BOUTIQUE HOTELS IN CHICAGO'S PREMIER NEIGHBORHOODS
Group Hotel Bookings in Chicago
Made Easy
Booking 5–40 rooms? Whether you’re coming for an event, a work trip, or a celebration, we make group stays simple — no complicated contracts, no pressure.
Fast quotes. Flexible options. One dedicated Chicago-based team.
You’re in the Right Place If…
You don’t need to be a professional planner or book dozens of rooms to qualify as a group.
This page is designed for small, non-traditional group stays that don’t fit the standard hotel RFP process.
✔ Booking 5–40 guest rooms
✔ Staying for 1 night or up to 2 weeks
✔ Traveling for an event, work, or celebration
✔ Want flexible terms and a fast answer
✔ Need help choosing the right Chicago location
Common Group Requests We Handle Every Day
Our team specializes in non-traditional group stays across Chicago. Here are just a few examples:
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Event/Convention Groups
Concerts, festivals, marathons, citywide events, conventions
Corporate Team Stays
Sales offsites, leadership meetings, trainings, project teams
Weddings & Social Celebrations
Wedding room blocks, family events, birthdays, girls’ weekends, reunions, drive-in trips
Sports Teams & Fan Travel
Youth and collegiate teams, tournaments, Cubs games, stadium events
Medical & Extended Stays
Hospital visits, visiting physicians, longer stays (4–14 nights)
Not seeing your exact situation? That’s okay — we handle custom group requests every day.
Why Groups Book With Us
Fast Turnaround
Most group quotes are sent the same day — often within 30 minutes.
Flexible Group Options
Courtesy blocks, soft blocks, and small contracts depending on your needs.
Multiple Chicago Locations
Choose from several neighborhoods — or let us recommend the best fit.
One Dedicated Sales Contact
No call centers. No handoffs. One point of contact from start to finish.
Boutique Hotel Experience
Stylish rooms, central locations, and group-friendly layouts.
Our Chicago Hotels
How the Group Booking Process Works
Tell Us About Your Group
Share your dates, estimated room count, and what brings you to Chicago.
We Review & Match Options
Our team evaluates availability and recommends the best hotel(s) and rates.
Receive Your Group Quote
Clear pricing, flexible terms, and next steps — no pressure to book.
Request Your Group Quote
Complete the form below and a member of our group sales team will follow up shortly.