Chessboard rhymes with:
pressboard, baseboard, pressboard, smorgasbord, aboveboard, baseboard, billboard, blackboard, cardboard, checkerboard, chipboard, clapboard, clipboard, containerboard, dartboard, dashboard, fiberboard, fibreboard, fingerboard, floorboard, hardboard, headboard, inboard, keyboard, linerboard, mopboard, onboard, outboard, overboard, paperboard, pegboard, plasterboard, pressboard, scoreboard, seaboard, shipboard, skateboard, smorgasbord, snowboard, springboard, storyboard, surfboard, switchboard, wallboard, washboard
Chessboard sounds like:
cabaret, cafferty, capehart, capriati, capriotti, cavort, chauffeured, chevrette, chipboard, cobert, cooperate, cooperated, copperhead, copywrite, copywrited, covered, covert, cowperthwaite, cupboard, cypert, cyphert, cypriot