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Chicago for families

Discover a world of family adventure in Chicago! From thrilling theme parks to delightful zoo and aquarium visits, we have curated the best options for the perfect family getaway.
Family enjoying bubble play at an amusement park with a Ferris wheel in the background.

Top things to do

360 Chicago
360 Chicago
from $30
Willis Tower Skydeck Tickets
Willis Tower Skydeck Tickets
from $42.33

Top experiences in Chicago

Free cancellation
Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Dinner Cruises
Odyssey Lake Michigan Dinner Cruise
from
$136.68
Odyssey Lake Michigan Dinner Cruise. Rated 5 out of 5 from 1 ratings.From $136.68
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Observation Decks
Skydeck Chicago Tickets
from
$42.33
Skydeck Chicago Tickets. Rated 4.6 out of 5 from 107 ratings.From $42.33
Free cancellation
Tourists on Sea Dog Cruise on Lake Michigan with Chicago skyline in background.
Dinner Cruises
Sea Dog Cruise on Lake Michigan
from
$42.79
Sea Dog Cruise on Lake Michigan. Rated 0 out of 5 from 0 ratings.From $42.79

Browse by themes

Museums in Chicago
Chicago City Cards
Landmarks in Chicago
Observation Decks in Chicago
View all Chicago Attractions
Guided Tours in Chicago
Hop-on Hop-off Tours Chicago
View all Chicago Tours
Airport Transfers in Chicago
Public Transport Tickets in Chicago
Shared Airport Transfers
View all Transportation in Chicago
Sightseeing Cruises in Chicago
Dinner Cruises in Chicago
View all Cruises in Chicago
Combos Tickets in Chicago
View all Chicago Specials

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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 48 million+ guests and we are here for you

48 million+

Happy customers across 10,000+ experiences

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