In early June 1988, Chimelis was drafted as a shortstop by the Oakland Athletics in the 11th round of the major league draft and sent to their Southern Oregon A's rookie-league minor league team in Medford, Oregon for the remainder of the 1988 season. Chimelis then was promoted to play for the Modesto Athletics Single-A minor league team in and. Chimelis then played for the minor league Shreveport Captains, a Double-A minor league team in the San Francisco Giants organization, in 1992, 1993, and 1994, and also played for the Giants' Triple-A minor league team, the Phoenix Firebirds, in 1992 and 1993.
While major league players were on strike during spring training in 1995, Chimelis agreed to take the field as part of the San Francisco Giants' replacement team. Once the strike ended, Chimelis headed to the Giants' Triple-A Phoenix minor league club. On June 4, 1995, the Giants called up Chimelis to their major league roster to replace the injured infielder Matt Williams, who had broken a bone in his foot. Although several other major league teams had called up former replacement players, the Giants hadn't done so yet, and its players grumbled about the idea of welcoming a strikebreaker on the team. As a result, Chimelis, who had been hitting.294 at Phoenix, immediately was treated as an outcast by Giants players, who held a players-only meeting at which they excluded Chimelis. "I never associated with a replacement player, and I wasn't about to now", Giants first baseman Mark Carreon told the San Francisco Chronicle in an article that appeared on June 6, 1995. "A lot of us for eight months made sacrifices. I'm sure he's a great guy, but we stood for something." After a threat of player revolt, the Giants sent Chimelis back down to the minor leagues just two days later, on June 6, 1995, without Chimelis ever having appeared in a major league game. "They told me they would get me a flight out the next morning", Chimelis told the Daily Press in an article that was published on August 13, 1996. "But I said, 'The hell with that. I'll go right now.' Why stay when you aren't happy and you aren't wanted? It's hard not to be angry, but there are two ways you can react to that anger. You can cry about it and dig yourself a hole, or you can build from it. All I did was try to support my family. Now I'm just trying to play baseball and do my job." Chimelis was never called back up to the major leagues again, and finished his season in Phoenix. He was released by the Giants during the first week of September in 1995.
Later career
In 1996, Chimelis started the season with the Guerreros de Oaxaca in the Mexican League. On July 26, 1996, he was signed by the Norfolk Tides, the Triple-A minor league club for the New York Mets, and spent the balance of the season there. In 1997, Chimelis played for the Brother Eleplants of CPBL in Taiwan. In 1998, Chimelis played for the Hanwha Eagles in South Korea. Chimelis played in the Mexican League in 2000, for what the Tecolotes de los Dos Laredos. In 2001, Chimelis played in the Mexican League and for the Quebec Capitales in the independent Northern League. He played a stint in Puerto Rico during the winter of 2002, then returned to the Tecolotes later that year, but retired in 2003.
