Chicago is exactly 1 hour behind Miami year-round. When it's 3:00 PM in Miami, it's 2:00 PM in Chicago. Both cities observe daylight saving time on the same schedule.
Chicago uses Central Time while Miami uses Eastern Time. The 1-hour difference remains constant throughout the year.
Any business hours work great! With only a 1-hour difference, 9:00 AM - 5:00 PM Chicago corresponds to 10:00 AM - 6:00 PM Miami. Full business day overlap.
Chicago and Miami are major US airline hubs. American Airlines connects the cities frequently, and many Chicagoans vacation in Miami, especially during winter.