Cleveland Comedy Shows May 2027
Stand-up comedy, touring comedians, and live comedy shows in Cleveland and nearby areas.
- Updated: November 5, 2026
Cleveland 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.
- 6 Upcoming Shows
- Next Show Starts In:
- Usama Siddiquee
- May 13 · 7:00 PM · Cleveland, OH
- View Tickets
Comedy Shows By Dates
Upcoming Comedy Shows in May
Browse comedy shows by date and venue in Cleveland during May 2027.- May 13, 2027, 7:00 PM Thu — COMEDY, Best Value: Usama Siddiquee at Hilarities 4th Street Theatre At Pickwick & Frolic,
2035 East 4th Street, Cleveland, OH 44115, US. From $54, Avg. price ~ $89, 20 tickets remaining! Select Seats - May 13, 2027, 7:00 PM Thu — COMEDY, High Demand, Pay Later Available: Modi at Mimi Ohio Theatre At Playhouse Square • 1000 seats, 1511 Euclid Avenue, Cleveland, OH 44115, US. From $108, Avg. price ~ $183, 5 tickets remaining! Select Seats
- May 14, 2027, 7:00 PM Fri — COMEDY, Best Value: Usama Siddiquee at Hilarities 4th Street Theatre At Pickwick & Frolic, 2035 East 4th Street, Cleveland, OH 44115, US. From $54, Avg. price ~ $94, 20 tickets remaining! Select Seats
- May 14, 2027, 9:45 PM Fri — COMEDY, Best Value: Usama Siddiquee at Hilarities 4th Street Theatre At Pickwick & Frolic, 2035 East 4th Street, Cleveland, OH 44115, US. From $54, Avg. price ~ $94, 20 tickets remaining! Select Seats
- May 15, 2027, 7:00 PM Sat — COMEDY, Best Value, Weekend Event: Usama Siddiquee at Hilarities 4th Street Theatre At Pickwick & Frolic, 2035 East 4th Street, Cleveland, OH 44115, US. From $54, Avg. price ~ $94, 20 tickets remaining! Select Seats
- May 15, 2027, 9:45 PM Sat — COMEDY, Best Value, Weekend Event: Usama Siddiquee at Hilarities 4th Street Theatre At Pickwick & Frolic, 2035 East 4th Street, Cleveland, OH 44115, US. From $54, Avg. price ~ $94, 20 tickets remaining! Select Seats
All Comedy Shows in May
Comedy Clubs & Venues
Comedy Shows FAQ
What comedy shows are happening in Cleveland during May 2027?
Comedy schedules may include stand-up comedians, touring comedy acts, improv performances, podcast tours, and live comedy specials across Cleveland 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 Cleveland?
Comedy events are often hosted at comedy clubs, theatres, casinos, bars, resorts, and entertainment venues throughout Cleveland.
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 Cleveland?
Yes. National touring comedians and comedy acts regularly perform in Cleveland during May 2027.