Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Puzzling Adventures

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.


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Puzzling Adventures near Fifty Acres

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Team Toi Toi

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Puzzling Adventures Highlights

  • Flat rate price
  • Informative
  • Kid friendly
  • Enriching
  • 250+ Locations
  • Photo Challenges
  • Accessible
  • No reservations
  • Exploration
  • Outdoor activity
  • Team building

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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