Upcoming Chicago Events

Name: Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
Start: 2026-10-09T16:00:00-05:00
End: 2026-10-09T18:00:00-05:00
Location: Inside Chicago Walking Tours

Check out what's happening all around Chicago.

October 2, 2026: Oct2
Tours & Attractions
Chicago Greeter – Loop InstaGreeter
If you’re looking for a fast, flexible Greeter experience, check out our InstaGreeter walks. These hour-long guided walks are a fun and informal way to…
Loop
Event details
Friday, October 2nd
1:30 p.m. – 3:00 p.m.
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Chicago Cultural Center
78 E Washington St
Oct2
Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…
Event details
Friday, October 2nd
4:00 p.m. – 6:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Oct2
Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…
Event details
Friday, October 2nd
8:00 p.m. – 10:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
October 3, 2026: Oct3
Tours & Attractions
Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop Walking Tour
“Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop” is a 2‑hour, mostly indoor walking tour that uncovers Chicago’s hidden underground passages…
Event details
Saturday, October 3rd
10:00 a.m. – 12:00 p.m.
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Inside Chicago Walking Tours
Starting location given upon ticket purchase
Oct3
Tours & Attractions
All That Glam: Chicago’s Art Deco Masterpieces Walking Tour
“All That Glam: Chicago’s Art Deco Masterpieces” is a 2-hour walking tour celebrating the glitz, elegance, and futuristic flair of Chicago’s 1920s Art Deco buildings…
Event details
Saturday, October 3rd
10:30 a.m. – 12:30 p.m.
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Inside Chicago Walking Tours
Starting location given upon ticket purchase
Oct3
Tours & Attractions
The Chinatown Adventure Food Tour
Immerse yourself in the vibrant flavors and rich history of Chicago’s Chinatown on our top-rated TripAdvisor food and culture tour. Enjoy seated dining at five…
Event details
Saturday, October 3rd
11:00 a.m. – 2:00 p.m.
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Triple Crown
2217 S Wentworth Ave,
Oct3
Tours & Attractions
Yes, Chef! Chicago: A Bear-Inspired Food Tour
This is the ORIGINAL Chicago food tour that takes you to the restaurants featured on the TV phenomenon, The Bear. We’ll take you to the actual…
Event details
Saturday, October 3rd
11:00 a.m. – 2:30 p.m.
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Ground Up Coffee & Bites
363 W Erie St,
Oct3
Tours & Attractions
Iconic Foods of Chicago Food Tour
Chicago is known across the world for inventing and perfecting five authentic dishes that are “must eats” and the Iconic Foods of Chicago Food tour…
Event details
Saturday, October 3rd
12:00 p.m. – 3:00 p.m.
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Lou Malnati’s
439 N Wells St
Oct3
Tours & Attractions
Chicago Greeter – Loop InstaGreeter
If you’re looking for a fast, flexible Greeter experience, check out our InstaGreeter walks. These hour-long guided walks are a fun and informal way to…
Loop
Event details
Saturday, October 3rd
1:30 p.m. – 3:00 p.m.
See all events in series
Chicago Cultural Center
78 E Washington St
Oct3
Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…
Event details
Saturday, October 3rd
4:00 p.m. – 6:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Oct3
Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…
Event details
Saturday, October 3rd
8:00 p.m. – 10:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
October 4, 2026: Oct4
Tours & Attractions
Gateway to The West Loop Food Tour
Take a walk with us down Randolph Street in the buzzy West Loop neighborhood for an insider’s peek into Chicago’s most talked-about restaurants, homegrown breweries,…
Event details
Sunday, October 4th
1:00 p.m. – 4:00 p.m.
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Formento’s
925 W Randolph St
Oct4
Tours & Attractions
Street Foods of Pilsen Food Tour
Cruise with us down to the Lower West Side neighborhood of Pilsen that Forbes calls one of the “12 Coolest Neighborhoods Around the World” for…
Event details
Sunday, October 4th
1:00 p.m. – 4:00 p.m.
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5 Rabanitos
1758 W 18th St
Oct4
Tours & Attractions
Chicago Greeter – Loop InstaGreeter
If you’re looking for a fast, flexible Greeter experience, check out our InstaGreeter walks. These hour-long guided walks are a fun and informal way to…
Loop
Event details
Sunday, October 4th
1:30 p.m. – 3:00 p.m.
See all events in series
Chicago Cultural Center
78 E Washington St
October 5, 2026: Oct5
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Monday, October 5th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
October 6, 2026: Oct6
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Tuesday, October 6th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
October 7, 2026: Oct7
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Wednesday, October 7th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Oct7
Tours & Attractions
Tropical Wednesdays
Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!
Event details
Wednesday, October 7th
6:00 p.m. – 8:00 p.m.
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Vintage Bar Chicago
1449 W. Taylor St.
October 8, 2026: Oct8
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Thursday, October 8th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Oct8
Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…
Event details
Thursday, October 8th
4:00 p.m. – 6:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
October 9, 2026: Oct9
Tours & Attractions
Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop Walking Tour
“Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop” is a 2‑hour, mostly indoor walking tour that uncovers Chicago’s hidden underground passages…
Event details
Friday, October 9th
10:00 a.m. – 12:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Oct9
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Friday, October 9th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Oct9
Tours & Attractions
Chicago Greeter – Loop InstaGreeter
If you’re looking for a fast, flexible Greeter experience, check out our InstaGreeter walks. These hour-long guided walks are a fun and informal way to…
Loop
Event details
Friday, October 9th
1:30 p.m. – 3:00 p.m.
See all events in series
Chicago Cultural Center
78 E Washington St
Oct9
Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…
Event details
Friday, October 9th
4:00 p.m. – 6:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase