Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Name: The 85 South Show – Spin The Block Comedy Tour
Start: 2025-11-28T20:00:00-06:00
End: 2025-11-28T22:00:00-06:00
Location: Wintrust Arena

Check out what's happening all around Chicago.

September 19, 2025: Sep19
Music & Comedy
Quinn XCII – LOOK! I’m Alive Tour
Pop singer-songwriter Quinn XCII will perform live at Huntington Bank Pavilion at Northerly Island on Sep. 19, 2025.
South Loop
Event details
Friday, September 19th
8:00 p.m. – 11:00 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
September 20, 2025: Sep20
Music & Comedy
Goose: 2025 Fall Tour
Goose will perform live at Huntington Bank Pavilion at Northerly Island on Sep. 20, 2025.
South Loop
Event details
Saturday, September 20th
7:30 p.m. – 10:30 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
September 26, 2025: Sep26
Music & Comedy
Turnstile – Never Enough Tour
Turnstile will perform live at Huntington Bank Pavilion at Northerly Island on Sep. 26, 2025.
South Loop
Event details
Friday, September 26th
7:00 p.m. – 10:00 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
September 27, 2025: Sep27
Sports & Recreation
Chicago Fire FC vs. Columbus Crew
Come cheer on Chicago Fire!
South Loop
Event details
Saturday, September 27th
7:30 p.m. – 9:00 p.m.
Soldier Field
1410 Special Olympics Drive
October 4, 2025: Oct4
Sports & Recreation
Chicago Fire FC vs. Toronto FC
Come cheer on Chicago Fire!
South Loop
Event details
Saturday, October 4th
7:30 p.m. – 9:00 p.m.
Soldier Field
1410 Special Olympics Drive
Oct4
Music & Comedy
Ava Max – Don’t Click Play Tour
Ava Max is bringing the Don’t Click Play Tour to Huntington Bank Pavilion on Saturday, October 4!
South Loop
Event details
Saturday, October 4th
7:30 p.m. – 10:30 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
October 5, 2025: Oct5
Festivals, Fairs & Special Events, Music & Comedy
Crossing Borders // La Caccina // Holocene
Ear Taxi Festival presents an ear taxi concert. Celebrate contemporary music with powerful performances from Crossing Borders Music, La Caccina, and Holocene. Crossing Borders’ program…
South Loop
Event details
Sunday, October 5th
2:00 p.m. – 5:00 p.m.
PianoForte Chicago
1335 South Michigan Avenue
October 8, 2025: Oct8
Music & Comedy
Shawn Mendes – On The Road Again Tour
Shawn Mendes will perform live at Huntington Bank Pavilion at Northerly Island on Oct. 8, 2025.
South Loop
Event details
Wednesday, October 8th
7:30 p.m. – 10:30 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
October 12, 2025: Oct12
Festivals, Fairs & Special Events, Sports & Recreation
Bank of America Chicago Marathon
Running the Bank of America Chicago Marathon is the pinnacle of achievement for elite athletes and everyday runners alike. On race day, runners will set out to…
South Loop
Event details
Sunday, October 12th
Grant Park
Grant Park
October 18, 2025: Oct18
Theatre & Performing Arts
Sweetest Day Comedy Jam: Lavell Crawford, Bill Bellamy, & T.I. (TIP Harris)
The Sweetest Day Comedy Jam, featuring Lavell Crawford, Bill Bellamy, & T.I. (TIP Harris), is coming to Chicago.
South Loop
Event details
Saturday, October 18th
8:00 p.m. – 11:00 p.m.
Wintrust Arena
October 30, 2025: Oct30
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Music & Comedy
Día de los Muertos Ritmo del Mar at Shedd Aquarium
¡Celebra la Vida! Join us for a special Día de los Muertos Ritmo del Mar. Honor tradition and revel in rhythm during a vibrant night of music,…
South Loop
Event details
Thursday, October 30th
6:00 p.m. – 10:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
October 31, 2025: Oct31
Museums, Galleries & Exhibitions, Music & Comedy
Haunted House Party at Shedd Aquarium
Join us for a frightfully fun night at the first-ever Haunted House Party, where house music and Halloween collide. Come dressed in your creepiest, kookiest costumes…
South Loop
Event details
Friday, October 31st
6:00 p.m. – 10:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
Oct31
Music & Comedy
GRiZ presents Re:Connect
GRiZ hits the Windy City with two nights. October 31 will feature Sippy, Austeria, and Zosa — all known for bringing the heat and setting…
South Loop
Event details
Friday, October 31st
7:00 p.m. – 10:00 p.m.
See all events in series
Wintrust Arena
November 1, 2025: Nov1
Sports & Recreation
The Rematch: Ireland vs. New Zealand All Blacks
International Rugby is BACK in Chicago! Get ready for The Rematch, where Ireland and the New Zealand All Blacks will face off again after their…
South Loop
Event details
Saturday, November 1st
3:00 p.m. – 4:30 p.m.
Soldier Field
1410 Special Olympics Drive
Nov1
Music & Comedy
GRiZ presents Re:Connect
GRiZ hits the Windy City with two nights. October 31 will feature Sippy, Austeria, and Zosa — all known for bringing the heat and setting…
South Loop
Event details
Saturday, November 1st
7:00 p.m. – 10:00 p.m.
See all events in series
Wintrust Arena
November 28, 2025: Nov28
Music & Comedy
The 85 South Show – Spin The Block Comedy Tour
85 South Show Comedy Show – Spin The Block Comedy Tour is coming to Wintrust Arena on Friday, November 28.
South Loop
Event details
Friday, November 28th
8:00 p.m. – 10:00 p.m.
Wintrust Arena