Chickasha Vacations from $463

Book a Hotel + Flight or Car together to unlock savings

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.
Hampton Inn Oklahoma City-Northwest

Hampton Inn Oklahoma City-Northwest

2.5 out of 5
Central Oklahoma City
Price was $517, price is now $463 per person
$463
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Oklahoma City (OKC)
8.2/10 Very Good! (1,002 reviews)
The place was 100% clean and the staff was very polite!!

Reviewed on Jan 18, 2026

The Skirvin Hilton Oklahoma City

The Skirvin Hilton Oklahoma City

4 out of 5
Downtown Oklahoma City
Price was $869, price is now $718 per person
$718
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Oklahoma City (OKC)
9.6/10 Exceptional! (69 reviews)
The elevators are kinda annoying

Reviewed on Jan 10, 2026

Bricktown Hotel & Extended Stay

Bricktown Hotel & Extended Stay

2.5 out of 5
Central Oklahoma City
Price was $546, price is now $471 per person
$471
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Oklahoma City (OKC)
6.8/10 (312 reviews)
Todo muy bien excepto que La ducha estaba tupida!

Reviewed on Jan 11, 2026

The Winslow - Oklahoma City

The Winslow - Oklahoma City

3 out of 5
Central Oklahoma City
Price was $677, price is now $594 per person
$594
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Oklahoma City (OKC)
9.2/10 Wonderful! (562 reviews)
Great location, friendly staff, clean room.

Reviewed on Jan 14, 2026

Country Inn & Suites by Radisson, Oklahoma City-Bricktown, OK

Country Inn & Suites by Radisson, Oklahoma City-Bricktown, OK

2 out of 5
Central Oklahoma City
Price was $553, price is now $498 per person
$498
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Oklahoma City (OKC)
8.6/10 Excellent! (1,082 reviews)
Clean room, stove top is awesome for quick meals

Reviewed on Jan 26, 2026

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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 Chickasha

Quality Inn Chickasha

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 Feb 1 to Feb 2
$64 total
Feb 1 - Feb 2
Total with taxes and fees
7/10 Good! (540 reviews)
Everything was good

Reviewed on Jan 10, 2026

Quality Inn Chickasha
Hampton Inn Chickasha

Hampton Inn Chickasha

2.5 out of 5
3004 S 4th St Chickasha OK
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $107 total per night from Feb 22 to Feb 23
$107 total
Feb 22 - Feb 23
Total with taxes and fees
8.8/10 Excellent! (407 reviews)
Has an issue getting into our room, but they switched us and got us right in regardless of the V winter storm.

Reviewed on Jan 25, 2026

Hampton Inn 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
$116 nightly
The price is $136 total per night from Jan 29 to Jan 30
$136 total
Jan 29 - Jan 30
Total with taxes and fees
9/10 Wonderful! (279 reviews)
The location is in close proximity to the fairgrounds which made driving back and forth to our event quick and easy. Room was clean and comfortable.

Reviewed on Dec 21, 2025

Best Western Plus Chickasha Inn
See all 74 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 $463 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.

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