1. São Paulo:
- During Standard Time (November to February): Chicago is 2 hours ahead of São Paulo.
- During Daylight Saving Time (March to October): Chicago is 3 hours ahead of São Paulo.
2. Rio de Janeiro:
- During Standard Time (November to February): Chicago is 2 hours ahead of Rio de Janeiro.
- During Daylight Saving Time (March to October): Chicago is 3 hours ahead of Rio de Janeiro.
3. Brasília:
- During Standard Time (November to February): Chicago is 3 hours ahead of Brasília.
- During Daylight Saving Time (March to October): Chicago is 4 hours ahead of Brasília.
4. Manaus (Amazonas):
- Throughout the year: Chicago is 3 hours ahead of Manaus.
So, the time difference between Chicago and Brazil can range from 2 to 4 hours, depending on the region in Brazil and the time of year.