Things to do this weekend in Chicago

Sunday, Nov 15

The Winter’s Tale

Navy Pier - Rooftop Terrace

Experience Shakespeare's The Winter's Tale at Navy Pier. A must-see for theater enthusiasts and fans of classic literature.

Sunday, Nov 15

A Midsummer Night’s Dream

Navy Pier - Rooftop Terrace

Enjoy Shakespeare’s magical comedy, A Midsummer Night’s Dream, perfect for families and theater lovers this holiday season.

Sunday, Nov 15

Todd Glass Chicago Tickets | November 11-15 , 2026

The Den Theatre

Laugh with Todd Glass at The Den Theatre. A must-see for comedy fans looking for a night of humor and spontaneity.

Sunday, Nov 15

A Midsummer Night’s Dream

Navy Pier

Enjoy Shakespeare’s magical comedy, perfect for families and fans of classic theater during the holiday season.

Sunday, Nov 15

Roll for Comedy

The Newport Theater

Enjoy a unique blend of Dungeons & Dragons and stand-up comedy at The Newport Theater in Chicago.

Sunday, Nov 15

Sunday Night Stand Up Comedy

Laugh Factory

Catch emerging comedians at Sunday Night Stand Up Comedy. A great night for comedy fans in Chicago.

Sunday, Nov 15

Sautéed Standup: Chicago's Only Live Comedy Cooking Competition Show!

The Lincoln Lodge

Enjoy a unique live comedy cooking competition at The Lincoln Lodge. Great for foodies and comedy lovers alike.

Sunday, Nov 15

312 Comedy Festival® Presents Nikki Glaser

The Chicago Theatre

Catch Nikki Glaser on The Stunning Tour at The Chicago Theatre for a night of comedy.

Sunday, Nov 15

Jeopardy Bar League

Trader Todd's

Join the Jeopardy Bar League for a fun trivia night at Trader Todd's. Ideal for quiz enthusiasts.

Sunday, Nov 15

Steelers at Cincinnati Bengals Game Day — Sunday Night Football

Hopsmith Chicago

Watch the Steelers take on the Bengals with drink specials and a lively atmosphere at Hopsmith Tavern.

Sunday, Nov 15

Bengals vs Steelers Game Day — Sunday Night Football

Woodie's Flat

Watch the Bengals host the Steelers on Sunday Night Football with game day drink specials and great wings. Perfect for football fans.

Sunday, Nov 15

Sunday Best

The Lincoln Lodge

Enjoy a 90-minute showcase featuring top Chicago comedians. A great way to spend a Sunday evening with laughter and fun.

Sunday, Nov 15

Lauren Hall

Redhead Piano Bar

Experience an evening of captivating music with Lauren Hall at The Redhead Piano Bar. Ideal for music lovers.

Sunday, Nov 15

Cuffed & Confused

UP Comedy Club

Explore the ups and downs of relationships in this sketch comedy show. A fun night of laughter awaits.

Sunday, Nov 15

Hammered Herstory: Chicago's Funniest Drunk Comedy Storytelling

The Lincoln Lodge

Join the Hammered Herstory comedy show at The Lincoln Lodge for a night of storytelling and laughs. Great for comedy fans.

Sunday, Nov 15

Characters: a filmed comedy showcase

The Lincoln Lodge

Enjoy a filmed comedy showcase featuring original characters by Chicago's funniest comedians at The Lincoln Lodge.

Sunday, Nov 15

Cheers To The Weekend: A Comedy Variety Show

UP Comedy Club

Enjoy a variety of performances including stand-up and improv at UP Comedy Club. A fun night for comedy lovers.

Sunday, Nov 15

Cheers To The Weekend: A Comedy Variety Show

The Second City Training Center

Wind down the weekend with a comedy variety show at The Second City Training Center. A fun night of entertainment awaits.

Sunday, Nov 15

Sophia Lucia & The Freaks - Live

Skylark

Enjoy a lively performance blending rock, punk, and folk music at Skylark. Great for fans of unique and vibrant sounds.

Sunday, Nov 15

Cheers To The Weekend: A Comedy Variety Show

The Second City

Enjoy a variety show featuring comedy, musical theatre, and improv at The Second City. Perfect for a fun night out with friends.

Sunday, Nov 15

Surfin' Bird - Live

Skylark

Enjoy Surfin' Bird at Skylark, a lively music event capturing summer vibes. Perfect for those wanting a fun night out in Chicago.

Sunday, Nov 15

DAMÉ SUNDAY

Masada Nightclub

Experience Chicago's vibrant Latin Tech House scene with live DJs and dancers.

Sunday, Nov 15

KARAOKE SUNDAY

Simone's

Showcase your vocal talents at Karaoke Sunday. A fun night for performers and supporters alike to enjoy music and camaraderie.

Sunday, Nov 15

SEAN MCKEE

Buddy Guy's Legends

Enjoy a night of live jazz music featuring Sean McKee. Perfect for jazz enthusiasts and night out.

Sunday, Nov 15

Sunday Night Stand Up Comedy

Laugh Factory

Catch emerging comedians at Sunday Night Stand Up Comedy. A great night for comedy fans in Chicago.

Sunday, Nov 15

Creepin’ It Real: A Spooky Sketch Show

UP Comedy Club

Enjoy a Halloween themed sketch comedy show in Chicago. Perfect for fans of spooky humor and comedy lovers alike.

Sunday, Nov 15

Sunday After Dark

Hydrate Nightclub

Join Hydrate for Sunday After Dark, featuring a mix of throwbacks and today's hits. Enjoy a fun night out with no cover.

Sunday, Nov 15

Andrew Toombs The Late Set

Andy's Jazz Club & Restaurant

Enjoy the late set with Andrew Toombs at Andy's Jazz Club. A must for jazz enthusiasts in Chicago.

Sunday, Nov 15

Tony Hays

Redhead Piano Bar

Join us for an electrifying night with Tony Hays at The Redhead Piano Bar, filled with great music and drinks.

Sunday, Nov 15

Sundays and Mondays - Open for Special Events Only

Rosa's Lounge

Rosa's Lounge is open for special events on Sundays and Mondays. Contact us for event inquiries.