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Chicago for art & culture lovers

Soak up Chicago's art and culture with tours and experiences that offer a glimpse into the local tapestry. These experiences are tailor-made to satisfy your cultural curiosity.
Visitor admiring abstract art in a gallery, ideal for art and culture enthusiasts.

Top things to do

Chicago Architecture Center
Chicago Architecture Center
from $7

Top experiences in Chicago

Couple taking a selfie in a gallery at The Art Institute of Chicago.
Museums
The Art Institute of Chicago Tickets
$40
The Art Institute of Chicago Tickets. Rated 0 out of 5 from 0 ratings.From $40
Free cancellation
Guests exploring architectural models at the Chicago Architectural Center.
Museums
Chicago Architecture Center Exhibit Admission
from
$7
Chicago Architecture Center Exhibit Admission. Rated 0 out of 5 from 0 ratings.From $7
Chicago Theatre marquee lit up at night with nearby subway entrance.
Guided Tours
The Chicago Theatre Tour Experience
$28.12
The Chicago Theatre Tour Experience. Rated 0 out of 5 from 0 ratings.From $28.12

Browse by themes

Museums in Chicago
Chicago City Cards
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Observation Decks in Chicago
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Guided Tours in Chicago
Hop-on Hop-off Tours Chicago
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Airport Transfers in Chicago
Public Transport Tickets in Chicago
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Sightseeing Cruises in Chicago
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Combos Tickets in Chicago
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How Headout makes choosing experiences effortless

We curate the best ways to experience

We research and organise all unique experiences - from tickets to tours to special combos - so you get all the choices without the clutter.

We partner with the best

Every supplier is vetted for quality, reliability, and value so you only get top rated experiences. No surprises, no disappointments.

All the best options, in one place

Each experience is thoughtfully organised to give you maximum availability, great value and an easy way to choose.

Book with complete peace of mind

Free cancellations, Flexible payments, and 24/7 support - thoughtfully designed for flexibility, assurance, and total peace of mind.

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We curate the best ways to experience
We partner with the best
All the best options, in one place
Book with complete peace of mind

We've served 49 million+ guests and we are here for you

49 million+

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