Hire holiday party packages
in Chicago.
Full holiday party entertainment packages — host, emcee, custom games, themed performers, and (optionally) characters.
Chicago team building serves three audiences — Loop and West Loop / Fulton Market corporate HQs (law, finance, agency, tech) that want polished indoor formats, North Shore corporates and university-affiliated teams (Northwestern in Evanston, north-suburban HQs) that want gala-adjacent experiences, and convention-week internal teams in town for McCormick shows. We host outdoor scavenger hunts through Millennium Park and the Riverwalk in shoulder seasons, custom murder mysteries at private Fulton Market and River North venues, and game shows for all-hands at the Chicago Athletic Association and the Aon Grand Ballroom. Working improv performers as hosts, cold-weather uniform protocol when the call requires it. All staff are 100% W-2.
Showcraft serves Chicago and the surrounding IL area with 100% W-2 talent, full insurance, and senior captains on every event. Chicago is the trade-show capital of North America. McCormick Place runs IMTS, RSNA, NRA, the Auto Show, and IPPE — each a 50,000+ attendee week — and we staff exhibitor booths, lead-capture leads, and brand-activation crews across all four McCormick buildings. Beyond McCormick we cover Loop corporate events, Magnificent Mile retail openings, festival sampling along the lakefront (Lollapalooza, Taste of Chicago, Air & Water Show), and family days at Wrigley Field and Guaranteed Rate Field. Our Chicago captains know the McCormick freight elevator schedule, the union jurisdictions for booth setup, and how to actually get a 25-person crew through Loop-area load-in during commute hours.
- Holiday Party Packages dispatched anywhere in Chicago
- 100% W-2 staff, fully compliant
- Comprehensive GL + workers' comp on every event
- COI naming your venue and additional insureds
- Captain on-site for events with 6+ staff
Holiday Party Packages at Chicago venues we know.
Other team building we offer in Chicago.
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Questions Chicago buyers ask about holiday party packages.
What's in a Showcraft holiday party package for Chicago?+
Pro emcee, custom game show or interactive entertainment, themed performers, optional characters, and full coordination across the night. Holiday party packages in Chicago are built around your venue, your company size, and the kind of night you want — quiet awards-style or full-energy show.
How early should I book a Chicago holiday party?+
Earlier than you think. Peak weeks (mid-November through mid-December) in Chicago sell out 8-12 weeks ahead. We can sometimes accommodate later bookings with reduced format flexibility, but for first choice of date and venue, lock 10+ weeks before your target night.
Do you handle themed entertainment and characters for Chicago holiday parties?+
Yes — themed performers, improv hosts, and corporate-appropriate characters (mascots, holiday-themed performers, branded characters) for Chicago events. Performers are W-2, fully insured, and briefed on your run-of-show. Send the brief 4-6 weeks out for the cleanest casting.
How customized is the holiday party experience for my Chicago company?+
Fully. The host, games, and themed bits are scripted around your company, your team's inside jokes, and any awards or recognitions you want to weave in. Send your team brief and any year-in-review highlights 3-4 weeks out and we'll build the show around your Chicago group.
Hire holiday party packages in Chicago today. on demand.
Tell us what you're putting on. Quote in minutes, talent on-site in days. No phone tree.