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 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
Experiences you might like
Experiences you might like
_
_
0 of 0 items showing
4.83 out of 5 average rating, 1,827 reviews
4.83 (1,827)
·
2 hours
Gangsters and Ghosts Tours
From $35
/ person
From $35 per person
4.9 out of 5 average rating, 263 reviews
4.9 (263)
·
1 hour
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From $149
/ person
From $149 per person
4.96 out of 5 average rating, 76 reviews
4.96 (76)
·
1 hour
The Perfect Photo Shoot In Chicago One Hour Portrait Session
From $189
/ person
From $189 per person
4.88 out of 5 average rating, 218 reviews
4.88 (218)
·
3 hours
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From $79
/ person
From $79 per person
4.89 out of 5 average rating, 188 reviews
4.89 (188)
·
2 hours
Chicago's Underground Pedway & Other Secrets Walking Tour
From $30
/ person
From $30 per person
4.94 out of 5 average rating, 1,064 reviews
4.94 (1,064)
·
2 hours
Explore Dazzling Architecture Interiors of the Chicago Loop
From $30
/ person
From $30 per person
5.0 out of 5 average rating, 52 reviews
5.0 (52)
·
1.5 hours
Chicago Photography and Walking tour with a local
From $35
/ person
From $35 per person
4.97 out of 5 average rating, 233 reviews
4.97 (233)
·
4.5 hours
Bikes, Bites & Brews-Signature Bike Tour
From $89
/ person
From $89 per person
4.95 out of 5 average rating, 165 reviews
4.95 (165)
·
2.5 hours
Taste of Chinatown Food & Walking Cultural Tour
From $79
/ person
From $79 per person
4.88 out of 5 average rating, 330 reviews
4.88 (330)
·
1.5 hours
Pasta Cooking Class with a local Chef
From $59
/ person
From $59 per person
4.13 out of 5 average rating, 8 reviews
4.13 (8)
·
1 hour
Chicago Must have portrait photoshoot city tour
From $125
/ person
From $125 per person
4.97 out of 5 average rating, 196 reviews
4.97 (196)
·
1.5 hours
Best Instagram @ Art Institute Chicago
From $89
/ person
From $89 per person
4.94 out of 5 average rating, 182 reviews
4.94 (182)
·
5 hours
Chicago in a Day - Food, Architecture, Culture & Highlights
From $129
/ person
From $129 per person
4.85 out of 5 average rating, 124 reviews
4.85 (124)
·
2.5 hours
Explore bars in San Francisco
From $30
/ person
From $30 per person
4.63 out of 5 average rating, 8 reviews
4.63 (8)
·
1.5 hours
CHICAGo MUSt Do Hidden GEm Bars
From $37
/ person
From $37 per person
5.0 out of 5 average rating, 23 reviews
5.0 (23)
·
3 hours
Chicago's Ultimate City Bike Tour
From $59
/ person
From $59 per person
5.0 out of 5 average rating, 48 reviews
5.0 (48)
·
2 hours
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From $44
/ person
From $44 per person
5.0 out of 5 average rating, 30 reviews
5.0 (30)
·
1 hour
Personal Photographer in the WindyCity
From $225
/ person
From $225 per person
Loved by locals
Loved by locals
_
_
0 of 0 items showing
4.88 out of 5 average rating, 330 reviews
4.88 (330)
·
1.5 hours
Pasta Cooking Class with a local Chef
From $59
/ person
From $59 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 $109
/ person
From $109 per person
5.0 out of 5 average rating, 54 reviews
5.0 (54)
·
2 hours
Michelin Std Tapas Dinner&LIVE Flamenco
From $99
/ person
From $99 per person
4.97 out of 5 average rating, 72 reviews
4.97 (72)
·
2 hours
PAELLA & FIDEUA small or private class
From $119
/ person
From $119 per person
4.56 out of 5 average rating, 9 reviews
4.56 (9)
·
1 hour
Knife Throwing in Chicago West Loop
From $30
/ person
From $30 per person
4.95 out of 5 average rating, 60 reviews
4.95 (60)
·
1.5 hours
Candle Making Class on Magnificent Mile in Chicago
From $75
/ person
From $75 per person
4.9 out of 5 average rating, 10 reviews
4.9 (10)
·
3 hours
Chicago Limo Party and Tour
From $150
/ person
From $150 per person
All Experiences
4.83 out of 5 average rating, 1,827 reviews
4.83 (1,827)
·
2 hours
Gangsters and Ghosts Tours
From $35
/ person
From $35 per person
4.9 out of 5 average rating, 263 reviews
4.9 (263)
·
1 hour
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From $149
/ person
From $149 per person
4.96 out of 5 average rating, 76 reviews
4.96 (76)
·
1 hour
The Perfect Photo Shoot In Chicago One Hour Portrait Session
From $189
/ person
From $189 per person
4.88 out of 5 average rating, 218 reviews
4.88 (218)
·
3 hours
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From $79
/ person
From $79 per person
4.89 out of 5 average rating, 188 reviews
4.89 (188)
·
2 hours
Chicago's Underground Pedway & Other Secrets Walking Tour
From $30
/ person
From $30 per person
4.94 out of 5 average rating, 1,064 reviews
4.94 (1,064)
·
2 hours
Explore Dazzling Architecture Interiors of the Chicago Loop
From $30
/ person
From $30 per person
5.0 out of 5 average rating, 52 reviews
5.0 (52)
·
1.5 hours
Chicago Photography and Walking tour with a local
From $35
/ person
From $35 per person
4.97 out of 5 average rating, 233 reviews
4.97 (233)
·
4.5 hours
Bikes, Bites & Brews-Signature Bike Tour
From $89
/ person
From $89 per person
4.95 out of 5 average rating, 165 reviews
4.95 (165)
·
2.5 hours
Taste of Chinatown Food & Walking Cultural Tour
From $79
/ person
From $79 per person
4.88 out of 5 average rating, 330 reviews
4.88 (330)
·
1.5 hours
Pasta Cooking Class with a local Chef
From $59
/ person
From $59 per person
4.13 out of 5 average rating, 8 reviews
4.13 (8)
·
1 hour
Chicago Must have portrait photoshoot city tour
From $125
/ person
From $125 per person
4.97 out of 5 average rating, 196 reviews
4.97 (196)
·
1.5 hours
Best Instagram @ Art Institute Chicago
From $89
/ person
From $89 per person
4.94 out of 5 average rating, 182 reviews
4.94 (182)
·
5 hours
Chicago in a Day - Food, Architecture, Culture & Highlights
From $129
/ person
From $129 per person
4.85 out of 5 average rating, 124 reviews
4.85 (124)
·
2.5 hours
Explore bars in San Francisco
From $30
/ person
From $30 per person
4.63 out of 5 average rating, 8 reviews
4.63 (8)
·
1.5 hours
CHICAGo MUSt Do Hidden GEm Bars
From $37
/ person
From $37 per person
5.0 out of 5 average rating, 23 reviews
5.0 (23)
·
3 hours
Chicago's Ultimate City Bike Tour
From $59
/ person
From $59 per person
5.0 out of 5 average rating, 48 reviews
5.0 (48)
·
2 hours
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From $44
/ person
From $44 per person
5.0 out of 5 average rating, 30 reviews
5.0 (30)
·
1 hour
Personal Photographer in the WindyCity
From $225
/ person
From $225 per person
5.0 out of 5 average rating, 15 reviews
5.0 (15)
·
3 hours
Unique Private Tour w/a Local - The World's Flattest Hike
From $75
/ person
From $75 per person
4.77 out of 5 average rating, 13 reviews
4.77 (13)
·
2 hours
Secret Street Food Tour in Chicago -Pilsen Edition
From $59
/ person
From $59 per person
Load more