Milwaukee Comedy Shows May 2027
Stand-up comedy, touring comedians, and live comedy shows in Milwaukee and nearby areas.
- Updated: November 12, 2026
Milwaukee comedy shows in May 2027 include stand-up comedians, improv performances, podcast tours, and live comedy events. Comedy performances take place across clubs, theaters, arenas, and entertainment venues throughout the city during the month.
- 3 Upcoming Shows
- Next Show Starts In:
- Charlie Berens
- May 14 · 7:00 PM · Milwaukee, WI
- View Tickets
Comedy Shows By Dates
Upcoming Comedy Shows in May
Browse comedy shows by date and venue in Milwaukee during May 2027.- May 14, 2027, 7:00 PM Fri — COMEDY: Charlie Berens at Riverside Theater - WI • 2450 seats,
116 W Wisconsin Ave, Milwaukee, WI 53203, US. From $57, Avg. price ~ $123, Tickets Available: 368. Select Seats - May 15, 2027, 7:00 PM Sat — COMEDY, Weekend Event: Charlie Berens at Riverside Theater - WI • 2450 seats, 116 W Wisconsin Ave, Milwaukee, WI 53203, US. From $69, Avg. price ~ $165, Tickets Available: 185. Select Seats
- May 22, 2027, 7:00 PM Sat — COMEDY, Best Value, Weekend Event: Amber Autry at Pabst Theater, 144 E Wells St, Milwaukee, WI 53203, US. From $40, Avg. price ~ $90, Tickets Available: 273. Select Seats
All Comedy Shows in May
Comedy Clubs & Venues
Comedy Shows FAQ
What comedy shows are happening in Milwaukee during May 2027?
Comedy schedules may include stand-up comedians, touring comedy acts, improv performances, podcast tours, and live comedy specials across Milwaukee and nearby areas.
Are comedy schedules updated regularly?
Yeah. New comedy performances and additional dates are added often as venues announce updated schedules and special events throughout May.
What types of comedy performances are included?
You’ll commonly find stand-up comedy, improv shows, podcast recordings, sketch comedy, and performances by touring comedians.
Where are comedy shows usually performed in Milwaukee?
Comedy events are often hosted at comedy clubs, theatres, casinos, bars, resorts, and entertainment venues throughout Milwaukee.
Do comedy shows happen during the week?
Absolutely. Many comedy venues host performances throughout the week, while weekends are usually the busiest nights for live comedy.
Do major comedians tour through Milwaukee?
Yes. National touring comedians and comedy acts regularly perform in Milwaukee during May 2027.