Chickasha Vacation Packages

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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.

Top Chickasha Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Oklahoma City near Bricktown

Comfort Inn & Suites Oklahoma City near Bricktown

2.5 out of 5
Central Oklahoma City
per person
Oct 3 - Oct 6
found 24 hours ago
Roundtrip flight included
Kelowna (YLW) to Oklahoma City (OKC)
6.8/10 (1,271 reviews)
The hotel was nice but the surrounding it was a little sketchy. A lot of

Reviewed on Jul. 15, 2025

The Winslow - Oklahoma City

The Winslow - Oklahoma City

3 out of 5
Central Oklahoma City
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Kelowna (YLW) to Oklahoma City (OKC)
9.2/10 Wonderful! (412 reviews)
Great hotel and service staff. Highly recommended

Reviewed on Jul. 6, 2025

The Skirvin Hilton Oklahoma City

The Skirvin Hilton Oklahoma City

4 out of 5
Downtown Oklahoma City
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Kelowna (YLW) to Oklahoma City (OKC)
8.6/10 Excellent! (1,003 reviews)
This was a fantastic stay, peaceful, beautiful architecture, kind wait staff, lovely amenities.

Reviewed on Jul. 14, 2025

La Quinta Inn & Suites by Wyndham Oklahoma City -Yukon

La Quinta Inn & Suites by Wyndham Oklahoma City -Yukon

3 out of 5
per person
Oct 3 - Oct 6
found 24 hours ago
Roundtrip flight included
Kelowna (YLW) to Oklahoma City (OKC)
7.4/10 Good! (1,005 reviews)
I would stay here again

Reviewed on Jul. 9, 2025

Wyndham Grand Oklahoma City Downtown

Wyndham Grand Oklahoma City Downtown

4 out of 5
Downtown Oklahoma City
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Kelowna (YLW) to Oklahoma City (OKC)
8/10 Very Good! (2,526 reviews)
The people were awesome & the hotel is nice.

Reviewed on Jul. 16, 2025

Ready to book your vacation to Chickasha?

 

Choose your dates

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
The price is CA $72 per night from Jul 29 to Jul 30
CA $72
CA $85 total
Jul 29 - Jul 30
includes taxes & fees
7.2/10 Good! (481 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
The price is CA $87 per night from Jul 24 to Jul 25
CA $87
CA $103 total
Jul 24 - Jul 25
includes taxes & 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
The price is CA $159 per night from Jul 20 to Jul 21
CA $159
CA $187 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (232 reviews)
"This was a very clean property and the staff was very nice and helpful. We had a friend playing softball and it was very easy and convenient to get to the fields."

Reviewed on Jun. 29, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chickasha vacation package cost?
You'll find cheap prices from CA $860 on Expedia for your Chickasha break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Chickasha costs.
What are the cheapest months to go to Chickasha?
January, February and October are great times to search for cheap Chickasha vacation packages. Opting to travel in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for Chickasha?
Generally, a handful of days is enough to tick off the top attractions during your Chickasha vacation. But if you'd like to have some time to relax or go on day tours, think about extending your trip.
Is it worth booking a vacation package to Chickasha?
Well known for its views, nature and walking trails, a Chickasha vacation has something for everyone. Be sure to visit main sights like Chickasha Sports Complex and Grady County Fairgrounds, and consider renting a set of 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 fabulous Chickasha package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Chickasha package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Chickasha vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize your Chickasha trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Chickasha?
If you've got your Chickasha vacation dates locked in, book early to score some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Chickasha?

  1. Choose your travel dates: What you want to do in Chickasha and your favourite season can help you decide when to travel.
  2. Budget wisely: Besides the cost of your stay, you'll need to factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Chickasha.
  3. Decide your trip length: Consider how long you want to spend discovering Chickasha. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Chickasha vacation package.

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