Chicago & Suburbs
Clean Corporate Comedian for Chicago Events
When you book the entertainment, the night's success is on you. If the comedian falls flat or crosses a line, everyone remembers who booked the act. Dan Deibert takes that worry off your plate with clean, HR-friendly stand-up for Chicago conference nights, awards banquets and company holiday parties, the kind of show the leadership table and the newest hires enjoy together. And with a radio career that included Chicago's WGN and WIND, he knows this town's audiences.
Why planners in Chicago book Dan
- Nobody has to brief HR afterward. Dan's laughs come from the things everyone in the room recognizes, not shock value, so the only follow-up you'll get is compliments.
- You're booking a proven pro. More than 30 years on stage and runner-up in the national Jay Leno Comedy Challenge. Your event won't be his first corporate crowd.
- The show fits your event, not the other way around. Tell Dan about your group, your venue and your goals, and the proposal is written around them.
- One less thing to coordinate. Dan drives in from Waukesha, Wisconsin, so there are no flights or airport pickups to manage.
Corporate comedy in Chicago
Chicago's event calendar runs from trade shows at McCormick Place and receptions at Navy Pier to banquets in downtown hotels such as the Hyatt Regency Chicago, then out to the suburban hotels and conference centers that serve O'Hare and the northwest suburbs. Dan can perform in any of those settings, whether it's a hotel ballroom, a convention center meeting room or a private dining room, as long as the room is set up for comedy.
The local connection is real. Dan was born in Illinois, and alongside his comedy he spent 25 years as a radio talk show host in cities including Chicago, on WGN and WIND. He has also appeared on The Bob & Tom Show and Sirius XM.
Over the years Dan has played every kind of room, from the back room of a Rocky Rococo to the main ballroom at the Palmer House Hilton. The room changes. The laughs don't.
Chicago events Dan performs at
- Conference evenings. After a full day on the show floor, attendees want something lighter than another session. See Dan's convention and conference shows.
- Awards banquets. A set after dinner keeps the room together between the meal and the last award.
- Holiday parties. One show the whole company can enjoy together, from the interns to the executive team. Read more about booking a clean comedian for your holiday party.
- Client appreciation nights. Comedy gives your guests a shared memory of the evening, and a reason to say yes next year.
- Fundraisers. Laughter loosens the room before the paddle raise, as long as the auction runs before or after the show rather than during it.
Show formats
- Stand-up set. A typical show runs 60 minutes, and the length flexes to fit your agenda.
- Emcee or host. Dan emcees awards banquets, galas and conferences. He welcomes the room, introduces speakers, presents awards, runs the raffle or paddle raise and keeps the program on schedule.
- Interactive trivia and comedy. For a group that would rather play than watch, Dan's HIP Trivia blends hosted trivia, game show moments and comedy. See HIP Trivia.
How to book Dan for your Chicago event
Request a quote
Tell Dan about your group, venue and date. He'll get back to you within 1 business day with a proposal written for your event.
Lock in your date
Confirm the details and the show is set. No surprises and no last-minute scramble.
Enjoy the night
Sit back, laugh with your team and take the credit. You earned it.
See Dan on stage
From Chicagoland event planners
"We contacted Dan a couple of months prior to our event and couldn't have been more pleased with his comments and suggestions. This was our first time organizing this type of event and Dan made sure we got everything we wanted at a price we thought we could afford. Dan Deibert was fantastic! He had the crowd engaged and laughing and crying at the same time. We had a photographer there from a local paper who ended up staying for the entire event because she was enjoying herself so much."
"We hired Dan for a company outing. Dan was hilarious and had everyone laughing throughout his entire performance. I received multiple compliments after the show, and many asked 'where did you find him?'. Dan was very professional throughout the whole process of setting up the event and finalizing the booking. I would for sure have him again at another outing, and would definitely recommend him to a friend!"
"Does your group want a performer who is the utmost professional, extremely funny, yet respectful of the wishes of your group? Then look no further! You have found such a person in Dan Deibert! Dan made our member appreciation event perfect and we received so many compliments about his great performance. We can't wait to have him back again!"
Chicago event FAQ
Do you perform in downtown Chicago and the suburbs?
Yes. Dan performs at venues across the Chicago area, from downtown hotels and the convention center to suburban conference spaces. He is based in Waukesha, Wisconsin, so a Chicago event is a drive for him rather than a flight.
Is the show clean enough for a corporate audience?
Yes. Dan's comedy is clean and HR-friendly, written for mixed rooms of colleagues, clients, spouses and leadership. It's clean but never tame: fast, grown-up material that keeps the room laughing without anyone wondering what is coming next.
How long is the show?
A typical show runs 60 minutes, and the length is flexible. Tell Dan how much time your agenda allows and he will fit the set to it.
What does the venue's AV team need to provide?
A good sound system and a handheld microphone, tested in the room before guests arrive, plus light on the performance area. Dan's free event checklist covers the full setup and is worth forwarding to your venue's event manager.
Bring clean comedy to your Chicago event.
Skip the polite chuckles and the awkward Monday conversations. Give your team a night they'll still be quoting at next year's party, and take the credit for booking it.
Get a Quote
Email dan@dandeibert.com
Call or text 262-333-0494