The answer to the question is hiding inside the question: Chicago is what attracted/attracts so many hispanics to the Chicago area. It's a big city forchristssake.
No where in the midwest really has more Caribbean Hispanics than Mexicans, I'm pretty sure even Cleveland hispanics are mostly mexicans.
But for what its worth Chicago does have a large Puerto Rican population. I believe Luis Gutiérrez district is split between a Puerto Rican section and a Mexican section and he is puerto rican.
