Chickasha Vacations from $322

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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.
Homewood Suites by Hilton Oklahoma City Airport

Homewood Suites by Hilton Oklahoma City Airport

3 out of 5
Price was $403, price is now $322 per person
$322
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oklahoma City (OKC)
8.6/10 Excellent! (1,004 reviews)
It was a great room with a small kitchenette. It was nice and clean. We enjoyed our stay.

Reviewed on Aug 23, 2025

OKANA Resort & Indoor Waterpark

OKANA Resort & Indoor Waterpark

4 out of 5
Central Oklahoma City
Price was $524, price is now $378 per person
$378
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oklahoma City (OKC)
8.8/10 Excellent! (430 reviews)
Rooms and hallways were very clean. Common spaces were pretty clean. Only thing I could say is the tables in front of the market didn’t get wiped, so we did it ourselves but other than that, it was great

Reviewed on Oct 7, 2025

The Whispering Pines Inn Bed & Breakfast

The Whispering Pines Inn Bed & Breakfast

3.5 out of 5
Price was $723, price is now $554 per person
$554
per person
Dec 2 - Dec 7
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
9.2/10 Wonderful! (254 reviews)
Visiting our OU daughter. Excellent experience here. Beautiful property and service, nice and calm. Only 15 minutes to campus. We’ll be staying here from now on for our Norman trips.

Reviewed on Oct 4, 2025

Omni Oklahoma City Hotel

Omni Oklahoma City Hotel

4 out of 5
Downtown Oklahoma City
Price was $599, price is now $479 per person
$479
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oklahoma City (OKC)
9.4/10 Exceptional! (1,583 reviews)
The hotel is beautiful. It’s a very convenient location. Staff was very professional!

Reviewed on Oct 4, 2025

The Winslow - Oklahoma City

The Winslow - Oklahoma City

3 out of 5
Central Oklahoma City
Price was $408, price is now $328 per person
$328
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oklahoma City (OKC)
9.2/10 Wonderful! (477 reviews)
Next to freeway very noisy. Homeless people wandering around

Reviewed on Sep 30, 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
$54 nightly
The price is $64 total per night from Oct 9 to Oct 10
$64 total
Oct 9 - Oct 10
Total with taxes and fees
7.2/10 Good! (503 reviews)
"Nice room clean"

Reviewed on Sep 28, 2025

Quality Inn
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
$112 nightly
The price is $131 total per night from Oct 12 to Oct 13
$131 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (251 reviews)
"The front desk manager was friendly and helpful during check-in. The breakfast manager was also very nice and helpful in the morning. We were only there 1 night but staff was nice and the facilities & room were very clean. Great Halloween decorations. You can tell the hotel is run well."

Reviewed on Sep 23, 2025

Best Western Plus Chickasha Inn
Holiday Inn Express & Suites Chickasha by IHG

Holiday Inn Express & Suites Chickasha by IHG

2.5 out of 5
2610 S 4th St, Chickasha, OK
Fully refundable
$95 nightly
The price is $111 total per night from Oct 12 to Oct 13
$111 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (329 reviews)
"No complaints"

Reviewed on Oct 4, 2025

Holiday Inn Express & Suites Chickasha by IHG
See all 69 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.

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 $322 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.