Chalkline and Twinspires Team Up $1m Kentucky Derby Freeplay Challenge
Author: Joe Kizlauskas
Last Updated: 23rd February 2023

For the third year in a row, Chalkline, a free-to-play and real-money sports betting site, has partnered with TwinSpires, the Kentucky Derby’s official betting partner, to fuel the TwinSpires $1,000,000 Kentucky Derby Freeplay Challenge.
The Twinspires Freeplay Challenge, which is open to all US residents aged 21 and up, commemorates the 147th Run for the Roses by allowing racing fans to participate by answering 15 questions about the race.
Players will be required to pick which horse to win, as well as predict the winning time, winning margin, and difference in lengths from first to last place, as well as compete in four closely-projected head-to-head matchups.
Biggest event of the year
Chalkline’s CEO, Daniel Kustelski, elaborated on the plan, saying: “The Kentucky Derby is the biggest event of the year for many sports fans, bettors and gaming enthusiasts. Chalkline is thrilled to power the TwinSpires Kentucky Derby Challenge for a third consecutive year and continue a tradition of delivering an exciting chance for racing fans to win big.”
Betting on the Kentucky Derby this year Presented by Woodford Reserve takes place on Friday, April 30. New players at TwinSpires will receive a $200 bonus.