Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

Puzzling Adventures


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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near Shantytown

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Had a blast! Would definitely do it again!
Candice B.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Mommy40

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Puzzling Adventures Highlights

  • Kid friendly
  • Photo Challenges
  • No reservations
  • Team building
  • Accessible
  • Outdoor activity
  • 250+ Locations
  • Enriching
  • Informative
  • Exploration
  • Flat rate price
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

Cabrini Addition Scavenger Hunt Gold Coast Scavenger Hunt Cleaverville Scavenger Hunt Frances Cabrini Homes Scavenger Hunt Humboldt Scavenger Hunt Central Station Scavenger Hunt Lake Meadows Scavenger Hunt Magnificent Mile Scavenger Hunt Rush & Division Scavenger Hunt West Town Scavenger Hunt Museum Campus Scavenger Hunt Belgravia Terrace Scavenger Hunt Carpenters Addition Scavenger Hunt Garibaldi Square Scavenger Hunt Canalport Scavenger Hunt Carville Scavenger Hunt Greektown Scavenger Hunt Near West Side Scavenger Hunt Douglas Scavenger Hunt Bohemian California Scavenger Hunt Garfield Park Scavenger Hunt Mount Pleasant Scavenger Hunt Little Sicily Scavenger Hunt Swede Town Scavenger Hunt Little Italy Uic Scavenger Hunt Harbor Square Scavenger Hunt Carl Sandburg Village Scavenger Hunt Wicker Park Scavenger Hunt Marshall Field Garden Apartments Scavenger Hunt Chinatown Scavenger Hunt Ukrainian Village Scavenger Hunt Grant Village Scavenger Hunt Loop Scavenger Hunt Sheffield & Depaul Scavenger Hunt South Branch Addition Scavenger Hunt Old Town Scavenger Hunt Lower West Side Scavenger Hunt Fort Dearborn Addition Scavenger Hunt Park Row Scavenger Hunt Ducktown Scavenger Hunt Killgubbin Scavenger Hunt Chicago Scavenger Hunt Cityfront Place Scavenger Hunt Bridgeport Scavenger Hunt Stateway Gardens Historical Scavenger Hunt Claremont Cottages Scavenger Hunt Grace Abbott Homes Scavenger Hunt Fuller Park Scavenger Hunt Towertown Scavenger Hunt Pilsen Scavenger Hunt Canal Trustees Scavenger Hunt Grant Park Scavenger Hunt Ida B Wells Housing Project Scavenger Hunt Duncans Addition Scavenger Hunt Streeterville Scavenger Hunt East Garfield Park Scavenger Hunt Kinzies Addition Scavenger Hunt Prairie Shores Scavenger Hunt Boystown Scavenger Hunt Olsen Hansen Row Houses Scavenger Hunt Bronzeville Scavenger Hunt Maplewood Courts Scavenger Hunt Lake View Scavenger Hunt Bucktown Scavenger Hunt Lincoln Park Scavenger Hunt West Loop Scavenger Hunt Conleys Patch Scavenger Hunt Armour Square Scavenger Hunt Robert Brooks Homes Scavenger Hunt Fifty Acres Scavenger Hunt Millenium Park Scavenger Hunt Prairie Avenue Courts Scavenger Hunt Prairie Courts Scavenger Hunt River North Scavenger Hunt Mccormickville Scavenger Hunt Near North Side Scavenger Hunt Jane Addams Homes Scavenger Hunt Little Hell Scavenger Hunt Mid North District Scavenger Hunt Maplewood Scavenger Hunt Oakenwald Scavenger Hunt Victor A Olander Homes Scavenger Hunt Shantytown Scavenger Hunt Near South Side Scavenger Hunt Film Row Scavenger Hunt Dearborn Homes Scavenger Hunt Wolcotts And Bushnells Additions Scavenger Hunt Hamlin Park Scavenger Hunt Burnham Place Scavenger Hunt United Center Scavenger Hunt Locks Scavenger Hunt Printers Row Scavenger Hunt Cityfront Center Scavenger Hunt East Village Scavenger Hunt William Green Homes Scavenger Hunt Mckinley Park Scavenger Hunt South Commons Scavenger Hunt Oakland Scavenger Hunt Logan Square Scavenger Hunt Aldine Square Scavenger Hunt

Walking Tour

Shantytown Walking Tour Victor A Olander Homes Walking Tour Bucktown Walking Tour Wolcotts And Bushnells Additions Walking Tour Belgravia Terrace Walking Tour William Green Homes Walking Tour Prairie Shores Walking Tour Near North Side Walking Tour Stateway Gardens Historical Walking Tour Cityfront Place Walking Tour Locks Walking Tour Gold Coast Walking Tour Grant Park Walking Tour Bohemian California Walking Tour Mckinley Park Walking Tour South Branch Addition Walking Tour Wicker Park Walking Tour Streeterville Walking Tour Near West Side Walking Tour Prairie Avenue Courts Walking Tour Conleys Patch Walking Tour Ducktown Walking Tour Canal Trustees Walking Tour Lower West Side Walking Tour Harbor Square Walking Tour Fort Dearborn Addition Walking Tour East Garfield Park Walking Tour Oakland Walking Tour Garibaldi Square Walking Tour Kinzies Addition Walking Tour West Loop Walking Tour Central Station Walking Tour United Center Walking Tour Oakenwald Walking Tour Lake Meadows Walking Tour Swede Town Walking Tour Park Row Walking Tour Cabrini Addition Walking Tour Little Hell Walking Tour Millenium Park Walking Tour Fuller Park Walking Tour Rush & Division Walking Tour Carl Sandburg Village Walking Tour Fifty Acres Walking Tour River North Walking Tour Museum Campus Walking Tour Printers Row Walking Tour Boystown Walking Tour Bronzeville Walking Tour Mount Pleasant Walking Tour Armour Square Walking Tour Towertown Walking Tour Little Italy Uic Walking Tour Bridgeport Walking Tour Killgubbin Walking Tour Jane Addams Homes Walking Tour Dearborn Homes Walking Tour Hamlin Park Walking Tour Film Row Walking Tour Lake View Walking Tour Cleaverville Walking Tour Aldine Square Walking Tour Maplewood Courts Walking Tour Burnham Place Walking Tour Olsen Hansen Row Houses Walking Tour Carpenters Addition Walking Tour Loop Walking Tour Lincoln Park Walking Tour Sheffield & Depaul Walking Tour South Commons Walking Tour Claremont Cottages Walking Tour Duncans Addition Walking Tour Chicago Walking Tour Marshall Field Garden Apartments Walking Tour Douglas Walking Tour Near South Side Walking Tour Canalport Walking Tour Magnificent Mile Walking Tour Frances Cabrini Homes Walking Tour West Town Walking Tour Mid North District Walking Tour Grace Abbott Homes Walking Tour Carville Walking Tour Greektown Walking Tour Garfield Park Walking Tour Grant Village Walking Tour Maplewood Walking Tour Little Sicily Walking Tour Ukrainian Village Walking Tour Humboldt Walking Tour Logan Square Walking Tour Ida B Wells Housing Project Walking Tour Old Town Walking Tour Prairie Courts Walking Tour East Village Walking Tour Cityfront Center Walking Tour Robert Brooks Homes Walking Tour Pilsen Walking Tour Chinatown Walking Tour Mccormickville Walking Tour

Treasure Hunt

Victor A Olander Homes Treasure Hunt Carville Treasure Hunt Cityfront Center Treasure Hunt Chicago Treasure Hunt Prairie Shores Treasure Hunt Fort Dearborn Addition Treasure Hunt Douglas Treasure Hunt Logan Square Treasure Hunt Canal Trustees Treasure Hunt Stateway Gardens Historical Treasure Hunt Cabrini Addition Treasure Hunt Grant Park Treasure Hunt United Center Treasure Hunt Marshall Field Garden Apartments Treasure Hunt Garibaldi Square Treasure Hunt South Commons Treasure Hunt William Green Homes Treasure Hunt Harbor Square Treasure Hunt Wolcotts And Bushnells Additions Treasure Hunt Rush & Division Treasure Hunt Bucktown Treasure Hunt Olsen Hansen Row Houses Treasure Hunt Maplewood Courts Treasure Hunt Fifty Acres Treasure Hunt Loop Treasure Hunt West Loop Treasure Hunt Mccormickville Treasure Hunt Little Sicily Treasure Hunt Little Hell Treasure Hunt Shantytown Treasure Hunt Film Row Treasure Hunt Kinzies Addition Treasure Hunt River North Treasure Hunt Robert Brooks Homes Treasure Hunt Park Row Treasure Hunt Mid North District Treasure Hunt West Town Treasure Hunt Carpenters Addition Treasure Hunt Frances Cabrini Homes Treasure Hunt Burnham Place Treasure Hunt Mount Pleasant Treasure Hunt Cityfront Place Treasure Hunt Towertown Treasure Hunt Printers Row Treasure Hunt East Village Treasure Hunt Killgubbin Treasure Hunt Jane Addams Homes Treasure Hunt Canalport Treasure Hunt Grant Village Treasure Hunt Dearborn Homes Treasure Hunt Bronzeville Treasure Hunt Grace Abbott Homes Treasure Hunt East Garfield Park Treasure Hunt Lincoln Park Treasure Hunt Chinatown Treasure Hunt Lake View Treasure Hunt Sheffield & Depaul Treasure Hunt Bohemian California Treasure Hunt Central Station Treasure Hunt Magnificent Mile Treasure Hunt Humboldt Treasure Hunt Locks Treasure Hunt Maplewood Treasure Hunt Belgravia Terrace Treasure Hunt Streeterville Treasure Hunt Prairie Courts Treasure Hunt Pilsen Treasure Hunt Oakland Treasure Hunt Near West Side Treasure Hunt Conleys Patch Treasure Hunt Prairie Avenue Courts Treasure Hunt Mckinley Park Treasure Hunt Ukrainian Village Treasure Hunt Ida B Wells Housing Project Treasure Hunt Ducktown Treasure Hunt Fuller Park Treasure Hunt Near South Side Treasure Hunt Museum Campus Treasure Hunt Claremont Cottages Treasure Hunt Boystown Treasure Hunt Duncans Addition Treasure Hunt Swede Town Treasure Hunt Millenium Park Treasure Hunt Hamlin Park Treasure Hunt South Branch Addition Treasure Hunt Old Town Treasure Hunt Lower West Side Treasure Hunt Armour Square Treasure Hunt Aldine Square Treasure Hunt Oakenwald Treasure Hunt Lake Meadows Treasure Hunt Carl Sandburg Village Treasure Hunt Greektown Treasure Hunt Bridgeport Treasure Hunt Wicker Park Treasure Hunt Garfield Park Treasure Hunt Little Italy Uic Treasure Hunt Cleaverville Treasure Hunt Gold Coast Treasure Hunt Near North Side Treasure Hunt

Amazing Race

East Village Amazing Race Little Italy Uic Amazing Race Towertown Amazing Race Lincoln Park Amazing Race Locks Amazing Race Loop Amazing Race Stateway Gardens Historical Amazing Race River North Amazing Race Cabrini Addition Amazing Race Mccormickville Amazing Race Frances Cabrini Homes Amazing Race Carville Amazing Race Humboldt Amazing Race Near North Side Amazing Race United Center Amazing Race Cleaverville Amazing Race Oakland Amazing Race Aldine Square Amazing Race West Loop Amazing Race Little Sicily Amazing Race Fort Dearborn Addition Amazing Race Marshall Field Garden Apartments Amazing Race Hamlin Park Amazing Race Magnificent Mile Amazing Race Carpenters Addition Amazing Race Gold Coast Amazing Race Dearborn Homes Amazing Race Douglas Amazing Race Ducktown Amazing Race Museum Campus Amazing Race Mid North District Amazing Race Canal Trustees Amazing Race Jane Addams Homes Amazing Race Oakenwald Amazing Race Grant Park Amazing Race East Garfield Park Amazing Race Fuller Park Amazing Race Cityfront Center Amazing Race Old Town Amazing Race Near South Side Amazing Race Millenium Park Amazing Race Olsen Hansen Row Houses Amazing Race Garibaldi Square Amazing Race Cityfront Place Amazing Race Greektown Amazing Race Ukrainian Village Amazing Race Bridgeport Amazing Race Printers Row Amazing Race Kinzies Addition Amazing Race Shantytown Amazing Race Pilsen Amazing Race Lower West Side Amazing Race Ida B Wells Housing Project Amazing Race Mckinley Park Amazing Race West Town Amazing Race Grant Village Amazing Race Killgubbin Amazing Race Duncans Addition Amazing Race Lake Meadows Amazing Race Logan Square Amazing Race Belgravia Terrace Amazing Race Maplewood Amazing Race Armour Square Amazing Race Lake View Amazing Race Maplewood Courts Amazing Race William Green Homes Amazing Race Rush & Division Amazing Race Carl Sandburg Village Amazing Race Burnham Place Amazing Race Conleys Patch Amazing Race Harbor Square Amazing Race Claremont Cottages Amazing Race South Branch Addition Amazing Race Garfield Park Amazing Race Park Row Amazing Race Near West Side Amazing Race Fifty Acres Amazing Race Prairie Avenue Courts Amazing Race Mount Pleasant Amazing Race Bohemian California Amazing Race Prairie Shores Amazing Race Grace Abbott Homes Amazing Race Bucktown Amazing Race Sheffield & Depaul Amazing Race Swede Town Amazing Race Bronzeville Amazing Race Canalport Amazing Race Central Station Amazing Race South Commons Amazing Race Robert Brooks Homes Amazing Race Wolcotts And Bushnells Additions Amazing Race Chicago Amazing Race Wicker Park Amazing Race Streeterville Amazing Race Chinatown Amazing Race Little Hell Amazing Race Prairie Courts Amazing Race Film Row Amazing Race Boystown Amazing Race Victor A Olander Homes Amazing Race

Escape Room

Shantytown Escape Room Lake View Escape Room Film Row Escape Room Kinzies Addition Escape Room Belgravia Terrace Escape Room Fuller Park Escape Room Little Hell Escape Room Swede Town Escape Room Old Town Escape Room Boystown Escape Room Carpenters Addition Escape Room Sheffield & Depaul Escape Room Wolcotts And Bushnells Additions Escape Room Stateway Gardens Historical Escape Room Claremont Cottages Escape Room Ida B Wells Housing Project Escape Room Bridgeport Escape Room Marshall Field Garden Apartments Escape Room Robert Brooks Homes Escape Room Towertown Escape Room Dearborn Homes Escape Room Killgubbin Escape Room Greektown Escape Room Burnham Place Escape Room Mccormickville Escape Room Conleys Patch Escape Room Central Station Escape Room Bohemian California Escape Room Mckinley Park Escape Room Oakenwald Escape Room Jane Addams Homes Escape Room Near West Side Escape Room River North Escape Room Maplewood Escape Room Chicago Escape Room Near North Side Escape Room Gold Coast Escape Room Victor A Olander Homes Escape Room Armour Square Escape Room Museum Campus Escape Room Grant Park Escape Room Cleaverville Escape Room Lincoln Park Escape Room Little Italy Uic Escape Room Garibaldi Square Escape Room Streeterville Escape Room Mount Pleasant Escape Room Prairie Courts Escape Room Near South Side Escape Room Canalport Escape Room Harbor Square Escape Room South Commons Escape Room Lower West Side Escape Room East Village Escape Room Logan Square Escape Room Ukrainian Village Escape Room Cabrini Addition Escape Room West Loop Escape Room Bronzeville Escape Room Prairie Shores Escape Room Lake Meadows Escape Room Loop Escape Room Humboldt Escape Room William Green Homes Escape Room Fifty Acres Escape Room West Town Escape Room Bucktown Escape Room Maplewood Courts Escape Room Cityfront Place Escape Room Rush & Division Escape Room Printers Row Escape Room Wicker Park Escape Room Mid North District Escape Room Magnificent Mile Escape Room Aldine Square Escape Room Olsen Hansen Row Houses Escape Room South Branch Addition Escape Room Prairie Avenue Courts Escape Room Cityfront Center Escape Room Oakland Escape Room Carl Sandburg Village Escape Room Chinatown Escape Room Locks Escape Room United Center Escape Room Garfield Park Escape Room Fort Dearborn Addition Escape Room Millenium Park Escape Room Grant Village Escape Room Canal Trustees Escape Room Hamlin Park Escape Room Ducktown Escape Room Frances Cabrini Homes Escape Room Duncans Addition Escape Room East Garfield Park Escape Room Park Row Escape Room Pilsen Escape Room Little Sicily Escape Room Carville Escape Room Douglas Escape Room Grace Abbott Homes Escape Room

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