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Comedy shows in Chicago

Made for those who would rather spend their evening laughing at a live performance than sitting in a quiet room.

Based on 505 Opinions
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Updated April 2026
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Comedians You Should Know (CYSK) image 1
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Small, intimate space offers a cozy atmosphere with a lively crowd. Wednesday comedy shows feature fresh lineups and casual vibes perfect for discovering new talent. Food and drinks from the adjoining restaurant add a relaxed, enjoyable vibe.

Comedy shows happen on Wednesday nights with a lineup that feels spontaneous and fresh. The vibe is casual, making it easy to discover new stand-up talent on a whim.

People are saying

"It's a hilarious experience with inexpensive, fun activities."

"The performers at the comedy show had us dying laughing all night."

"The Date Spots here always have a great lineup."

Good to know

1

The entire experience costs $15.

2

Comedians perform 8 to 15 minute sets during the show.

3

The show has no item minimum requirement.

02
The Comedy Clubhouse image 1

Small, intimate comedy club with a cozy atmosphere and sharp improv shows that deliver great laughs. Laid-back vibe encourages audience interaction. Unique self-serve beer wall offers local drafts, adding to the fun experience.

Improv comedy shows here deliver great laughs with a casual vibe. Mike's shows offer quality performances that stand up to bigger theaters.

People are saying

"The improv here is sharp, funny, and incredibly entertaining."

"You can pour your own craft beer by the ounce here."

"I was rolling and crying with laughter at the comedy show."

Good to know

1

Tickets for shows are affordable, typically half the price of larger theaters.

2

The venue hosts three shows on Saturday nights starting at 6:30 pm.

3

Food and drinks are reasonably priced, with a pay-by-the-ounce craft beer tap.

03
Logan Square Improv image 1

Intimate improv theater with 50 seats offers a cozy, welcoming vibe. BYOB policy adds to the relaxed atmosphere. Comedy shows feature lively performances from both serious and casual comedians.

Shows offer a fun comedy experience with options for both serious stand-up and casual hobbyists. Performances keep a lively, engaging vibe throughout.

People are saying

"You can see awesome Improv shows for only $5."

"It's a fun date night with $5 tickets and BYOB."

"The comedy shows here always make me laugh."

Good to know

1

Tickets are only $5 for all shows, making it very affordable.

2

The Sunday Show starts at 8 pm and is highly recommended.

3

Arrive 10 minutes early for open seating to get a good spot.

04
RED ROOM Comedy Club image 1

Small venue offers intimate comedy with top-tier talent delivering nonstop laughs. Cozy atmosphere and dim lighting create a close connection between performers and audience. Friendly vibe supports local comedy with engaging shows.

Small venue suits intimate comedy shows well. Performances deliver genuine laughs and keep the audience engaged.

People are saying

"It's an intimate space that makes the comedy shows more enjoyable."

"The local talent here is hilarious and keeps you laughing."

"This comedy show was so awesome and actually funny."

Good to know

1

Tickets are very affordable, making it accessible for most visitors.

2

There is a 2-item minimum requirement for each guest during shows.

3

Parking is easy to find and free near the venue.

05
Cole's Bar image 1

Narrow space blends dive bar vibes with live jam bands and local art. Open mic nights on Wednesdays showcase stand-up comedy from local talent. Crowd enjoys affordable drinks and a lively, authentic counterculture atmosphere.

Open mic nights happen on Wednesdays with stand-up comedy performances. Shows feature a mix of local comedians delivering funny sets.

People are saying

"It's a chill, friendly dive bar with pool tables and live music."

"I had a blast at the super funny comedy show."

"I found the drinks to be cheap and tasty."

Good to know

1

There is a $10 minimum for card payments, equivalent to two drinks.

2

Expect a lively atmosphere with frequent live events like comedy and music.

3

Open mic nights happen regularly, showcasing local talent.

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The Comedy Bar image 1
Comedy club

Comedy club features an intimate venue with a circular stage that draws performers close. Shows like Lavelle Dontae's deliver hilarious moments in a cozy, interactive setting. Small round tables add to the relaxed atmosphere perfect for laughter and fun.

Comedy shows here are highly interactive and take place in an intimate setting. Performances like those by Lavelle Dontae bring hilarious moments that stand out.

People are saying

"The food here was excellent and delicious."

"The comedians here are really funny and provide great laughs."

"I was crying laughing during this comedy show!"

Good to know

1

There is a two-drink or food minimum at the venue.

2

The entrance is located at the back of the building.

3

Parking can be an issue near the venue.

07
Bad Coffee image 1
Coffee shop

Open space with exposed ductwork and art-inspired design creates a funky vibe. Monthly comedy shows on Friday nights bring energy and draw crowds. Live music on a hidden stage adds to the lively, eclectic atmosphere.

Monthly comedy shows feature talented performers and happen on Friday nights. The events add a cool vibe to the venue and draw regular attendees.

People are saying

"I found the coffee here to be smooth and well pulled."

"The space here is so cool, with a unique vibe for chatting."

"I've been to three of their monthly comedy shows."

Good to know

1

The coffee shop hosts monthly comedy shows featuring talented performers.

2

Comedy shows take place on Friday nights; check the schedule for details.

3

Free parking is available on Ravenswood and Berteau streets.

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The Second City image 1
Comedy club

Small venue offers intimate seating and spot-on lighting for a lively comedy night. Shows mix SNL-style humor with fresh sketches, keeping energy high. Onsite bar and table service add convenience to the fun atmosphere.

Shows feature live improv and sketch comedy with a professional level of performance. Comedy blends SNL-style humor with fresh, hilarious sketches that keep the energy high and the laughs coming.

People are saying

"The improv here is so funny, it feels scripted."

"You'll have a fun night full of laughs here."

"I found the comedy show here genuinely funny and expertly crafted."

Good to know

1

The line to get in starts approximately 45 minutes before the show.

2

The Second City does not require a two-drink minimum.

3

The entrance for the main stage is on North.

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THE BAR 10 DOORS image 1

Bar has a dimly lit vibe with live DJ music and an outdoor patio. Wednesday comedy shows bring a crowded crowd and run long, keeping energy high. Smoking allowed inside suits casual drinks and socializing with a mature crowd.

Wednesday night comedy shows start smoothly with a relaxed atmosphere. The setup draws a crowded crowd and the shows run long, keeping the energy going.

People are saying

"The owner told me to come back when he would be in."

"It's a great place to have a party with great music."

"The food here is awesome."

Good to know

1

The open mic comedy nights are on Wednesdays at 9 PM.

2

Expect a $10 entry fee for events.

3

Arrive by 8:30 PM to secure a seat for the comedy show.

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Second City Main Stage image 1
Theater company

Small theater offers an intimate setting with table service for food and drinks. Comedy shows deliver sharp, creative sketches with politically charged content that sparks lively interaction. Seating is tight but atmosphere stays comfortable and engaging.

Comedy shows feature sketch performances like โ€œBest of 65โ€ on the main stage. Some skits include politically charged content, which can shift the tone unexpectedly.

People are saying

"The show was hilarious and the cast was so talented."

"The food menu is limited but perfect for snacks."

"I found the comedy show very entertaining."

Good to know

1

Reservations are recommended for popular shows to secure good seating.

2

Food and drinks can be ordered from your seat during the performance.

3

Parking is available in an attached garage, costing between $26 to $50.

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