Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Chicago
Check in / Check out
Anytime
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Date
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
filters
Price
Time of day
Language offered
Art and culture
Entertainment
Food and drink
Sports
Tours
Sightseeing
Wellness
Nature and outdoors
Filters
Unforgettable activities hosted by locals
0 of 0 items showing
_
_
4.97 out of 5 average rating, 338 reviews
4.97 (338)
·
United States
Sail Chicago's Lakefront on a Yacht
Hosted by Greg
All Experiences
4.83 out of 5 average rating, 1,808 reviews
4.83 (1,808)
·
United States
Gangsters and Ghosts Tours
From R659 ZAR
/ person
From R659 ZAR per person
4.9 out of 5 average rating, 290 reviews
4.9 (290)
·
United States
Signature Scent Creation for Men and Women
From R941 ZAR
/ person
From R941 ZAR per person
4.85 out of 5 average rating, 120 reviews
4.85 (120)
·
United States
Explore hidden bars in Chicago
From R565 ZAR
/ person
From R565 ZAR per person
4.93 out of 5 average rating, 1,045 reviews
4.93 (1,045)
·
United States
Explore Dazzling Architecture Interiors of the Chicago Loop
From R565 ZAR
/ person
From R565 ZAR per person
4.91 out of 5 average rating, 171 reviews
4.91 (171)
·
United States
Chicago's Underground Pedway & Other Secrets Walking Tour
From R565 ZAR
/ person
From R565 ZAR per person
5.0 out of 5 average rating, 42 reviews
5.0 (42)
·
United States
Chicago Photography and Walking tour with a local
From R659 ZAR
/ person
From R659 ZAR per person
4.93 out of 5 average rating, 715 reviews
4.93 (715)
·
United States
Street Art & Aerosol Workshop
From R753 ZAR
/ person
From R753 ZAR per person
4.95 out of 5 average rating, 156 reviews
4.95 (156)
·
United States
Taste of Chinatown Food & Walking Cultural Tour
From R1,487 ZAR
/ person
From R1,487 ZAR per person
4.88 out of 5 average rating, 326 reviews
4.88 (326)
·
United States
Pasta Cooking Class with a local Chef
From R1,110 ZAR
/ person
From R1,110 ZAR per person
4.88 out of 5 average rating, 206 reviews
4.88 (206)
·
United States
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From R1,487 ZAR
/ person
From R1,487 ZAR per person
4.97 out of 5 average rating, 192 reviews
4.97 (192)
·
United States
Best Instagram @ Art Institute Chicago
From R1,675 ZAR
/ person
From R1,675 ZAR per person
4.9 out of 5 average rating, 257 reviews
4.9 (257)
·
United States
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From R2,803 ZAR
/ person
From R2,803 ZAR per person
4.92 out of 5 average rating, 399 reviews
4.92 (399)
·
United States
Chicago Delicious Donut Adventure by Underground Donut Tour
From R1,186 ZAR
/ person
From R1,186 ZAR per person
5.0 out of 5 average rating, 40 reviews
5.0 (40)
·
United States
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From R828 ZAR
/ person
From R828 ZAR per person
4.4 out of 5 average rating, 5 reviews
4.4 (5)
·
United States
CHICAGo MUSt Do Hidden GEm Bars
From R697 ZAR
/ person
From R697 ZAR per person
4.94 out of 5 average rating, 179 reviews
4.94 (179)
·
United States
Chicago in a Day - Food, Architecture, Culture & Highlights
From R2,427 ZAR
/ person
From R2,427 ZAR per person
4.97 out of 5 average rating, 228 reviews
4.97 (228)
·
United States
Bikes, Bites & Brews-Signature Bike Tour
From R1,675 ZAR
/ person
From R1,675 ZAR per person
4.99 out of 5 average rating, 109 reviews
4.99 (109)
·
United States
MOLE from scratch, small o private class
From R2,051 ZAR
/ person
From R2,051 ZAR per person
4.9 out of 5 average rating, 78 reviews
4.9 (78)
·
United States
Chicago HandCraft Beer Expedition w/ Homemade Guacamole
From R922 ZAR
/ person
From R922 ZAR per person
4.96 out of 5 average rating, 73 reviews
4.96 (73)
·
United States
The Perfect Photo Shoot In Chicago One Hour Portrait Session
From R2,845 ZAR
/ person
From R2,845 ZAR per person
Load more