#1
Chicago’s First Lady CruisesFri, Oct 30, 2026$50
Chicago By Night River & Lake
Chicago’s First Lady Cruises
Chicago By Night River & Lake at Chicago’s First Lady Cruises.
Limited Run
Music in Chicago Saturday Night, Oct 31
9 picks
The 9 best music picks in Chicago on Saturday night, Oct 31
- Chicago By Night River & Lake — Fri, Oct 30 · $50 · Chicago’s First Lady Cruises
- Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour — Fri, Oct 30 4:00pm · Downtown
- Allison Russell w/ Autumn Nicholas — Sat, Oct 31 7:30pm · Lincoln Park
- Arcángel - La 8va Maravilla World Tour — Sat, Oct 31 8:00pm · 5400 North River Road
- Swmrs, North By North, Repent — Sat, Oct 31 9:00pm · Downtown
- Skalloween Ft. Noskalgia, Local Legends, Rude Echos — Sat, Oct 31 8:00pm · Downtown
- City Cruises Chicago Seadog Haunted River Tour — Fri, Oct 30 3:00pm · $37 – $60 · Downtown
- Dumpstaphunk — Sat, Oct 31 8:00pm · Downtown
- Witches & Wizards Ball — Sat, Oct 31 6:30pm · Downtown
Chicago’s First Lady Cruises#1Fri, Oct 30, 2026 · Limited Run
Chicago’s First Lady CruisesChicago By Night River & Lake
Chicago By Night River & Lake at Chicago’s First Lady Cruises.
Add to calendar#2
Inside Chicago Walking Tours, Downtown, the Loop & West LoopFri, Oct 30, 2026 · 4:00pm
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
Downtown, the Loop & West Loop
Haunted by Our Dark Side: Chicago Ghosts, Gangsters and True Crime Tour at Inside Chicago Walking.
Limited Run
#2Fri, Oct 30, 2026 · 4:00pm · Limited Run
Inside Chicago Walking Tours, Downtown, the Loop & West LoopHaunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
Haunted by Our Dark Side: Chicago Ghosts, Gangsters and True Crime Tour at Inside Chicago Walking.
Add to calendar#3
Vic Theatre, 3145 N Sheffield Ave, Lincoln Park, Lakeview & WrigleyvilleSat, Oct 31, 2026 · 7:30pm
Allison Russell w/ Autumn Nicholas
Lincoln Park, Lakeview & Wrigleyville
Allison Russell w/ Autumn Nicholas at Vic Theatre.
Limited Run
#3Sat, Oct 31, 2026 · 7:30pm · Limited Run
Vic Theatre, 3145 N Sheffield Ave, Lincoln Park, Lakeview & Wrigleyville#4
Rosemont Theatre, 5400 North River Road, Evanston & Oak ParkSat, Oct 31, 2026 · 8:00pm
Arcángel - La 8va Maravilla World Tour
5400 North River Road, Evanston & Oak Park
Arcángel - La 8va Maravilla World Tour at Rosemont Theatre.
One Day Only
#4Sat, Oct 31, 2026 · 8:00pm · One Day Only
Rosemont Theatre, 5400 North River Road, Evanston & Oak ParkArcángel - La 8va Maravilla World Tour
Arcángel - La 8va Maravilla World Tour at Rosemont Theatre.
Add to calendar#5
Reggies Rock Club, 2109 South State Street, Downtown, the Loop & West LoopSat, Oct 31, 2026 · 9:00pm
Swmrs, North By North, Repent
Downtown, the Loop & West Loop
SWMRS, North By North, Repent at Reggies Rock Club.
Limited Run
#5Sat, Oct 31, 2026 · 9:00pm · Limited Run
Reggies Rock Club, 2109 South State Street, Downtown, the Loop & West Loop#6
Reggies Bananna's Shack, 2105 South State Street, Downtown, the Loop & West LoopSat, Oct 31, 2026 · 8:00pm
Skalloween Ft. Noskalgia, Local Legends, Rude Echos
Downtown, the Loop & West Loop
Skalloween Ft. Noskalgia, Local Legends, Rude Echos at Reggies Bananna's Shack.
Limited Run
#6Sat, Oct 31, 2026 · 8:00pm · Limited Run
Reggies Bananna's Shack, 2105 South State Street, Downtown, the Loop & West LoopSkalloween Ft. Noskalgia, Local Legends, Rude Echos
Skalloween Ft. Noskalgia, Local Legends, Rude Echos at Reggies Bananna's Shack.
Add to calendar#7
City Cruises Chicago – Navy Pier, Downtown, the Loop & West LoopFri, Oct 30, 2026 · 3:00pm$37 – $60
City Cruises Chicago Seadog Haunted River Tour
Downtown, the Loop & West Loop
City Cruises Chicago Seadog Haunted River Tour at City Cruises Chicago – Navy Pier.
Limited Run
#7Fri, Oct 30, 2026 · 3:00pm · Limited Run
City Cruises Chicago – Navy Pier, Downtown, the Loop & West LoopCity Cruises Chicago Seadog Haunted River Tour
City Cruises Chicago Seadog Haunted River Tour at City Cruises Chicago – Navy Pier.
Add to calendar#8
Garcia's Chicago, 1001 W Washington Blvd, Downtown, the Loop & West LoopSat, Oct 31, 2026 · 8:00pm
Dumpstaphunk
Downtown, the Loop & West Loop
Dumpstaphunk at Garcia's Chicago.
Limited Run
#8Sat, Oct 31, 2026 · 8:00pm · Limited Run
Garcia's Chicago, 1001 W Washington Blvd, Downtown, the Loop & West Loop#9
Foundation Room at House of Blues Chicago, 329 N Dearborn St, Downtown, the Loop & West LoopSat, Oct 31, 2026 · 6:30pm
Witches & Wizards Ball
Downtown, the Loop & West Loop
WITCHES & WIZARDS BALL at Foundation Room at House of Blues Chicago.
Limited Run
#9Sat, Oct 31, 2026 · 6:30pm · Limited Run
Foundation Room at House of Blues Chicago, 329 N Dearborn St, Downtown, the Loop & West LoopWitches & Wizards Ball
WITCHES & WIZARDS BALL at Foundation Room at House of Blues Chicago.
Add to calendarAbout this list
Stumblday's hand-checked ranking of the best music in Chicago on Saturday night, Oct 31: 9 picks, refreshed weekly.
