While there haven't been any official announcements about enforcement of social distancing guidelines in Phase 4, it will likely stick to much of the guidance established under Illinois "stay-at-home" order. Law enforcement has been authorized to intervene when they encounter "crowds of people gathering" (in Phase 4, this won't include indoor gatherings of up to 50 people or outdoor gatherings of up to 100 people), "a flagrant violation" (such as an unauthorized business reopening) and "employees being asked to report to work in-person where the business is not supposed to be open or appropriate social distancing precautions are not taking place."
In press conferences, Mayor Lightfoot has made it clear that no one will be arrested for not wearing a face covering. She's hoping that Chicagoans will self-enforce the guidelines the city has provided, encouraging others to wear face masks and maintain social distance.
In Chicago, we know that the Chicago Department of Public Health and the Department of Business Affairs and Consumer Protection will be enforcing the new safety guidelines given to businesses reopening in Phase 3 and Phase 4. We expect that law enforcement may also get involved if customers decide to violate social distancing and face covering guidelines that have been imposed on businesses.