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
Gift cards
Airbnb your home
Help Centre
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
Experiences you might like
Experiences you might like
_
_
0 of 0 items showing
4.83 out of 5 average rating, 1,828 reviews
4.83 (1,828)
·
United States
Gangsters and Ghosts Tours
From $54 AUD
/ person
From $54 AUD per person
4.91 out of 5 average rating, 265 reviews
4.91 (265)
·
United States
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From $227 AUD
/ person
From $227 AUD per person
4.94 out of 5 average rating, 1,065 reviews
4.94 (1,065)
·
United States
Explore Dazzling Architecture Interiors of the Chicago Loop
From $46 AUD
/ person
From $46 AUD per person
5.0 out of 5 average rating, 52 reviews
5.0 (52)
·
United States
Chicago Photography and Walking tour with a local
From $54 AUD
/ person
From $54 AUD per person
4.89 out of 5 average rating, 298 reviews
4.89 (298)
·
United States
Signature Scent Creation for Men and Women
From $76 AUD
/ person
From $76 AUD per person
4.97 out of 5 average rating, 233 reviews
4.97 (233)
·
United States
Bikes, Bites & Brews-Signature Bike Tour
From $136 AUD
/ person
From $136 AUD 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 $46 AUD
/ person
From $46 AUD 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 $121 AUD
/ person
From $121 AUD per person
4.95 out of 5 average rating, 165 reviews
4.95 (165)
·
United States
Taste of Chinatown Food & Walking Cultural Tour
From $121 AUD
/ person
From $121 AUD per person
4.93 out of 5 average rating, 731 reviews
4.93 (731)
·
United States
Street Art & Aerosol Workshop
From $69 AUD
/ person
From $69 AUD per person
4.88 out of 5 average rating, 331 reviews
4.88 (331)
·
United States
Pasta Cooking Class with a local Chef
From $90 AUD
/ person
From $90 AUD per person
5.0 out of 5 average rating, 24 reviews
5.0 (24)
·
United States
Chicago's Ultimate City Bike Tour
From $90 AUD
/ person
From $90 AUD per person
4.97 out of 5 average rating, 198 reviews
4.97 (198)
·
United States
Best Instagram @ Art Institute Chicago
From $136 AUD
/ person
From $136 AUD 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 $288 AUD
/ person
From $288 AUD per person
4.13 out of 5 average rating, 8 reviews
4.13 (8)
·
United States
Chicago Must have portrait photoshoot city tour
From $190 AUD
/ person
From $190 AUD per person
5.0 out of 5 average rating, 48 reviews
5.0 (48)
·
United States
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From $67 AUD
/ person
From $67 AUD 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 $114 AUD
/ person
From $114 AUD per person
4.67 out of 5 average rating, 9 reviews
4.67 (9)
·
United States
CHICAGo MUSt Do Hidden GEm Bars
From $57 AUD
/ person
From $57 AUD per person
Loved by locals
Loved by locals
_
_
0 of 0 items showing
4.88 out of 5 average rating, 331 reviews
4.88 (331)
·
United States
Pasta Cooking Class with a local Chef
From $90 AUD
/ person
From $90 AUD per person
4.99 out of 5 average rating, 109 reviews
4.99 (109)
·
United States
MOLE from scratch, small o private class
From $166 AUD
/ person
From $166 AUD per person
5.0 out of 5 average rating, 54 reviews
5.0 (54)
·
United States
Michelin Std Tapas Dinner&LIVE Flamenco
From $151 AUD
/ person
From $151 AUD per person
4.6 out of 5 average rating, 10 reviews
4.6 (10)
·
United States
Knife Throwing in Chicago West Loop
From $46 AUD
/ person
From $46 AUD per person
4.97 out of 5 average rating, 72 reviews
4.97 (72)
·
United States
PAELLA & FIDEUA small or private class
From $181 AUD
/ person
From $181 AUD per person
4.95 out of 5 average rating, 204 reviews
4.95 (204)
·
United States
Trickery Chicago Magic Show
From $61 AUD
/ person
From $61 AUD per person
4.95 out of 5 average rating, 60 reviews
4.95 (60)
·
United States
Candle Making Class on Magnificent Mile in Chicago
From $114 AUD
/ person
From $114 AUD per person
4.9 out of 5 average rating, 10 reviews
4.9 (10)
·
United States
Chicago Limo Party and Tour
From $228 AUD
/ person
From $228 AUD per person
All Experiences
4.83 out of 5 average rating, 1,828 reviews
4.83 (1,828)
·
United States
Gangsters and Ghosts Tours
From $54 AUD
/ person
From $54 AUD per person
4.91 out of 5 average rating, 265 reviews
4.91 (265)
·
United States
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From $227 AUD
/ person
From $227 AUD per person
4.94 out of 5 average rating, 1,065 reviews
4.94 (1,065)
·
United States
Explore Dazzling Architecture Interiors of the Chicago Loop
From $46 AUD
/ person
From $46 AUD per person
5.0 out of 5 average rating, 52 reviews
5.0 (52)
·
United States
Chicago Photography and Walking tour with a local
From $54 AUD
/ person
From $54 AUD per person
4.89 out of 5 average rating, 298 reviews
4.89 (298)
·
United States
Signature Scent Creation for Men and Women
From $76 AUD
/ person
From $76 AUD per person
4.97 out of 5 average rating, 233 reviews
4.97 (233)
·
United States
Bikes, Bites & Brews-Signature Bike Tour
From $136 AUD
/ person
From $136 AUD 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 $46 AUD
/ person
From $46 AUD 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 $121 AUD
/ person
From $121 AUD per person
4.95 out of 5 average rating, 165 reviews
4.95 (165)
·
United States
Taste of Chinatown Food & Walking Cultural Tour
From $121 AUD
/ person
From $121 AUD per person
4.93 out of 5 average rating, 731 reviews
4.93 (731)
·
United States
Street Art & Aerosol Workshop
From $69 AUD
/ person
From $69 AUD per person
4.88 out of 5 average rating, 331 reviews
4.88 (331)
·
United States
Pasta Cooking Class with a local Chef
From $90 AUD
/ person
From $90 AUD per person
5.0 out of 5 average rating, 24 reviews
5.0 (24)
·
United States
Chicago's Ultimate City Bike Tour
From $90 AUD
/ person
From $90 AUD per person
4.97 out of 5 average rating, 198 reviews
4.97 (198)
·
United States
Best Instagram @ Art Institute Chicago
From $136 AUD
/ person
From $136 AUD 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 $288 AUD
/ person
From $288 AUD per person
4.13 out of 5 average rating, 8 reviews
4.13 (8)
·
United States
Chicago Must have portrait photoshoot city tour
From $190 AUD
/ person
From $190 AUD per person
5.0 out of 5 average rating, 48 reviews
5.0 (48)
·
United States
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From $67 AUD
/ person
From $67 AUD 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 $114 AUD
/ person
From $114 AUD per person
4.67 out of 5 average rating, 9 reviews
4.67 (9)
·
United States
CHICAGo MUSt Do Hidden GEm Bars
From $57 AUD
/ person
From $57 AUD per person
4.94 out of 5 average rating, 182 reviews
4.94 (182)
·
United States
Chicago in a Day - Food, Architecture, Culture & Highlights
From $196 AUD
/ person
From $196 AUD per person
5.0 out of 5 average rating, 30 reviews
5.0 (30)
·
United States
Personal Photographer in the WindyCity
From $342 AUD
/ person
From $342 AUD per person
Load more