Chickasha Vacations from $559

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Skirvin Oklahoma City, a Hilton Hotel

Skirvin Oklahoma City, a Hilton Hotel

4 out of 5
Downtown Oklahoma City
Price was $632, price is now $559 per person
$559
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
9.4/10 Exceptional! (165 reviews)
I dont have anything negative to say. Everything was great. The staff was so nice and pleasant and friendly. We had a great time there. The hotel is beautiful.

Reviewed on May 27, 2026

OKANA Resort & Indoor Waterpark

OKANA Resort & Indoor Waterpark

4 out of 5
Central Oklahoma City
Price was $748, price is now $641 per person
$641
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
8.8/10 Excellent! (851 reviews)
It was an awesome place to stay with plenty to do and keep the kids busy!!!

Reviewed on Jun 7, 2026

Tru By Hilton Oklahoma City Airport

Tru By Hilton Oklahoma City Airport

2.5 out of 5
Central Oklahoma City
Price was $715, price is now $627 per person
$627
per person
Aug 19 - Aug 23
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Oklahoma City (OKC)
8.4/10 Very Good! (935 reviews)
Very good houskeeping stayed for 6 days cant complain at all

Reviewed on May 17, 2026

Wingate by Wyndham Oklahoma City/Airport

Wingate by Wyndham Oklahoma City/Airport

3 out of 5
West End Corridor
Price was $634, price is now $567 per person
$567
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Oklahoma City (OKC)
6.2/10 (1,423 reviews)
the tv & programming was very confusing, felt like you had to pay just to watch television

Reviewed on Jun 6, 2026

Stone Hill Norman, Trademark Collection by Wyndham

Stone Hill Norman, Trademark Collection by Wyndham

3 out of 5
Price was $623, price is now $560 per person
$560
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Oklahoma City (OKC)
9.2/10 Wonderful! (1,509 reviews)
great location, easy access to freeway and eateries. Breakfast well maintained during the hours it was available.

Reviewed on Jun 6, 2026

Don't see what you're looking for?
See all available trips from Columbus to Chickasha
View all trips

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

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

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

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
$49 nightly
The price is $57 total per night from Jul 3 to Jul 4
$57 total
Jul 3 - Jul 4
Total with taxes and fees
7.2/10 Good! (596 reviews)
"Very disappointed no elevator room was on second floor. Stains on bed covers, blow dryer didn’t work, no coffee in lobby. Very outdated trash cans in hallway from possibly a leak from day before. Would not recommend staying here."

Reviewed on Jun 5, 2026

Quality Inn Chickasha
Fairfield Inn & Suites by Marriott Chickasha

Fairfield Inn & Suites by Marriott Chickasha

3 out of 5
2812 South 4th Street Chickasha OK
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Jun 14 to Jun 15
$126 total
Jun 14 - Jun 15
Total with taxes and fees
9/10 Wonderful! (183 reviews)
"Breakfast is good and lots of options."

Reviewed on May 31, 2026

Fairfield Inn & Suites by Marriott 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
$112 nightly
The price is $131 total per night from Jun 14 to Jun 15
$131 total
Jun 14 - Jun 15
Total with taxes and fees
9.2/10 Wonderful! (323 reviews)
"The room was clean and large space. Breakfast had many options and was good."

Reviewed on Jun 5, 2026

Best Western Plus Chickasha Inn
See all 72 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chickasha vacation package cost?
You'll find cheap prices from $559 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

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