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, 1,834 reviews
4.83 (1,834)
·
United States
Gangsters and Ghosts Tours
From G$7,304 GYD
/ person
From G$7,304 GYD per person
4.94 out of 5 average rating, 1,066 reviews
4.94 (1,066)
·
United States
Explore Dazzling Architecture Interiors of the Chicago Loop
From G$6,261 GYD
/ person
From G$6,261 GYD per person
4.89 out of 5 average rating, 189 reviews
4.89 (189)
·
United States
Chicago's Underground Pedway & Other Secrets Walking Tour
From G$6,261 GYD
/ person
From G$6,261 GYD per person
4.91 out of 5 average rating, 265 reviews
4.91 (265)
·
United States
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From G$31,095 GYD
/ person
From G$31,095 GYD per person
4.89 out of 5 average rating, 300 reviews
4.89 (300)
·
United States
Signature Scent Creation for Men and Women
From G$10,435 GYD
/ person
From G$10,435 GYD per person
4.88 out of 5 average rating, 219 reviews
4.88 (219)
·
United States
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From G$16,487 GYD
/ person
From G$16,487 GYD per person
5.0 out of 5 average rating, 52 reviews
5.0 (52)
·
United States
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From G$9,183 GYD
/ person
From G$9,183 GYD per person
4.95 out of 5 average rating, 168 reviews
4.95 (168)
·
United States
Taste of Chinatown Food & Walking Cultural Tour
From G$16,487 GYD
/ person
From G$16,487 GYD per person
4.97 out of 5 average rating, 235 reviews
4.97 (235)
·
United States
Bikes, Bites & Brews-Signature Bike Tour
From G$18,573 GYD
/ person
From G$18,573 GYD per person
4.88 out of 5 average rating, 331 reviews
4.88 (331)
·
United States
Pasta Cooking Class with a local Chef
From G$12,313 GYD
/ person
From G$12,313 GYD per person
4.93 out of 5 average rating, 734 reviews
4.93 (734)
·
United States
Street Art & Aerosol Workshop
From G$9,391 GYD
/ person
From G$9,391 GYD per person
4.67 out of 5 average rating, 9 reviews
4.67 (9)
·
United States
CHICAGo MUSt Do Hidden GEm Bars
From G$7,722 GYD
/ person
From G$7,722 GYD per person
5.0 out of 5 average rating, 24 reviews
5.0 (24)
·
United States
Chicago's Ultimate City Bike Tour
From G$12,313 GYD
/ person
From G$12,313 GYD per person
4.97 out of 5 average rating, 198 reviews
4.97 (198)
·
United States
Best Instagram @ Art Institute Chicago
From G$18,573 GYD
/ person
From G$18,573 GYD per person
5.0 out of 5 average rating, 4 reviews
5.0 (4)
·
United States
Private Sightseeing Cruise in Chicago
G$41,737 GYD
G$33,390 GYD
/ person
G$33,390 GYD per person, previously G$41,737 GYD
Show all prices
Show all prices
Show price breakdown
4.93 out of 5 average rating, 401 reviews
4.93 (401)
·
United States
Chicago Delicious Donut Adventure by Underground Donut Tour
From G$13,148 GYD
/ person
From G$13,148 GYD per person
4.96 out of 5 average rating, 77 reviews
4.96 (77)
·
United States
The Perfect Photo Shoot In Chicago One Hour Portrait Session
From G$39,442 GYD
/ person
From G$39,442 GYD per person
4.94 out of 5 average rating, 184 reviews
4.94 (184)
·
United States
Chicago in a Day - Food, Architecture, Culture & Highlights
From G$18,782 GYD
/ person
From G$18,782 GYD per person
5.0 out of 5 average rating, 16 reviews
5.0 (16)
·
United States
Unique Private Tour w/a Local - The World's Flattest Hike
From G$15,652 GYD
/ person
From G$15,652 GYD per person
4.13 out of 5 average rating, 8 reviews
4.13 (8)
·
United States
Chicago Must have portrait photoshoot city tour
From G$26,086 GYD
/ person
From G$26,086 GYD per person
Load more