Chess's Dream is a 4 year old colt and has raced from 2020 to 2022. He was sired by Jess's Dream out of the Bellamy Road mare Achalaya . He was trained by Michael Maker and has raced for Chester Bishop, and was bred in Florida, United States by Loren Nichols. Chess's Dream has raced at Belmont at Aqueduct, Belmont Park, Canterbury Park, Churchill Downs, Colonial Downs, Gulfstream Park, Penn National, Saratoga, Tampa Bay Downs with wins at Colonial Downs, Gulfstream Park. His has a stakes win at the 2021 Kitten's Joy (G3).