Set along Lake Michigan, Chicago delivers a rare mix of architectural beauty, culinary depth, and big-city accessibility. It’s a destination where teams can move seamlessly between high-level strategy and one-of-a-kind experiences, from private stadium access to iconic riverfront moments. Ideal for groups that want energy, sophistication, and standout programming.
Modern and striking, The St. Regis brings a design-forward edge with panoramic views of the skyline and lake. It’s perfect for teams looking for a contemporary, high-impact setting with memorable gathering spaces.
Polished and quietly luxurious, The Peninsula is ideal for executive retreats that require precision, discretion, and elevated service. Rooftop spaces and refined meeting rooms create a strong balance of productivity and experience.
A classic luxury anchor with newly refreshed spaces, the Four Seasons offers comfort, consistency, and lakefront views that ground the experience in calm and focus.
Step onto one of baseball’s most iconic fields for a fully private dining experience. Teams enter through player areas, walk the dugout, and dine on the field or in an exclusive club space. It creates a sense of scale and exclusivity that’s hard to replicate, making it ideal for milestone moments or opening-night impact.
Host a private golf outing at a championship-level course known for elite play and pristine conditions. Whether it’s a structured tournament or relaxed networking rounds, the setting encourages organic conversation, relationship building, and a slower, more intentional pace.
Elevate the classic architecture tour into a fully private experience with onboard dining and curated storytelling. As teams move through the city’s architectural history, the setting naturally sparks conversation and fresh thinking in a way traditional meeting rooms cannot.
Day 1
Morning: Arrival and check-in at The St. Regis Chicago
Afternoon: Opening session and strategy alignment
Evening: Private dinner experience on the field at Wrigley Field
Day 2
Morning: Team breakouts and working sessions
Afternoon: Architectural river cruise with private dining
Evening: Group dinner and rooftop cocktails
Day 3
Morning: Closing breakfast session
Afternoon: Optional golf outing at Olympia Fields Country Club
Evening: Departures