Dogs Day Inn

One of the longest-running boarding operations in the directory — trading since 1999 on Wrightwood Avenue, west of Ashland.

Cage-free, with a yard. Dogs sleep on beds rather than in kennels, and the facility has a spacious outdoor play yard, which is less common than it sounds in a city where many daycares are entirely indoors. There are two distinct play areas for dogs of different sizes and play styles.

Licensing. The business states it is licensed as an animal care service provider by the State of Illinois and the City of Chicago. Both licences are required to operate legally, so this is a baseline rather than a distinction, but it is one that many operators do not bother to state.

Hours are split, not continuous. Drop-off and pickup happen in morning and afternoon windows with the middle of the day closed — 7:00 to 11:00 AM and 2:00 to 7:00 PM on weekdays, shorter at weekends. That is a common pattern for cage-free facilities, where the closed hours are when the dogs are actually playing and nobody is at the desk.

Location. The site describes itself as near Lincoln Park and serving Lincoln Park, Bucktown, Logan Square and Wicker Park. The address itself is in Lincoln Park, on its western edge.

What is not published. Vaccination requirements, temperament testing and nightly rates are not on the site.

Source: the business's own site, read 2026-09-25.