Friday night puts Tedeschi Trucks Band on the Chicago Theatre’s stage while Lyric Opera opens Omar at the Lyric Opera House, a pairing of blues-rooted virtuosity and grand opera that rarely shares a single evening. The rest of the weekend moves from Wicked-style Broadway at Cadillac Palace to Lil Yachty at Radius and Chicago Philharmonic’s Edward Scissorhands at Auditorium Theatre.
Tip: code GTIX20 takes 20% off ticket prices on every event below — no minimum and no expiry.
- Tedeschi Trucks Band at The Chicago Theatre
- Lyric Opera of Chicago: Omar
- Red Bull Setlist: Lil Yachty at Radius
- The Book Of Mormon at Cadillac Palace
- Chicago Philharmonic: Edward Scissorhands In Concert
- Memphis – The Musical at Studebaker Theater
- Jekyll & Hyde at Broadway Playhouse
- Gilla Band at Bottom Lounge
- Maggie Rose at Garcias Chicago
- Randy Feltface at Vic Theatre
Tedeschi Trucks Band at The Chicago Theatre
Fri, Oct 23, 7:30 PM · The Chicago Theatre · from $143
The blues-rock and soul outfit led by Derek Trucks and Susan Tedeschi is known for long, loose, deeply musical sets. The Chicago Theatre’s gilded hall suits a band that rewards close listening.
Lyric Opera of Chicago: Omar
Fri, Oct 23, 7:00 PM · Lyric Opera House – IL · from $84
Lyric Opera opens its season with a new production in one of the city’s most celebrated houses. It is a rare chance to hear a full opera company at work on a Friday night.
Red Bull Setlist: Lil Yachty at Radius
Sat, Oct 24, 7:00 PM · Radius – IL · from $37
Lil Yachty is one of the most recognizable names in rap and pop, known for genre-blending hits. Radius offers an intimate room for a Red Bull Setlist performance, so expect a closer view than an arena show.
The Book Of Mormon at Cadillac Palace
Fri, Oct 23, 7:00 PM · Cadillac Palace · from $117
The Tony-winning musical from the creators of South Park is a sharp, irreverent comedy with memorable songs. Cadillac Palace is a classic Broadway house, and the show plays well for first-timers.
Chicago Philharmonic: Edward Scissorhands In Concert
Sat, Oct 24, 7:30 PM · Auditorium Theatre – IL · from $54
Danny Elfman’s score for Tim Burton’s film is performed live alongside the story, a strong pick for a fall weekend. The Auditorium Theatre’s historic acoustics suit a film-in-concert program.
Memphis – The Musical at Studebaker Theater
Sat, Oct 24, 7:30 PM · Studebaker Theater · from $125
Memphis follows a 1950s Memphis radio DJ and a rising Black singer, with a soulful, rhythm-and-blues score. The Studebaker is a comfortable, intimate space for a show with big vocal numbers.
Jekyll & Hyde at Broadway Playhouse
Fri, Oct 23, 7:00 PM · Broadway Playhouse at Water Tower Place · from $112
Frank Wildhorn’s musical adaptation of Stevenson’s novella is a powerhouse for strong voices and dramatic storytelling. The Water Tower Place venue makes it an easy pairing with an evening downtown.
Gilla Band at Bottom Lounge
Fri, Oct 23, 7:00 PM · Bottom Lounge · from $47
The Irish post-punk band brings a restless, abrasive energy that suits a club crowd. Bottom Lounge is a well-loved room for guitar-driven acts.
Maggie Rose at Garcias Chicago
Fri, Oct 23, 8:00 PM · Joe’s Bar On Weed St. · from $30
Maggie Rose is a country-soul singer with a warm, roadhouse-style voice. Garcias offers a relaxed setting for an acoustic-leaning night of roots music.
Randy Feltface at Vic Theatre
Fri, Oct 23, 7:00 PM · Vic Theatre · from $54
Randy Feltface is a character-driven comedian and musician known for quick, offbeat sketches. The Vic Theatre gives the show a lively room for a Friday laugh.
Check dates and times before you head out, and book early for Lyric Opera and the Chicago Theatre, which tend to sell out.







