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
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, 339 reviews
4.97 (339)
·
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
4.94 out of 5 average rating, 1,071 reviews
4.94 (1,071)
·
2 hours
Explore Dazzling Architecture Interiors of the Chicago Loop
From G$6,257 GYD
/ person
From G$6,257 GYD per person
4.89 out of 5 average rating, 193 reviews
4.89 (193)
·
2 hours
Chicago's Underground Pedway & Other Secrets Walking Tour
From G$6,257 GYD
/ person
From G$6,257 GYD per person
5.0 out of 5 average rating, 57 reviews
5.0 (57)
·
2 hours
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From G$9,176 GYD
/ person
From G$9,176 GYD per person
4.91 out of 5 average rating, 268 reviews
4.91 (268)
·
1 hour
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From G$31,073 GYD
/ person
From G$31,073 GYD per person
4.89 out of 5 average rating, 305 reviews
4.89 (305)
·
1 hour
Signature Scent Creation for Men and Women
From G$10,427 GYD
/ person
From G$10,427 GYD per person
4.95 out of 5 average rating, 171 reviews
4.95 (171)
·
2.5 hours
Taste of Chinatown Food & Walking Cultural Tour
From G$16,475 GYD
/ person
From G$16,475 GYD per person
4.97 out of 5 average rating, 237 reviews
4.97 (237)
·
4.5 hours
Bikes, Bites & Brews-Signature Bike Tour
From G$18,560 GYD
/ person
From G$18,560 GYD per person
4.88 out of 5 average rating, 219 reviews
4.88 (219)
·
3 hours
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From G$16,475 GYD
/ person
From G$16,475 GYD per person
4.93 out of 5 average rating, 737 reviews
4.93 (737)
·
1.5 hours
Street Art & Aerosol Workshop
From G$9,385 GYD
/ person
From G$9,385 GYD per person
4.88 out of 5 average rating, 331 reviews
4.88 (331)
·
1.5 hours
Pasta Cooking Class with a local Chef
From G$12,304 GYD
/ person
From G$12,304 GYD per person
5.0 out of 5 average rating, 26 reviews
5.0 (26)
·
3 hours
Chicago's Ultimate City Bike Tour
From G$12,304 GYD
/ person
From G$12,304 GYD per person
4.93 out of 5 average rating, 415 reviews
4.93 (415)
·
2.5 hours
Must See Chicago Architecture & Highlights Tour
From G$8,551 GYD
/ person
From G$8,551 GYD per person
4.97 out of 5 average rating, 198 reviews
4.97 (198)
·
1.5 hours
Best Instagram @ Art Institute Chicago
From G$18,560 GYD
/ person
From G$18,560 GYD per person
4.7 out of 5 average rating, 10 reviews
4.7 (10)
·
1.5 hours
CHICAGo MUSt Do Hidden GEm SPEAKeasy's
From G$7,716 GYD
/ person
From G$7,716 GYD per person
4.94 out of 5 average rating, 184 reviews
4.94 (184)
·
5 hours
Chicago in a Day - Food, Architecture, Culture & Highlights
From G$18,769 GYD
/ person
From G$18,769 GYD per person
4.84 out of 5 average rating, 177 reviews
4.84 (177)
·
2 hours
Chicago Food Tour- Deep Roots to Deep Dish
From G$11,053 GYD
/ person
From G$11,053 GYD per person
4.94 out of 5 average rating, 48 reviews
4.94 (48)
·
2 hours
Offbeat Street Art, Graffiti & Mural Tour of Logan Square
From G$8,342 GYD
/ person
From G$8,342 GYD per person
4.93 out of 5 average rating, 402 reviews
4.93 (402)
·
2 hours
Chicago Delicious Donut Adventure by Underground Donut Tour
From G$13,138 GYD
/ person
From G$13,138 GYD 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)
·
1.5 hours
Pasta Cooking Class with a local Chef
From G$12,304 GYD
/ person
From G$12,304 GYD per person
4.99 out of 5 average rating, 110 reviews
4.99 (110)
·
1.5 hours
MOLE from scratch, small o private class
From G$22,731 GYD
/ person
From G$22,731 GYD per person
5.0 out of 5 average rating, 25 reviews
5.0 (25)
·
2 hours
Smell the flowers and eat them too
From G$8,342 GYD
/ person
From G$8,342 GYD per person
5.0 out of 5 average rating, 54 reviews
5.0 (54)
·
2 hours
Michelin Std Tapas Dinner&LIVE Flamenco
From G$20,646 GYD
/ person
From G$20,646 GYD per person
4.94 out of 5 average rating, 49 reviews
4.94 (49)
·
1.5 hours
Save the honeybees hive-side chat
From G$5,214 GYD
/ person
From G$5,214 GYD per person
4.95 out of 5 average rating, 206 reviews
4.95 (206)
·
1 hour
Trickery Chicago Magic Show
From G$8,342 GYD
/ person
From G$8,342 GYD per person
4.97 out of 5 average rating, 73 reviews
4.97 (73)
·
2 hours
PAELLA & FIDEUA small or private class
From G$24,817 GYD
/ person
From G$24,817 GYD per person
4.89 out of 5 average rating, 46 reviews
4.89 (46)
·
1 hour
Lincoln Park/Lakeview Photoshoot!
From G$18,978 GYD
/ person
From G$18,978 GYD 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 G$15,641 GYD
/ person
From G$15,641 GYD per person
4.9 out of 5 average rating, 10 reviews
4.9 (10)
·
3 hours
Chicago Limo Party and Tour
From G$31,281 GYD
/ person
From G$31,281 GYD per person
All Experiences
4.94 out of 5 average rating, 1,071 reviews
4.94 (1,071)
·
2 hours
Explore Dazzling Architecture Interiors of the Chicago Loop
From G$6,257 GYD
/ person
From G$6,257 GYD per person
4.89 out of 5 average rating, 193 reviews
4.89 (193)
·
2 hours
Chicago's Underground Pedway & Other Secrets Walking Tour
From G$6,257 GYD
/ person
From G$6,257 GYD per person
5.0 out of 5 average rating, 57 reviews
5.0 (57)
·
2 hours
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From G$9,176 GYD
/ person
From G$9,176 GYD per person
4.91 out of 5 average rating, 268 reviews
4.91 (268)
·
1 hour
MUST HAVE CHICAGO PHOTOS- OUTDOORS
From G$31,073 GYD
/ person
From G$31,073 GYD per person
4.89 out of 5 average rating, 305 reviews
4.89 (305)
·
1 hour
Signature Scent Creation for Men and Women
From G$10,427 GYD
/ person
From G$10,427 GYD per person
4.95 out of 5 average rating, 171 reviews
4.95 (171)
·
2.5 hours
Taste of Chinatown Food & Walking Cultural Tour
From G$16,475 GYD
/ person
From G$16,475 GYD per person
4.97 out of 5 average rating, 237 reviews
4.97 (237)
·
4.5 hours
Bikes, Bites & Brews-Signature Bike Tour
From G$18,560 GYD
/ person
From G$18,560 GYD per person
4.88 out of 5 average rating, 219 reviews
4.88 (219)
·
3 hours
Chicago Favorites Food & Walking Tour plus Bike/Kayak rental
From G$16,475 GYD
/ person
From G$16,475 GYD per person
4.93 out of 5 average rating, 737 reviews
4.93 (737)
·
1.5 hours
Street Art & Aerosol Workshop
From G$9,385 GYD
/ person
From G$9,385 GYD per person
4.88 out of 5 average rating, 331 reviews
4.88 (331)
·
1.5 hours
Pasta Cooking Class with a local Chef
From G$12,304 GYD
/ person
From G$12,304 GYD per person
5.0 out of 5 average rating, 26 reviews
5.0 (26)
·
3 hours
Chicago's Ultimate City Bike Tour
From G$12,304 GYD
/ person
From G$12,304 GYD per person
4.93 out of 5 average rating, 415 reviews
4.93 (415)
·
2.5 hours
Must See Chicago Architecture & Highlights Tour
From G$8,551 GYD
/ person
From G$8,551 GYD per person
4.97 out of 5 average rating, 198 reviews
4.97 (198)
·
1.5 hours
Best Instagram @ Art Institute Chicago
From G$18,560 GYD
/ person
From G$18,560 GYD per person
4.7 out of 5 average rating, 10 reviews
4.7 (10)
·
1.5 hours
CHICAGo MUSt Do Hidden GEm SPEAKeasy's
From G$7,716 GYD
/ person
From G$7,716 GYD per person
4.94 out of 5 average rating, 184 reviews
4.94 (184)
·
5 hours
Chicago in a Day - Food, Architecture, Culture & Highlights
From G$18,769 GYD
/ person
From G$18,769 GYD per person
4.84 out of 5 average rating, 177 reviews
4.84 (177)
·
2 hours
Chicago Food Tour- Deep Roots to Deep Dish
From G$11,053 GYD
/ person
From G$11,053 GYD per person
4.94 out of 5 average rating, 48 reviews
4.94 (48)
·
2 hours
Offbeat Street Art, Graffiti & Mural Tour of Logan Square
From G$8,342 GYD
/ person
From G$8,342 GYD per person
4.93 out of 5 average rating, 402 reviews
4.93 (402)
·
2 hours
Chicago Delicious Donut Adventure by Underground Donut Tour
From G$13,138 GYD
/ person
From G$13,138 GYD per person
4.9 out of 5 average rating, 82 reviews
4.9 (82)
·
1.5 hours
Chicago HANDCRAFt BEEr EXPEDITIOn w/ HOMEMADe GUACAMOLe
From G$10,219 GYD
/ person
From G$10,219 GYD per person
4.86 out of 5 average rating, 44 reviews
4.86 (44)
·
2 hours
Get Inside Chicago's Most Stunning Art Deco Masterpieces
From G$6,882 GYD
/ person
From G$6,882 GYD per person
Load more