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)
·
2.5 hours
Sail Chicago's Lakefront on a Yacht
Hosted by Greg
All Experiences
4.83 out of 5 average rating, 1,811 reviews
4.83 (1,811)
·
2 hours
Gangsters and Ghosts Tours
From G$7,319 GYD
/ person
From G$7,319 GYD per person
4.89 out of 5 average rating, 291 reviews
4.89 (291)
·
1 hour
Signature Scent Creation for Men and Women
From G$10,456 GYD
/ person
From G$10,456 GYD per person
4.85 out of 5 average rating, 120 reviews
4.85 (120)
·
2.5 hours
Explore hidden bars in Chicago
From G$6,274 GYD
/ person
From G$6,274 GYD per person
4.93 out of 5 average rating, 1,045 reviews
4.93 (1,045)
·
2 hours
Explore Dazzling Architecture Interiors of the Chicago Loop
From G$6,274 GYD
/ person
From G$6,274 GYD per person
4.91 out of 5 average rating, 171 reviews
4.91 (171)
·
2 hours
Chicago's Underground Pedway & Other Secrets Walking Tour
From G$6,274 GYD
/ person
From G$6,274 GYD per person
5.0 out of 5 average rating, 43 reviews
5.0 (43)
·
1.5 hours
Chicago Photography and Walking tour with a local
From G$7,319 GYD
/ person
From G$7,319 GYD per person
4.93 out of 5 average rating, 716 reviews
4.93 (716)
·
1.5 hours
Street Art & Aerosol Workshop
From G$8,365 GYD
/ person
From G$8,365 GYD per person
4.95 out of 5 average rating, 157 reviews
4.95 (157)
·
2.5 hours
Taste of Chinatown Food & Walking Cultural Tour
From G$16,520 GYD
/ person
From G$16,520 GYD per person
4.88 out of 5 average rating, 326 reviews
4.88 (326)
·
1.5 hours
Pasta Cooking Class with a local Chef
From G$12,338 GYD
/ person
From G$12,338 GYD per person
4.88 out of 5 average rating, 206 reviews
4.88 (206)
·
3 hours
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From G$16,520 GYD
/ person
From G$16,520 GYD per person
4.4 out of 5 average rating, 5 reviews
4.4 (5)
·
1.5 hours
CHICAGo MUSt Do Hidden GEm Bars
From G$7,737 GYD
/ person
From G$7,737 GYD per person
4.97 out of 5 average rating, 192 reviews
4.97 (192)
·
1.5 hours
Best Instagram @ Art Institute Chicago
From G$18,611 GYD
/ person
From G$18,611 GYD per person
4.9 out of 5 average rating, 257 reviews
4.9 (257)
·
1 hour
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From G$31,157 GYD
/ person
From G$31,157 GYD per person
5.0 out of 5 average rating, 40 reviews
5.0 (40)
·
2 hours
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From G$9,201 GYD
/ person
From G$9,201 GYD per person
4.92 out of 5 average rating, 399 reviews
4.92 (399)
·
2 hours
Chicago Delicious Donut Adventure by Underground Donut Tour
From G$13,174 GYD
/ person
From G$13,174 GYD per person
4.97 out of 5 average rating, 228 reviews
4.97 (228)
·
4 hours
Bikes, Bites & Brews-Signature Bike Tour
From G$18,611 GYD
/ person
From G$18,611 GYD per person
4.9 out of 5 average rating, 78 reviews
4.9 (78)
·
1.5 hours
Chicago HANDCRAFt BEEr EXPEDITIOn w/ HOMEMADe GUACAMOLe
From G$10,247 GYD
/ person
From G$10,247 GYD per person
4.99 out of 5 average rating, 109 reviews
4.99 (109)
·
1.5 hours
MOLE from scratch, small o private class
From G$22,793 GYD
/ person
From G$22,793 GYD per person
4.94 out of 5 average rating, 179 reviews
4.94 (179)
·
5 hours
Chicago in a Day - Food, Architecture, Culture & Highlights
From G$26,975 GYD
/ person
From G$26,975 GYD per person
5.0 out of 5 average rating, 13 reviews
5.0 (13)
·
3 hours
Unique Private Tour w/a Local - The World's Flattest Hike
From G$15,684 GYD
/ person
From G$15,684 GYD per person
Load more