The Chickasha Rock Island Ride invites cyclists of all levels to explore the scenic routes around Chickasha, Oklahoma. The event kicks off at 9:00 AM on Saturday, October 3, with various ride options available for participants. Starting from the historic Rock Island Depot located at 100 W. Chickasha Ave., Chickasha, OK, 73018 (GPS Coordinates: 35.051553, -97.932791), cyclists can choose between a 42-mile or a 63-mile road route. Each path is clearly marked with arrows on the pavement for easy navigation; gravel sections are indicated by stakes. For those who prefer to explore using technology, detailed route files can be downloaded from the provided link: . This ensures that participants have a seamless journey, whether they are navigating with their phone or cycling computer. The event organizers promise an exciting day filled with natural beauty and challenging terrain. Both the 42-mile and 63-mile routes will feature a Sprint KOM challenge of 1.6 miles long at specific mile markers: for the 42-milers, it starts at mile marker 31.1; for those tackling the longer route, it begins at mile marker 49. Safety is paramount in this event. Only human-powered bicycles are eligible for prizes associated with KOM and QOM challenges. E-bikes or other motor-assisted bikes will not be considered. Riders must upload their rides to Strava by 10:00 PM on the day of the event, adhering to a riding window between 9 AM and 1 PM. To ensure fairness, all participants are required to follow specific rules. Prize winners for KOM/QOM challenges sponsored by Mosley's Century 21 Real Estate (men) and Taylor Building Systems (women) will be recognized on the Rock Island Ride Facebook page after a thorough review of submissions. The prizes include $100 for first place, $50 for second, and $25 for third. For those looking to support local businesses while enjoying their ride, Chickasha offers several attractions nearby. After completing your route, head over to the Rock Island Arts Festival or enjoy delicious food at the Oklahoma Food Truck Championship, both of which will be happening in close proximity to the start line. Participants are encouraged to park around the Rock Island Depot area between 2nd and 4th streets on Kansas, Colorado, or Iowa Avenues. Additional parking options include grass areas south of the depot. Please respect other attendees by being mindful when choosing a spot as event day traffic will increase significantly due to concurrent activities. Chickasha Ave is closed for the duration of the events; access via Kansas or Colorado from 4th Street (Route 81) is recommended. Safety measures are in place, and any rider who endangers themselves or others may be disqualified. Helmets are required for all participants, and event insurance provided by USA Cycling ensures your peace of mind. Pre-registration guarantees a t-shirt for the first 250 riders, with registration and pickup available on Friday, October 2, from 5:00 PM to 7:00 PM at Brandi’s Bar & Grill. On Saturday morning, the same venue will host additional registrations from 7:00 AM to 8:30 AM. For any queries or further information, reach out through Facebook at . Join us for a day of cycling adventure and support local charities.
Races Offered
10 mile town tour (Road)
Oct 03, 2026
straighten
Distance —
16.9K
terrain
Type —
Cycling
timer
90 days remaining
sell
$25.00
Family Ride Team Discount - 10 Mile Family Discount (up to 5 members of same family)
Oct 03, 2026
straighten
Distance —
16.9K
terrain
Type —
Cycling
timer
90 days remaining
sell
$50.00
Family Ride Team Discount - 28 miles mostly flat (Road)
Oct 03, 2026
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Distance —
46K
terrain
Type —
Cycling
timer
90 days remaining
sell
$25.00
Family Ride Team Discount - 41 miles GRAVEL - hilly
Oct 03, 2026
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Distance —
65.7K
terrain
Type —
Cycling
timer
90 days remaining
sell
$25.00
Family Ride Team Discount - 42 miles hilly (Road)
Oct 03, 2026
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Distance —
68.7K
terrain
Type —
Cycling
timer
90 days remaining
sell
$25.00
Family Ride Team Discount - 63 miles very hilly (Road)
Oct 03, 2026
straighten
Distance —
101.5K
terrain
Type —
Cycling
timer
90 days remaining
sell
$25.00
Weather History
These values represent the 3-year monthly averages for October in Chickasha.
thermostatTemperature
14.4° / 25.6°
wb_sunnyFeels like
11.9° / 23.3°
light_mode
Avg sunshine hours
9h 37m
water_drop
Avg rainfall
1.6 mm
ac_unit
Avg snowfall
—
air
Avg wind speed
14.2 km/h (Gentle breeze)
opacity
Sweat loss rate
High
terrain
Course conditions
Firm and slightly soft
sunny
Max UV Index
Moderate (4.0)
humidity_mid
Humidity
56.4%
wb_twilight
Sunrise
07:38
nightlight
Sunset
18:55
About Chickasha
Learn more about the host city, Chickasha.
Chickasha is a city in the Frontier Country region of Oklahoma.
