Brookfield Comedy Shows May 2027

Stand-up comedy, touring comedians, and live comedy shows in Brookfield and nearby areas.

  • Updated: November 14, 2026

Brookfield 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.

  • 14 Upcoming Shows
  • Next Show Starts In:
  • Jared Freid
  • May 1 · 9:00 PM · Brookfield, WI
  • View Tickets
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Comedy Shows By Dates

Upcoming Comedy Shows in May

Browse comedy shows by date and venue in Brookfield during May 2027.
Upcoming Shows: 14
  • May 01, 2027, 9:00 PM Sat — COMEDY, Weekend Event: Jared Freid at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $64, Avg. price ~ $96, 24 tickets remaining! Select Seats
  • May 07, 2027, 7:00 PM Fri — COMEDY, Best Value: Nurse Blake at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $55, Avg. price ~ $103, Tickets Available: 38. Select Seats
  • May 07, 2027, 9:15 PM Fri — COMEDY, Best Value: Nurse Blake at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $55, Avg. price ~ $108, Tickets Available: 36. Select Seats
  • May 08, 2027, 6:30 PM Sat — COMEDY, Best Value, Weekend Event: Nurse Blake at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $55, Avg. price ~ $99, Tickets Available: 34. Select Seats
  • May 08, 2027, 9:00 PM Sat — COMEDY, Best Value, Weekend Event: Nurse Blake at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $55, Avg. price ~ $108, Tickets Available: 36. Select Seats
  • May 09, 2027, 6:00 PM Sun — COMEDY, Best Value, Weekend Event: Nurse Blake at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $55, Avg. price ~ $106, Tickets Available: 36. Select Seats
  • May 14, 2027, 7:00 PM Fri — COMEDY, Best Value, High Demand: Chris Distefano at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $58, Avg. price ~ $212, Tickets Available: 78. Select Seats
  • May 14, 2027, 9:15 PM Fri — COMEDY, Best Value, High Demand: Chris Distefano at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $58, Avg. price ~ $212, Tickets Available: 78. Select Seats
  • May 15, 2027, 5:30 PM Sat — COMEDY, High Demand, Weekend Event: Chris Distefano at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $71, Avg. price ~ $245, Tickets Available: 32. Select Seats
  • May 15, 2027, 7:30 PM Sat — COMEDY, Best Value, High Demand, Weekend Event: Chris Distefano at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $58, Avg. price ~ $212, Tickets Available: 78. Select Seats
  • May 21, 2027, 7:00 PM Fri — COMEDY, Best Value: Jay Jurden at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $57, Avg. price ~ $82, 28 tickets remaining! Select Seats
  • May 21, 2027, 9:15 PM Fri — COMEDY, Best Value: Jay Jurden at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $52, Avg. price ~ $135, Tickets Available: 70. Select Seats
  • May 22, 2027, 6:00 PM Sat — COMEDY, Best Value, Weekend Event: Jay Jurden at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $57, Avg. price ~ $82, 28 tickets remaining! Select Seats
  • May 22, 2027, 8:30 PM Sat — COMEDY, Best Value, Weekend Event: Jay Jurden at Milwaukee Improv, 20110 Lower Union Street, Brookfield, WI 53045, US. From $57, Avg. price ~ $82, 28 tickets remaining! Select Seats

Comedy Clubs & Venues

Explore comedy clubs, theatres, and venues hosting stand-up comedians and live comedy performances in Brookfield and nearby areas.

Comedy Shows FAQ

Quick answers about stand-up comedians, comedy tours, and live comedy performances happening in Brookfield during May 2027.

What comedy shows are happening in Brookfield during May 2027?

Comedy schedules may include stand-up comedians, touring comedy acts, improv performances, podcast tours, and live comedy specials across Brookfield 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 Brookfield?

Comedy events are often hosted at comedy clubs, theatres, casinos, bars, resorts, and entertainment venues throughout Brookfield.

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 Brookfield?

Yes. National touring comedians and comedy acts regularly perform in Brookfield during May 2027.