See What’s Happening at Todd’s

Once, Trader Todd’s was merely a port for lost sailors and fearless karaoke dreamers. Now, the adventure deepens—comedy crackles under tiki lights, DJs spin soundtracks for the bold, and burlesque blooms like forbidden orchids at midnight. Each week brings a new expedition, charted by laughter, rhythm, and a touch of the unexpected.

The Jeopardy Bar Trivia League at Trader Todd’s Back Room.

On a forgotten weeknight, behind a nondescript door in the Back Room of Trader Todd’s Chicago, minds gather as if summoned by fate. Presented by the erudite raconteurs of Geeks Who Drink, this Jeopardy Bar League Trivia offers $200 cash to the sharpest wits, gift cards to the valiant runners-up, and a weekly drawing where every team—win or lose—may claim another $200 simply for having shown up, pencil sharpened and pride intact.

VaVoom Lagoon Burlesque

Step out of the cold and into the swelter of Chicago’s hottest burlesque & variety entertainment! Hosted by Vera Sporadica.

A sexy mist beckons you...

Let winter melt away in the heat of fantasy as you're immersed in the presence of Chicago's hottest burlesque and variety entertainers! Bring your tipping dollars and your party hat - things are bound to get wild when the sun goes down over VAVOOM LAGOON!

Cupid’s Castaway Karaoke

Febuary 14th

A gathering of unattached romantics and brave crooners beneath bamboo and torchlight. Ballads are sung with conviction, rum is poured with purpose, and strangers become duet partners by the second chorus. It is not matchmaking. It is destiny—slightly off-key, warmly lit, and best experienced with a cocktail in hand.