Upcoming Chicago Events

Name: The Christmas Tree Crawl: The Magic of Chicago at the Holidays
Start: 2026-12-05T16:00:00-06:00
End: 2026-12-05T18:00:00-06:00
Location: Inside Chicago Walking Tours

Check out what's happening all around Chicago.

November 30, 2026: Nov30
Museums, Galleries & Exhibitions, Tours & Attractions
Flyway City: Architecture for a Flourishing Ecosystem
Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…
Event details
Monday, November 30th
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Architecture Center
111 E. Wacker Dr.
December 1, 2026: Dec1
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, December 1st
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec1
Museums, Galleries & Exhibitions, Tours & Attractions
Flyway City: Architecture for a Flourishing Ecosystem
Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…
Event details
Tuesday, December 1st
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Architecture Center
111 E. Wacker Dr.
December 2, 2026: Dec2
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, December 2nd
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec2
Museums, Galleries & Exhibitions, Tours & Attractions
Flyway City: Architecture for a Flourishing Ecosystem
Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…
Event details
Wednesday, December 2nd
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Architecture Center
111 E. Wacker Dr.
Dec2
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, December 2nd
6:00 p.m. – 8:00 p.m.
See all events in series
Vintage Bar Chicago
1449 W. Taylor St.
December 3, 2026: Dec3
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, December 3rd
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec3
Museums, Galleries & Exhibitions, Tours & Attractions
Flyway City: Architecture for a Flourishing Ecosystem
Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…
Event details
Thursday, December 3rd
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Architecture Center
111 E. Wacker Dr.
Dec3
Tours & Attractions
The Christmas Tree Crawl: The Magic of Chicago at the Holidays
“The Christmas Tree Crawl” is a festive 2-hour “Christmas treasure hunt” walking tour through downtown Chicago, hunting stunning holiday trees and decorations at iconic spots…
Event details
Thursday, December 3rd
3:00 p.m. – 5:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
December 4, 2026: Dec4
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, December 4th
10:00 a.m. – 12:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Dec4
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, December 4th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec4
Museums, Galleries & Exhibitions, Tours & Attractions
Flyway City: Architecture for a Flourishing Ecosystem
Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…
Event details
Friday, December 4th
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Architecture Center
111 E. Wacker Dr.
Dec4
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, December 4th
1:30 p.m. – 3:00 p.m.
See all events in series
Chicago Cultural Center
78 E Washington St
Dec4
Tours & Attractions
The Christmas Tree Crawl: The Magic of Chicago at the Holidays
“The Christmas Tree Crawl” is a festive 2-hour “Christmas treasure hunt” walking tour through downtown Chicago, hunting stunning holiday trees and decorations at iconic spots…
Event details
Friday, December 4th
3:00 p.m. – 5:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Dec4
Tours & Attractions
The Christmas Tree Crawl: The Magic of Chicago at the Holidays
“The Christmas Tree Crawl” is a festive 2-hour “Christmas treasure hunt” walking tour through downtown Chicago, hunting stunning holiday trees and decorations at iconic spots…
Event details
Friday, December 4th
4:00 p.m. – 6:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
December 5, 2026: Dec5
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, December 5th
10:00 a.m. – 12:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Dec5
Museums, Galleries & Exhibitions, Tours & Attractions
Flyway City: Architecture for a Flourishing Ecosystem
Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…
Event details
Saturday, December 5th
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Architecture Center
111 E. Wacker Dr.
Dec5
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, December 5th
10:30 a.m. – 12:30 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Dec5
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, December 5th
11:00 a.m. – 2:00 p.m.
See all events in series
Triple Crown
2217 S Wentworth Ave,
Dec5
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, December 5th
11:00 a.m. – 2:30 p.m.
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Ground Up Coffee & Bites
363 W Erie St,
Dec5
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, December 5th
12:00 p.m. – 3:00 p.m.
See all events in series
Lou Malnati’s
439 N Wells St
Dec5
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, December 5th
1:30 p.m. – 3:00 p.m.
See all events in series
Chicago Cultural Center
78 E Washington St
Dec5
Tours & Attractions
The Christmas Tree Crawl: The Magic of Chicago at the Holidays
“The Christmas Tree Crawl” is a festive 2-hour “Christmas treasure hunt” walking tour through downtown Chicago, hunting stunning holiday trees and decorations at iconic spots…
Event details
Saturday, December 5th
3:00 p.m. – 5:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Dec5
Tours & Attractions
The Christmas Tree Crawl: The Magic of Chicago at the Holidays
“The Christmas Tree Crawl” is a festive 2-hour “Christmas treasure hunt” walking tour through downtown Chicago, hunting stunning holiday trees and decorations at iconic spots…
Event details
Saturday, December 5th
4:00 p.m. – 6:00 p.m.
See all events in series
Inside Chicago Walking Tours
Starting location given upon ticket purchase