Romantic Events in Chicago
9 events in Chicago

High-End Mixology Experience at Sojourn
Boutique craft cocktails, gourmet smash burgers, and charcuterie at Sojourn. Sophisticated, intimate, romantic. Weekend afternoons and evenings.

Summer Fireworks Aboard the Tall Ship Windy
Sail aboard a tall ship watching Navy Pier fireworks. Romantic, sophisticated, majestic. Full craft cocktail bar. Every Saturday 8:45PM through August

Swinging Sounds Late Night Jam Sessions at The Green Mill
Live jazz jam sessions at the historic Green Mill. Prohibition-era vibes, classic martinis, premium spirits. Soulful, dimly-lit. Open until late.

First Sunday Historical Walking Tour at Pullman
Guided walking tour of Pullman National Historical Park. Labor movement history, the Pullman Strike, and the company town. Intellectual, reflective. 1

The Unlikely Candidates
Texas alt-rock band The Unlikely Candidates bring infectious hooks and arena-ready energy to Cobra Lounge's intimate stage.

Nunsense
Nunsense opens at Drury Lane Theatre in Oakbrook Terrace on June 9.

The Poetry Brothel Chicago: Life is a Cabaret
Immersive poetry and burlesque cabaret experience at Chicago Theater Works.

Giordano Dance Chicago: Ignite the Soul
Modern jazz dance performance by Giordano Dance Chicago at the Harris Theater. Kinetic, soulful, and inspiring.

& Juliet: The Musical
& Juliet flips Shakespeare's tragedy into a fever dream of pure pop euphoria—imagine Juliet center stage, taking control of her own story while Max Martin's greatest hits soundtrack every defiant moment. You'll spend two hours in the Loop's architectural masterpiece, The Auditorium Theatre, watching a cast that moves like they're powered by pure adrenaline, as decades of pop bangers (we're talking Britney, The Weeknd, Ariana Grande) propel a narrative that's equal parts romance and rebellion.