Sports Complex

Explore the great outdoors at Chickasha Sports Complex, a lovely green space in Chickasha. Stroll along the riverfront or visit the casinos in this family-friendly area.

Chickasha Sports Complex

The Maize at Reding Farm

Enjoy a stop at The Maize at Reding Farm, an entertaining place to visit in Chickasha. Stroll along the riverfront or visit the casinos while you're in the area.

The Maize at Reding Farm

Grady County Historical Society Museum

You can spend time studying the exhibits at Grady County Historical Society Museum during your trip to Chickasha. Stroll along the riverfront or visit the casinos while you're in the area.

Grady County Historical Society Museum

Chickasha Hotel Deals

Best Western Plus Chickasha Inn

Best Western Plus Chickasha Inn

2.5 out of 5
430 S GRAND AVE, Chickasha, OK
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $132 total per night from Aug 24 to Aug 25
$132 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (243 reviews)
"Upon check in by a very lovely lady, I was advised there were no coffee pots in the rooms per a new Best Western policy. I stated "If I had known that, I would not be staying here"....the checkin lady was very accomodating and sought out a coffee pot and pods that I could take to my room. The staff ..."

Reviewed on Aug 12, 2025

Best Western Plus Chickasha Inn
Quality Inn

Quality Inn

2.5 out of 5
2101 S 4Th Street, Chickasha, OK
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $68 total per night from Aug 20 to Aug 21
$68 total
Aug 20 - Aug 21
Total includes taxes and fees
7.2/10 Good! (483 reviews)
"Very quiet. Easy parking. Easy access to interstate and to all the local restaurants. The atrium and pool area were nice and the breakfast was fantastic!"

Reviewed on Jul 27, 2025

Quality Inn
Hampton Inn Chickasha

Hampton Inn Chickasha

2.5 out of 5
3004 S 4th St, Chickasha, OK
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Aug 25 to Aug 26
$128 total
Aug 25 - Aug 26
Total includes taxes and fees
8.8/10 Excellent! (388 reviews)
"Excellent service at the front desk for check in, room was very nice, breakfast was good and the coffee was the best yet in a hotel."

Reviewed on Aug 9, 2025

Hampton Inn Chickasha
See all 59 properties in Chickasha
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.

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Frequently asked questions

How much does a Chickasha vacation package cost?
You'll find cheap prices from $461 on Expedia for your Chickasha getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Chickasha costs.
What are the cheapest months to go to Chickasha?
November, December and January are great times to search for cheap Chickasha vacation packages. Choosing to travel in quieter periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Chickasha?
With a well-planned itinerary, you can easily hit the top Chickasha attractions in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Chickasha vacation for longer.
Is it worth booking a vacation package to Chickasha?
Popular for its family-friendly attractions, views and nature, a Chickasha vacation offers something for everyone. Be sure to visit leading sights like Chickasha Sports Complex and Grady County Fairgrounds, and consider renting some wheels for day trips to discover even more.
How to find the best Chickasha package deals?
Use Expedia's filters to help you find some great Chickasha package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Chickasha package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Chickasha vacation as a package?
You can enjoy significant savings on your next Chickasha retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chickasha?
If you've got your Chickasha travel dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Chickasha vacation packages?
Your Chickasha getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.