Crossword clues for the word: CHICAGOCUBS The word CHICAGOCUBS has appeared as an answer to at least 8 crossword clues on different crossword puzzles. Crossword clues for CHICAGOCUBS Showing 1 to 8 of 8 results Clue(s) 1907 World Series winners 1908 World Series champs Dream participant in the 2003 World Series... Hard-luck subject of this puzzle Illinois baseball team Last championship was in 1908? National League Central MLB team for which Chuck Connors played 66 games in 1951 (2 wds.) NL Central team that lost 101 games in 2012, then won the World Series four years later: 2 wds.