Chickasha Vacations from $278

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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.
Castle Inn & Suites By OYO Chickasha

Castle Inn & Suites By OYO Chickasha

2.5 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oklahoma City (OKC)
4.8/10 (159 reviews)
We were upgraded because the room we booked wasn't ready so that was nice. Andrea was very friendly and accommodating. We will be using the location as we have family in the area and it is very convenient.

Reviewed on Apr 22, 2025

Holiday Inn Express Hotel & Suites Perry by IHG

Holiday Inn Express Hotel & Suites Perry by IHG

2.5 out of 5
per person
Aug 31 - Sep 5
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oklahoma City (OKC)
8.4/10 Very Good! (652 reviews)
Front desk staff were very helpful. Night manager was not. There were some safety features that should be added to the bathrooms and lowering the bed base would make getting in and out of bed much easier.

Reviewed on Jul 20, 2025

Wyndham Grand Oklahoma City Downtown

Wyndham Grand Oklahoma City Downtown

4 out of 5
Downtown Oklahoma City
per person
Sep 4 - Sep 10
found 10 hours ago
Roundtrip flight included
New York (LGA) to Oklahoma City (OKC)
8/10 Very Good! (2,526 reviews)
The bathrooms are in need of some serious upgrades

Reviewed on Jul 24, 2025

OKANA Resort & Indoor Waterpark

OKANA Resort & Indoor Waterpark

4 out of 5
Central Oklahoma City
per person
Sep 4 - Sep 10
found 10 hours ago
Roundtrip flight included
New York (LGA) to Oklahoma City (OKC)
8.6/10 Excellent! (236 reviews)
Had a great time at this resort and water park! The place was clean, well-maintained, and perfect for both fun and relaxation. The water attractions were a hit, and the staff was super friendly. Would definitely come back!

Reviewed on Jul 25, 2025

The Winslow - Oklahoma City

The Winslow - Oklahoma City

3 out of 5
Central Oklahoma City
per person
Sep 4 - Sep 10
found 10 hours ago
Roundtrip flight included
New York (LGA) to Oklahoma City (OKC)
9.2/10 Wonderful! (412 reviews)
Was a nice place quiet in side. Not too many people were staying there.

Reviewed on Jul 23, 2025

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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

Quality Inn

Quality Inn

2.5 out of 5
2101 S 4Th Street, Chickasha, OK
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $67 total per night from Aug 2 to Aug 3
$67 total
Aug 2 - Aug 3
Total includes taxes and fees
7.2/10 Good! (482 reviews)
"Big truck parking Clean facility Good food REALLY BIG CLEAN ROOMS"

Reviewed on Jul 14, 2025

Quality Inn
Super 8 by Wyndham Chickasha

Super 8 by Wyndham Chickasha

2 out of 5
2728 S 4th St, Chickasha, OK
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $75 total per night from Jul 26 to Jul 27
$75 total
Jul 26 - Jul 27
Total includes taxes and fees
7.4/10 Good! (371 reviews)
"Always welcoming"

Reviewed on Jul 9, 2025

Super 8 by Wyndham Chickasha
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 Jul 27 to Jul 28
$132 total
Jul 27 - Jul 28
Total includes taxes and fees
9/10 Wonderful! (236 reviews)
"Very nice. Room was excellent. Staff was professional, knowledgeable and friendly."

Reviewed on Jul 23, 2025

Best Western Plus Chickasha Inn
See all 58 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.

Find the Best Chickasha Vacation Packages

Chickasha Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Will Rogers World Airport (OKC)
Population
16,500
Max Temp Winter
50ºF
Max Temp Summer
95ºF
Top Sights
The Maize at Reding Farm, Grady County Historical Society Museum and Chickasha Sports Complex

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Frequently asked questions

How much does a Chickasha vacation package cost?
You'll find cheap prices from $278 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.