The Chessie was a private, human, entry into the The Great Starship Race. She was sponsored by the C&O Spaceroads, Inc., and was commanded by Captain Samiel Li. (TOS novel: The Great Starship Race).

Participants in the Great Starship Race (2269)

552-4 • Alexandria • Blackjacket • The Blimp • Bluenose IV • Brother's Keeper • Chessie • Cynthia Blaine • Dominion of Proxima • Drachenfels • Eienven • USS Enterprise • Forbearant • Gavelan Star • USS Great Lakes • Haunted Forest • USS Hood • USS Intrepid • Irimlo Si • New Pride of Baltimore • Ozcice • Ransom Castle • River of Will • Specific • Thomas Jefferson • Unpardonable • Valkyrie • Ytaho • Yukon University